Redfin
Annual Report 2021

Plain-text annual report

Annual Report | 2021 This page intentionally left blank. UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-K (Mark One) ☒ ANNUAL REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the fiscal year ended December 31, 2021 or ☐ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from ___ to ___ Commission file number 001-38160 Redfin Corporation (Exact name of registrant as specified in its charter) Delaware (State or other jurisdiction of incorporation or organization) 74-3064240 (I.R.S. Employer Identification No.) 1099 Stewart Street Seattle Suite 600 WA (Address of Principal Executive Offices) 98101 (Zip Code) (206) 576-8333 Registrant's telephone number, including area code Securities registered pursuant to Section 12(b) of the Act: Title of each class Common Stock, $0.001 par value per share Trading Symbol RDFN Name of each exchange on which registered The Nasdaq Global Select Market Securities registered pursuant to Section 12(g) of the Act: None Indicate by check mark if the registrant is a well-known seasoned issuer, as defined in Rule 405 of the Securities Act. ☒ Yes ☐ No Indicate by check mark if the registrant is not required to file reports pursuant to Section 13 or 15(d) of the Act. ☐ Yes ☒ No Indicate by check mark whether the registrant (1) has filed all reports required to be filed by Section 13 or 15(d) of the Securities Exchange Act of 1934 during the preceding 12 months (or for such shorter period that the registrant was required to file such reports), and (2) has been subject to such filing requirements for the past 90 days. ☒ Yes ☐ No Indicate by check mark whether the registrant has submitted electronically every Interactive Data File required to be submitted pursuant to Rule 405 of Regulation S-T (§232.405 of this chapter) during the preceding 12 months (or for such shorter period that the registrant was required to submit such files). ☒ Yes ☐ No Indicate by check mark whether the registrant is a large accelerated filer, an accelerated filer, a non-accelerated filer, or a smaller reporting company. See the definitions of “large accelerated filer,” “accelerated filer” and “smaller reporting company” in Rule 12b-2 of the Exchange Act. (Check one): Large accelerated filer Non-accelerated filer ☒ ☐ Accelerated filer Smaller reporting company Emerging growth company ☐ ☐ ☐ If an emerging growth company, indicate by check mark if the registrant has elected not to use the extended transition period for complying with any new or revised financial accounting standards provided pursuant to Section 13(a) of the Exchange Act. Indicate by check mark whether the registrant has filed a report on and attestation to its management’s assessment of the effectiveness of its internal control over financial reporting under Section 404(b) of the Sarbanes-Oxley Act (15 U.S.C. 7262(b)) by the registered public accounting firm that prepared or issued its audit report. ☐ ☒ Indicate by check mark whether the registrant is a shell company (as defined in Rule 12b-2 of the Exchange Act). ☐ Yes ☒ No As of the last business day of the registrant’s most recently completed second fiscal quarter, the aggregate market value of the registrant's common stock held by its non-affiliates, computed by reference to the price at which the common stock was last sold, was $6,440,535,375. The registrant had 106,396,652 shares of common stock outstanding as of February 10, 2022. DOCUMENTS INCORPORATED BY REFERENCE The portions of the registrant's proxy statement to be filed in connection with the registrant’s 2022 Annual Meeting of Stockholders that are responsive to the disclosure required by Part III of Form 10-K are incorporated by reference into Part III of this Form 10-K. Redfin Corporation Annual Report on Form 10-K For the Year Ended December 31, 2021 Table of Contents Business PART I Item 1. Item 1A. Risk Factors Item 1B. Unresolved Staff Comments Item 2. Item 3. Item 4. Properties Legal Proceedings Mine Safety Disclosures PART II Item 5. Market for Registrant’s Common Equity, Related Stockholder Matters and Issuer Purchases of Equity Securities [Reserved] Management’s Discussion and Analysis of Financial Condition and Results of Operations Item 6. Item 7. Item 7A. Quantitative and Qualitative Disclosures About Market Risk Financial Statements and Supplementary Data Item 8. Changes in and Disagreements with Accountants on Accounting and Financial Disclosure Item 9. Item 9A. Controls and Procedures Item 9B. Other information PART III Item 10. Directors, Executive Officers and Corporate Governance Item 11. Item 12. Security Ownership of Certain Beneficial Owners and Management and Related Executive Compensation Stockholder Matters Item 13. Certain Relationships and Related Transactions, and Director Independence Item 14. Principal Accounting Fees and Services PART IV Item 15. Exhibits, Financial Statement Schedules Item 16. Form 10-K Summary Signatures Page 1 5 19 19 19 19 20 21 22 41 42 87 87 87 88 88 88 88 88 89 90 As used in this annual report, the terms "Redfin," "we," "us," and "our" refer to Redfin Corporation and its subsidiaries taken as a whole, unless otherwise noted or unless the context indicates otherwise. However, when referencing (i) the 2023 notes, the 2025 notes, and the 2027 notes, the terms “we,” “us,” and “our” refer only to Redfin Corporation and not to Redfin Corporation and its subsidiaries taken as a whole, (ii) the secured revolving credit facility with Goldman Sachs, the terms "we," "us," and "our" refer only to RedfinNow Borrower LLC, and (iii) each warehouse credit facility, the terms "we," "us"," and "our" refer only to Redfin Mortgage, LLC. Note Regarding Forward-Looking Statements This annual report contains forward-looking statements. All statements contained in this report other than statements of historical fact, including statements regarding our future operating results and financial position, our business strategy and plans (including the closing of our acquisition, as well as integration, of RentPath), our market growth and trends, and our objectives for future operations, are forward-looking statements. The words “believe,” “may,” “will,” “estimate,” “continue,” “anticipate,” “intend,” “expect,” “could,” “would,” “project,” “plan,” "hope," “potentially,” “preliminary,” “likely,” and similar expressions are intended to identify forward-looking statements. We have based these forward-looking statements largely on our current expectations and projections about future events and trends that we believe may affect our financial condition, results of operations, business strategy, short-term and long-term business operations and objectives, and financial needs. These forward-looking statements are subject to a number of risks, uncertainties, and assumptions, including those described under Item 1A. Moreover, we operate in a very competitive and rapidly changing environment. New risks emerge from time to time. It is not possible for our management to predict all risks, nor can we assess the effect of all factors on our business or the extent to which any factor, or combination of factors, may cause actual results to differ materially from those contained in any forward-looking statements we may make. In light of these risks, uncertainties, and assumptions, the future events and trends discussed in this report may not occur and actual results could differ materially and adversely from those anticipated or implied in the forward-looking statements. Accordingly, you should not rely on forward-looking statements as predictions of future events. Although we believe that the expectations reflected in the forward- looking statements are reasonable, we cannot guarantee that the future results, performance, or events and circumstances reflected in the forward-looking statements will be achieved or occur. We undertake no obligation to update any of these forward-looking statements for any reason after the date of this report or to conform these statements to actual results or revised expectations. Note Regarding Industry and Market Data This annual report contains information using industry publications that generally state that the information contained therein has been obtained from sources believed to be reliable, but such information may not be accurate or complete. While we are not aware of any misstatements regarding the information from these industry publications, we have not independently verified any of the data from third-party sources nor have we ascertained the underlying economic assumptions relied on therein. i Table of Contents Item 1. Business Overview PART I We help people buy and sell homes. Representing customers in over 100 markets in the United States and Canada, we are a residential real estate brokerage. We pair our own agents with our own technology to create a service that is faster, better, and costs less. We meet customers through our listings-search website and mobile application. We use the same combination of technology and local service to originate mortgage loans and offer title and settlement services; we also buy homes directly from homeowners who want an immediate sale, taking responsibility for selling the home while the original owner moves on. Beginning in April 2021, we also offer digital platforms to connect consumers with available apartments and houses for rent. Our mission is to redefine real estate in the consumer’s favor. Representing Customers Our brokerage efficiency results in savings that we share with our customers. We charge most home sellers a commission of 1% to 1.5%, compared to the 2.5% to 3% typically charged by traditional brokerages. Additionally, we refund homebuyers a portion of the commission we earn; the average refund per transaction was over $1,900 in 2021. The results of our customer-first approach are clear. We: • • • • • • helped customers buy or sell more than 400,000 homes worth more than $200 billion through 2021; saved customers more than $1 billion, when compared to a 2.5% commission, since our launch in 2006; drew more than 47 million monthly average visitors to our website and mobile application in 2021, 10% more compared to 2020; had customers buy and sell the same home with us at a 53% higher rate than competing brokerages; sold Redfin-listed homes for nearly $1,650 more on average than competing brokerages’ similar listings in 2021, according to a study we commissioned; and had listings on the market for an average of less than 24 days in 2021 compared to the industry average of more than 28 days, according to a study we commissioned; and, according to the same study, approximately 88% of Redfin listings sold within 90 days versus the industry average of approximately 86%. To serve customers when our own agents can’t due to high demand or geographic limitations, we’ve developed partnerships with over 10,700 agents at other brokerages. Once we refer a customer to a partner agent, that agent, not us, represents the customer from the initial meeting through closing, at which point the agent pays us a portion of her commission as a referral fee. Complete Customer Solution Our long-term goal is to combine brokerage, rentals, mortgage, title services, and instant offers to directly purchase a consumer's home into one solution, sharing information, coordinating deadlines, and streamlining processes so that a consumer's move is easier and often less costly. As we integrate these services more closely over time, we believe we can help consumers move much more efficiently than a combination of stand-alone companies ever could. 1 Table of Contents Redfin Mortgage underwrites mortgage loans and, after originating each loan, Redfin Mortgage sells the loans to third-party mortgage investors. Redfin Mortgage does not intend to retain or service mortgage loans. Redfin Mortgage has officially launched in 64 markets across 23 states and the District of Columbia. These markets accounted for 86% of our brokerage's buy-side transactions in 2021. In January 2022, we entered into an agreement to acquire Bay Equity Home Loans, which is a full-service mortgage lender licensed in 42 states. We expect to consummate this acquisition during the second quarter of 2022. Title Forward offers title and settlement services. Title Forward has officially launched in 27 markets across 13 states and the District of Columbia. These markets accounted for 58% of our brokerage's transactions in 2021. RedfinNow buys homes directly from homeowners and resells them to homebuyers. Customers who sell through RedfinNow typically get less money for their home than they would listing their home with a real estate agent. However, they get that money faster with less risk and disruption. RedfinNow has officially launched in 30 markets across 15 states and the District of Columbia. These markets accounted for 85% of our brokerage's sell-side transactions in 2021. RentPath offers an end-to-end digital marketing platform that connects consumers with available apartments and houses for rent across all 50 states and the District of Columbia. Competition The residential brokerage industry is highly fragmented, with numerous active licensed agents and brokerages, and is evolving rapidly in response to technological advancements, changing customer preferences, and new offerings. We compete primarily against other residential real estate brokerages, which include franchise operations affiliated with national or local brands, and small independent brokerages. We also compete with hybrid residential brokerages, which combine Internet technology and brokerage services, and a growing number of others that operate with non-traditional real estate business models. Competition is particularly intense in some of the densely populated metropolitan markets we serve, as they are dominated by entrenched real estate brokerages and are the primary markets for innovative and well-capitalized new entrants. We believe we compete primarily based on: access to timely, accurate data about homes for sale; traffic to our website and mobile application, which themselves are subject to competition against real estate data websites that aggregate listings and sell advertising to traditional brokers; the speed and quality of our service, including agent responsiveness and local knowledge; our ability to hire and retain agents who deliver the best customer service; the costs of delivering our service and the price of our service to consumers; consumer awareness of our service and the effectiveness of our marketing efforts; technological innovation; and depth and breadth of local referral networks. • • • • • • • • Redfin Mortgage competes with numerous national and local multi-product banks as well as focused mortgage originators. We compete primarily on service, product selection, interest rates, and origination fees. Title Forward competes with numerous national and local companies that typically focus solely on these services. We compete primarily on timeliness of service and fees. RedfinNow competes with real estate companies whose primary service is buying and selling homes, and home rental companies that purchase homes and then rent them. We also compete with divisions of several residential real estate companies. We compete primarily on the prices we offer customers to buy their homes. 2 Table of Contents RentPath competes with companies that provide an online marketplace for residential rental listings and related digital marketing solutions. We compete primarily on the scope and quality of listings we offer on our digital platforms, our value-added digital marketing solutions, traffic generated through our websites and mobile applications, and the breadth of our broader marketing services. Seasonality For the impact of seasonality on our business, see "Quarterly Results of Operations and Key Business Metrics" under Item 7. Our Lead Agents Our goal is to be the best employer in real estate. At the heart of this goal is an investment in the real estate agents who directly help our customers buy and sell homes. We refer to these agents as our lead agents. Unlike traditional real estate brokerages, where agents work as independent contractors, we employ our lead agents and pay them a salary, offer them an opportunity to earn additional cash and equity compensation, and provide them with health insurance and other benefits. As a result, our lead agents in 2021 earned a median income that was more than two and one-half times as much as agents at competing brokerages. Also in 2021, our lead agents were, on average, more than two and one-half times more productive than agents at competing brokerages. Our investment in our lead agents has resulted in a significant competitive advantage in agent retention, as our lead agents were 17% more likely to stay with us from 2020 to 2021 than agents at competing brokerages. Our ability to attract, develop, and retain lead agents is critical to our success. As of December 31, 2021, we had 6,485 employees. For 2021, our average number of lead agents was 2,396. See "Key Business Metrics-Average Number of Lead Agents" under Item 7. Our Executive Officers Below is information regarding our executive officers. Each executive officer holds office until his or her successor is duly elected and qualified or until the officer’s earlier resignation, disqualification, or removal. • Glenn Kelman, age 51, has served as our chief executive officer since September 2005 and one of our directors since March 2006. • • • • • • Bridget Frey, age 44, has been employed by us since June 2011 and has served as our chief technology officer since February 2015. Anthony Kappus, age 41, has been employed by us since March 2014 and has served as our chief legal officer since May 2021. Mr. Kappus previously served as our senior vice president - legal affairs from August 2018 to May 2021 and vice president - legal from September 2014 to August 2018. Scott Nagel, age 56, has been employed by us since July 2007 and has served as our president of strategic initiatives since April 2021. Mr. Nagel previously served as our president of real estate operations from May 2013 to April 2021. Chris Nielsen, age 55, has served as our chief financial officer since June 2013. Christian Taubman, age 43, has served as our chief growth officer since April 2021. Mr. Taubman previously served as our chief product officer from October 2019 to April 2021. Prior to joining Redfin, Mr. Taubman served in several different roles with Amazon (a technology company) from April 2011 to October 2019. As Director - Smart Home Verticals from December 2017 to October 2019, Mr. Taubman led employees in product management, software engineering, and program management, with the mission of helping customers to connect more smart devices to Amazon's Alexa virtual assistant. As Senior Manager - International Retail Expansion from May 2016 to December 2017, Mr. Taubman led an initiative to create a faster retail international expansion model. As Senior Manager - Prime Delivery from April 2011 to May 2016, Mr. Taubman helped launch Amazon's Prime free same-day delivery benefit in the United States, United Kingdom, and Germany. Adam Wiener, age 43, has been employed by us since October 2007 and has served as our president of real estate operations since April 2021. Mr. Wiener previously served as our chief growth officer from July 2015 to April 2021. 3 Table of Contents Our Regulatory Environment The residential real estate industry is heavily regulated by federal, state, and local governments in the United States. Because of our complete customer solution approach of combining brokerage, rentals, mortgage, title services, and instant offers, a customer may be able to receive more than one real estate-related service from us. Accordingly, some government regulations affect more than one of our operating segments and may impact our ability to offer multiple services to the same customer. For example, the Real Estate Settlement Procedures Act of 1974 restricts, with some exceptions, kickbacks or referral fees that real estate settlement service providers, such as brokerages, mortgage originators, and title and closing service providers, may pay or receive in connection with the referral of settlement services. Furthermore, the Fair Housing Act of 1968 (the “FHA”) prohibits discrimination in the purchase or sale of homes. The FHA applies to real estate agents, mortgage lenders, title companies, and home sellers, such as RedfinNow, as well as many forms of advertising and communications, including MLS listings and insights about home listings. Additionally, our brokerage, mortgage, and title business each requires a license specific to its business from each state in which it operates, and the licensing requirements vary by state. Furthermore, some of our employees who provide services for these businesses must also hold individual licenses. These entity and individual licenses may be costly to obtain and maintain, which may adversely affect our company’s earnings. Our Website and Public Filings Our website is www.redfin.com. Through this website, we make available, free of charge, our Annual Reports on Form 10-K, Quarterly Reports on Form 10-Q, Current Reports on Form 8-K, and amendments to these reports filed or furnished pursuant to Section 13(a) or 15(d) of the Securities Exchange Act of 1934, as soon as reasonably practicable after we file such material with, or furnish it to, the U.S. Securities and Exchange Commission (the "SEC"). 4 Table of Contents Item 1A. Risk Factors You should carefully consider the risks described below, together with all other information in this annual report, before investing in any of our securities. The occurrence of any single risk or any combination of risks could materially and adversely affect our business, operating results, financial condition, liquidity, or competitive position, and consequently, the value of our securities. The material adverse effects include, but are not limited to, not growing our revenue or market share at the pace that they have grown historically or at all, our revenue and market share fluctuating on a quarterly and annual basis, an extension of our history of losses and a failure to become profitable, not achieving the revenue and net income (loss) guidance that we provide, and harm to our reputation and brand. Risks Related to Our Business and Industry Our business depends significantly on the health of the U.S. residential real estate industry and macroeconomic factors. Our success depends largely on the health of the U.S. residential real estate industry. This industry, in turn, is affected by changes in general economic conditions, which are beyond our control. Any of the following factors could reduce the volume of residential real estate transactions, cause a decline in the prices at which homes are bought and sold, or otherwise adversely affect the industry and harm our business: • • • • • • seasonal or cyclical downturns in the U.S. residential real estate industry, which may be due to any single factor, or a combination of factors, listed below, or factors which are currently not known to us or that have not historically affected the industry; slow economic growth or recessionary conditions; increased unemployment rates or stagnant or declining wages; inflationary conditions; low consumer confidence in the economy or the U.S. residential real estate industry; adverse changes in local or regional economic conditions in the markets that we serve, particularly our top-10 markets and markets into which we are attempting to expand; • increased mortgage rates; reduced availability of mortgage financing; or increased down payment requirements; • low home inventory levels, which may result from zoning regulations, higher construction costs, and housing market uncertainty that discourages some home sellers, among other factors; • lack of affordably priced homes, which may result from home prices growing faster than wages, among other factors; • • volatility and general declines in the stock market or lower yields on individuals' investment portfolios; increased expenses associated with home ownership, including rising insurance costs that may result from more frequent and severe natural disasters and inclement weather;; • newly enacted and potential federal, state, and local legislative actions, as well as new judicial decisions, that would affect the residential real estate industry generally or in our top-10 markets, including (i) actions or decisions that would increase the tax liability arising from buying, selling, or owning real estate, (ii) actions or decisions that would change the way real estate brokerage commissions are negotiated, calculated, or paid, and (iii) actions or decisions that would discourage individuals from owning, or obtaining a mortgage on, more than one home, and (iv) potential reform relating to Fannie Mae, Freddie Mac, and other government sponsored entities that provide liquidity to the mortgage market; • changes that cause U.S. real estate to be more expensive for foreign purchases, such as (i) increases in the exchange rate for the U.S. dollar compared to foreign currencies and (ii) foreign regulatory changes or capital controls that make it more difficult for foreign purchasers to withdraw capital from their home countries or purchase and hold U.S. real estate; • changed generational views on homeownership and generally decreased financial resources available for purchasing homes; and 5 Table of Contents • war, terrorism, political uncertainty, natural disasters, inclement weather, health epidemics or pandemics, and acts of God. COVID-19 has affected our business and may continue to affect our business. Our success depends on a high volume of residential real estate transactions throughout the markets in which we operate. This transaction volume affects many of the ways that we generate revenue, including our number of real estate services transactions, RedfinNow's ability to sell homes that it owns, the number of loans our mortgage business originates and resells, and the number of deals our title and settlement business closes. COVID-19 has affected, and may continue to affect, residential real estate transaction volume. We believe that COVID-19's impact on our residential real estate transaction volume depends largely on the existence and prevalence of the two factors described below. If one or both of these factors exists to a large extent in the markets in which we operate, our residential real estate transaction volume may significantly decline. • • Prohibitions or limitations on in-person activities associated with residential real estate transactions, whether imposed (i) by a city, county, or state government through shelter-in-place, stay-at-home, or similar isolation orders or otherwise or (ii) by us to protect the health of our customers, agents, and communities. Lack of consumer desire for in-person interactions and physical home tours that have historically been important aspects of the home buying and home selling process. Our real estate services segment, which is our largest segment by gross profit, is concentrated in certain geographic markets. Our failure to adapt to any substantial shift in the relative percentage of residential housing transactions from these markets to other markets in the United States could adversely affect our financial performance. For the year ended December 31, 2021, our top-10 markets by real estate services revenue consisted of the metropolitan areas of Boston, Chicago, Denver (including Boulder and Colorado Springs), Los Angeles (including Santa Barbara), Maryland, Northern Virginia, Portland (including Bend), San Diego, San Francisco, and Seattle. Local and regional conditions in these markets may differ significantly from prevailing conditions in the United States or other parts of the country. Accordingly, events may adversely and disproportionately affect demand for and sales prices of homes in these markets. Any overall or disproportionate downturn in demand or home prices in any of our largest markets, particularly if we are unable to increase revenue from our other markets, could adversely affect growth of our revenue and market share or otherwise harm our business. Our top markets are primarily major metropolitan areas, where home prices and transaction volumes are generally higher than other markets. As a result, our real estate services revenue and gross margin are generally higher in these markets than in our smaller markets. To the extent there is a long-term net migration to cities outside of these markets, the relative percentage of residential housing transactions may shift away from the top markets where we have historically generated most of our revenue. Our inability to adapt to any shift, including failing to increase revenue from other markets, could adversely affect our financial performance and market share. Competition in each of our lines of business is intense. Many of our competitors across each of our businesses have substantial competitive advantages, such as longer operating histories, stronger brand recognition, greater financial resources, more management, sales, marketing and other resources, superior local referral networks, perceived local knowledge and expertise, and extensive relationships with participants in the residential real estate industry, including third-party data providers such as multiple listing services ("MLSs"). Consequently, these competitors may have an advantage in recruiting and retaining agents, attracting consumers, and growing their businesses. They may also be able to provide consumers with offerings that are different from or superior to those we provide. The success of our competitors could result in our loss of market share and harm our business. 6 Table of Contents We may be unable to maintain or improve our current technology offerings at a competitive level or develop new technology offerings that meet customer or agent expectations. Our technology offerings may also contain undetected errors or vulnerabilities. Our technology offerings, including tools, features, and products, are key to our competitive plan for attracting potential customers and hiring and retaining lead agents. Maintaining or improving our current technology to meet evolving industry standards and customer and agent expectations, as well as developing commercially successful and innovative new technology, is challenging and expensive. For example, the nature of development cycles may result in delays between the time we incur expenses and the time we introduce new technology and generate revenue, if any, from those investments. Anticipated customer demand for a technology offering could also decrease after the development cycle has commenced, and we would not be able to recoup costs, which may be substantial, we incurred. As standards and expectations evolve and new technology becomes available, we may be unable to identify, design, develop, and implement, in a timely and cost-effective manner, new technology offerings to meet those standards and expectations. As a result, we may be unable to compete effectively, and to the extent our competitors develop new technology offerings faster than us, they may render our offerings noncompetitive or obsolete. Additionally, even if we implemented new technology offerings in a timely manner, our customers and agents may not accept or be satisfied by the offerings. Furthermore, our development and testing processes may not detect errors and vulnerabilities in our technology offerings prior to their implementation. Any inefficiencies, errors, technical problems, or vulnerabilities arising in our technology offerings after their release could reduce the quality of our services or interfere with our customers' and agents' access to and use of our technology and offerings. We may be unable to obtain and provide comprehensive and accurate real estate listings quickly, or at all. We believe that users of our website and mobile application come to us primarily because of the real estate listing data that we provide. Accordingly, if we were unable to obtain and provide comprehensive and accurate real estate listings data, our primary channels for meeting customers will be diminished. We get listings data primarily from MLSs in the markets we serve. We also source listings data from public records, other third-party listing providers, and individual homeowners and brokers. Many of our competitors and other real estate websites also have access to MLSs and other listings data, including proprietary data, and may be able to source listings data or other real estate information faster or more efficiently than we can. Since MLS participation is voluntary, brokers and homeowners may decline to post their listings data to their local MLS or may seek to change or limit the way that data is distributed. A competitor or another industry participant could also create an alternative listings data service, which may reduce the relevancy and comprehensive nature of the MLSs. If MLSs cease to be the predominant source of listings data in the markets that we serve, we may be unable to get access to comprehensive listings data on commercially reasonable terms, or at all, which may result in fewer people using our website and mobile application. We rely on business data to make decisions and drive our machine-learning technology, and errors or inaccuracies in such data may adversely affect our business decisions and the customer experience. We regularly analyze business data to evaluate growth trends, measure our performance, establish budgets, and make strategic decisions. While our business decisions are based on what we believe to be reasonable calculations for the applicable period of measurement, there are inherent challenges in measuring and interpreting the data, and we cannot be certain that the data are accurate. Errors or inaccuracies in the data could result in poor business decisions, resource allocation, or strategic initiatives. For example, if we overestimate traffic to our website and mobile application, we may not invest an adequate amount of resources in attracting new customers or we may hire more lead agents in a given market than necessary to meet customer demand. We also use our business data and proprietary algorithms to inform our machine learning, such as in the calculation of our Redfin Estimate, which provides an estimate on the market value of individual homes. If customers disagree with us or if our Redfin Estimate fails to accurately reflect market pricing such that we are unable to attract homebuyers or help our customers sell their homes at satisfactory prices, or at all, customers may lose confidence in us. 7 Table of Contents We may be unable to attract homebuyers and home sellers to our website and mobile application in a cost-effective manner. Our website and mobile application are our primary channels for meeting new customers. Accordingly, our success depends on our ability to attract homebuyers and home sellers to our website and mobile application in a cost-effective manner. To meet customers, we rely heavily on traffic generated from search engines and downloads of our mobile application from mobile application stores. We also rely on marketing methods such as targeted email campaigns, paid search advertising, social media marketing, and traditional media, including TV, radio, and billboards. The number of visitors to our website and downloads of our mobile application depend in large part on how and where our website and mobile application rank in Internet search results and mobile application stores, respectively. While we use search engine optimization to help our website rank highly in search results, maintaining or improving our search result rankings is not within our control. Internet search engines frequently update and change their ranking algorithms, referral methodologies, or design layouts, which determine the placement and display of a user’s search results. In some instances, Internet search engines may change these rankings, which may have the effect of promoting their own competing services or the services of one or more of our competitors. Similarly, mobile application stores can change how they display searches and how mobile applications are featured. For instance, editors at the Apple App Store can feature prominently editor-curated mobile applications and cause the mobile application to appear larger than other applications or more visibly on a featured list. Additionally, our marketing efforts may fail to attract the desired number of customers for a variety of reasons, including the possibility that the creative treatment for our advertisements may be ineffective or new third-party email delivery policies may make it more difficult for us to execute targeted email campaigns. If we are unable to deliver a rewarding experience on mobile devices, whether through our mobile website or mobile application, we may be unable to attract and retain customers. Developing and supporting a mobile website and mobile application across multiple operating systems and devices requires substantial time and resources. We may not be able to consistently provide a rewarding customer experience on mobile devices and, as a result, customers we meet through our mobile website or mobile application may not choose to use our services at the same rate as customers we meet through our website. As new mobile devices and mobile operating systems are released, we may encounter problems in developing or supporting our mobile website or mobile application for them. Developing or supporting our mobile website or mobile application for new devices and their operating systems may require substantial time and resources. The success of our mobile website and mobile application could also be harmed by factors outside of our control, such as: • • • increased costs to develop, distribute, or maintain our mobile website or mobile application; changes to the terms of service or requirements of a mobile application store that requires us to change our mobile application development or features in an adverse manner; and changes in mobile operating systems, such as Apple’s iOS and Google’s Android, that disproportionately affect us, degrade the functionality of our mobile website or mobile application, require that we make costly upgrades to our technology offerings, or give preferential treatment to competitors' websites or mobile applications. 8 Table of Contents Our business model of employing lead agents subjects us to challenges not faced by our competitors. Our ability to hire and retain a sufficient number of lead agents is critical to our ability to maintain and grow our market share and to provide an adequate level of service to customers who want to work with our lead agents. As a result of our business model of employing our lead agents, our lead agents generally earn less on a per transaction basis than traditional agents who work as independent contractors at traditional brokerages. Because our model is uncommon in our industry, agents considering working for us may not understand our compensation model or may not perceive it to be more attractive than the independent contractor, commission- driven compensation model used by most traditional brokerages. Additionally, due to the costs of employing our lead agents, lead agent turnover may be more costly to us than to traditional brokerages. If we are unable to attract, retain, effectively train, motivate, and utilize lead agents, we will be unable to offset the costs of employing them and grow our business. We may also be required to change our compensation model, which could significantly increase our lead agent compensation or other costs. Also as a result of employing our lead agents, we incur costs that our brokerage competitors do not, such as base pay, employee benefits, expense reimbursement, training, and employee transactional support staff. Because of this, we have significant costs that, in the event of downturns in demand in the markets we serve, may result in us being unable to adjust as rapidly as some of our competitors. In turn, such downturns may impact us more than our competitors. Conversely, in times of rapidly rising demand we may face a shortfall of lead agents. To the extent our customer demand increases from current levels, our ability to adequately serve the additional customers, and in turn grow our revenue and U.S. market share by value, depends, in part, on our ability to timely hire and retain additional lead agents. To the extent we are unable to hire, either timely or at all, or retain the required number of lead agents to serve our customer demand, we will be unable to maximize our revenue and market share growth. Although we are able to refer excess demand to our partner agents, historically our partner agents have closed transactions with customers they meet at a lower rate than our lead agents and have generated lower revenue per transaction. Referring customers to our partner agents may harm our business. We refer customers to third-party partner agents when we do not have a lead agent available due to high demand or geographic limitations. Our dependence on partner agents can be particularly heavy in certain new markets as we build our operations to scale in those markets or during times of rapidly rising demand for our services. Our partner agents are independent licensed agents affiliated with other brokerages, and we do not have any control over their actions. If our partner agents were to provide poor customer service, engage in malfeasance, or otherwise violate the laws and rules to which we are subject, we may be subject to legal claims and our reputation and business may be harmed. Our arrangements with third parties may limit our growth and brand awareness. For example, referring customers to partner agents potentially redirects repeat and referral opportunities to the partner agents. 9 Table of Contents If we do not comply with the rules, terms of service, and policies of REALTOR® associations and MLSs, our access to and use of listings data may be restricted or terminated. We must comply with the rules, terms of service, and policies of REALTOR® associations and MLSs to access and use MLSs' listings data. We belong to numerous REALTOR® associations and MLSs, and each has adopted its own rules, terms of service, and policies governing, among other things, how MLS data may be used and how listings data must be displayed on our website and mobile application. These rules typically do not contemplate multi-jurisdictional online brokerages like ours and vary widely among markets. They also are in some cases inconsistent with the rules of other REALTOR® associations and MLSs such that we are required to customize our website, mobile application, or service to accommodate differences between rules of REALTOR® associations and MLSs. Complying with the rules of each REALTOR® associations andMLS requires significant investment, including personnel, technology and development resources, and the exercise of considerable judgment. If we are deemed to be noncompliant with a REALTOR® association or MLS’s rules, we may face disciplinary sanctions in that association or MLS, which could include monetary fines, restricting or terminating our access to that MLS’s data, or other disciplinary measures. The loss or degradation of this listings data could materially and adversely affect traffic to our website and mobile application, making us less relevant to consumers and restricting our ability to attract customers. It also could reduce agent and customer confidence in our services and harm our business. If we fail to comply with the requirements governing the licensing of our brokerage, mortgage, and title businesses in the jurisdictions in which we operate, then our ability to operate those businesses in those jurisdictions may be revoked. Redfin, as a brokerage, and our agents must comply with the requirements governing the licensing and conduct of real estate brokerage and brokerage-related businesses in the markets where we operate. Furthermore, we are also required to comply with the requirements governing the licensing and conduct of mortgage and title and settlement businesses in the markets where we operate. Due to the geographic scope of our operations, we and our agents may not be in compliance with all of the required licenses at all times. Additionally, if we enter into new markets, we may become subject to additional licensing requirements. If we or our agents fail to obtain or maintain the required licenses for conducting our brokerage, mortgage, and title businesses or fail to strictly adhere to associated regulations, the relevant government authorities may order us to suspend relevant operations or impose fines or other penalties. RedfinNow may overestimate the amount it should pay to purchase a home, and homes owned by it may significantly decline in value prior to being sold. RedfinNow uses automated valuations and forecasts in concert with employees with real estate knowledge to assess what a home is worth and how much to pay for its purchase. This assessment includes estimates on time of possession, market conditions and proceeds on resale, renovation costs, and holding costs. The assessment may not be accurate, and RedfinNow may pay too much for the home to realize our desired investment return. Additionally, following its acquisition of a home, RedfinNow may need to decrease its anticipated resale price for the home if it discovers a defect in the home that was unknown at the time of acquisition. This adjustment to the price may also affect our investment return on the home. Homes that RedfinNow owns may also quickly lose value or become more difficult to sell for an acceptable price due to changing market conditions, natural disasters, or other forces outside of our control. RedfinNow's geographic concentration in fifteen states and the District of Columbia particularly exposes it to the factors affecting home resale value in those states that may not apply to the United States generally. As a result, we may be required to significantly write down the inventory value of homes and, to the extent we are able to resell homes at all, resell them at a price that is substantially less than our costs of acquiring and renovating the homes. 10 Table of Contents Our inability, or our third-party contractors and subcontractors' inability, to renovate and repair homes on a timely and cost efficient basis could adversely affect our holding period and investment return for homes. Upon purchasing a home, RedfinNow frequently needs to renovate or repair parts of the home prior to listing it for resale. RedfinNow relies, in part, on third-party contractors and sub-contractors to make these renovations and repairs. We and our contractors and sub-contractors may be unable to complete renovations and repairs in a timely and cost efficient manner due to labor and supply shortages, cost increases, or other factors outside our control. Additionally, our contractors and sub-contractors may not be able to complete renovations or repairs within RedfinNow's proposed budget. Furthermore, if the quality of a third-party provider's work does not meet RedfinNow's expectations, then RedfinNow may need to complete the work itself or engage another third-party contractor or subcontractor, which may also adversely affect its timeline or budget for completing renovations or repairs. A longer than expected period for completing renovations or repairs could negatively impact RedfinNow's ability to sell a home within its anticipated timeline. This prolonged timing exposes us to factors that adversely affect the home's resale value and may result in RedfinNow selling the home for a lower price than anticipated or not being able to sell the home at all. Meanwhile, incurring more than budgeted costs would adversely affect our investment return on purchased homes. The net proceeds that Redfin Mortgage receives from its sale of mortgage loans that it originates may not exceed the loan amount. Additionally, Redfin Mortgage may also be unable to sell its originated loans at all. In that situation, Redfin Mortgage will need to service the loans and potentially foreclose on the home by itself or through a third party, and either option could impose significant costs, time, and resources on Redfin Mortgage. Redfin Mortgage’s inability to sell its originated loans could also expose us to adverse market conditions affecting mortgage loans. Redfin Mortgage intends to sell the mortgage loans that it originates to investors in the secondary mortgage market. Redfin Mortgage's ability to sell its originated loans in the secondary market, and receive net proceeds from the sale that exceed the loan amount, depends largely on there being sufficient liquidity in the secondary market and its compliance with contracts with investors who have purchased the loans. If Redfin Mortgage were unable to sell its originated loans, either initially or following a repurchase, then it may need to establish a servicing platform or hire a third party to service the loans. Redfin Mortgage does not currently have a robust servicing platform and establishing such a platform may result in significant costs and require substantial time and resources from its management. Additionally, Redfin Mortgage may be unable to retain a third-party servicer on economically feasible terms. To the extent that Redfin Mortgage is unable to sell its originated loans, either initially or following a repurchase, we would be exposed to adverse market conditions affecting mortgage loans. For example, we may be required to write down the value of the loan, which reduces the amount of our current assets. Additionally, if Redfin Mortgage borrowed under a warehouse credit facility for the loan, then it will be required to repay the borrowed amount, which reduces our cash on hand that is available for other corporate uses. Finally, if a homeowner were unable to make his or her mortgage payments, then we may be required to foreclose on the home securing the loan. Redfin Mortgage does not currently have processes to foreclose a home, and it may be unable to establish such processes or retain a third party on economically feasible terms to foreclose the home. Furthermore, any proceeds from selling a foreclosed home may be significantly less than the remaining amount of the loan due to Redfin Mortgage. The growth of RentPath's business depends on its ability to attract property managers' advertising spending. RentPath's growth depends on advertising revenue generated primarily through property managers. RentPath's ability to attract and retain advertisers may be adversely affected by any of the following factors: • • • a prolonged period of high occupancy within rental properties; declining quantity and quality of renter leads it provides to property managers; its inability to keep pace with changes in technology and features expected by renters when visiting an online rental portal; 11 Table of Contents • • its failure to offer an attractive return on investment to advertisers; and the inability of property managers to evict tenants for delinquent rent payments. RentPath does not have long-term contracts with many of its advertisers, and these advertisers may choose to end their relationships with RentPath with little or no advance notice. As RentPath's existing subscriptions for advertising terminate, it may not be successful in securing new subscriptions. We may not realize the anticipated benefits from, and may incur substantial costs related to, our acquisition of RentPath and our pending acquisition of Bay Equity. We acquired RentPath on April 2, 2021, and we entered into an agreement to acquire Bay Equity on January 10, 2022. The anticipated benefits of each acquisition may not come to fruition. We may also be required to record impairment charges associated with each acquisition. Furthermore, integrating RentPath and Bay Equity will be challenging and time consuming, and may subject us to additional costs that we have not anticipated in evaluating the transaction. Cybersecurity incidents could disrupt our business or result in the loss of critical and confidential information. Cybersecurity incidents directed at us or our third-party service providers can range from uncoordinated individual attempts to gain unauthorized access to information technology systems to sophisticated and targeted measures known as advanced persistent threats. Cybersecurity incidents are also constantly evolving, increasing the difficulty of detecting and successfully defending against them. In the ordinary course of our business, we and our third-party service providers collect and store sensitive data, including our proprietary business information and intellectual property and that of our customers and employees, including personally identifiable information. Additionally, we rely on third-parties and their security procedures for the secure storage, processing, maintenance, and transmission of information that are critical to our operations. Despite measures designed to prevent, detect, address, and mitigate cybersecurity incidents, such incidents may occur to us or our third-party providers and, depending on their nature and scope, could potentially result in the misappropriation, destruction, corruption, or unavailability of critical data and confidential or proprietary information (our own or that of third parties, including personally identifiable information of our customers and employees) and the disruption of business operations. Any real or perceived compromises to our security, or that of our third-party providers, could cause customers to lose trust and confidence in us and stop using our website and mobile applications. In addition, we may incur significant costs for remediation that may include liability for stolen assets or information, repair of system damage, and compensation to customers, employees, and business partners. We may also be subject to government enforcement proceedings and legal claims by private parties. We process, transmit, and store personal information, and unauthorized access to, or the unintended release of, this information could result in a claim for damages, regulatory action, loss of business, or unfavorable publicity. We process, transmit, and store personal information to provide services to our customers and as an employer. As a result, we are subject to certain contractual terms, as well as federal, state, and foreign laws and regulations designed to protect personal information. While we take measures to protect the security and privacy of this information, it is possible that our security controls over personal data and other practices we follow may not prevent the unauthorized access to, or the unintended release of, personal information. If such unauthorized access or unintended release occurred, we could suffer significant damage to our brand and reputation, customers could lose confidence in the security and reliability of our services, and we could incur significant costs to address and fix these security incidents. These incidents could also lead to lawsuits and regulatory investigations and enforcement actions. 12 Table of Contents We rely on third-party licensed technology, and the inability to maintain these licenses or errors in the software we license could result in increased costs or reduced service levels. We employ certain third-party software obtained under licenses from other companies in our technology. Our reliance on this third-party software may become costly if the licensor increases the price for the license or changes the terms of use and we cannot find commercially reasonable alternatives. Even if we were to find an alternative, integration of our technology with new third-party software may require substantial investment of our time and resources. Any undetected errors or defects in the third-party software we license could prevent the deployment or impair the functionality of our technology, delay new service offerings, or result in a failure of our website or mobile application. We use open source software in some aspects of our technology and may fail to comply with the terms of one or more of these open source licenses. Our technology incorporates software covered by open source licenses. The terms of various open source licenses have not been interpreted by U.S. courts, and if they were interpreted, such licenses could be construed in a manner that imposes unanticipated restrictions on our technology. If portions of our proprietary software are determined to be subject to an open source license, we could be required to publicly release the affected portions of our source code, re-engineer all or a portion of our technologies, or otherwise be limited in our use of such software, each of which could reduce or eliminate the value of our technologies. Moreover, our processes for controlling our use of open source software may not be effective. If we do not comply with the terms of an open source software license, we could be required to seek licenses from third parties to continue offering our services on terms that are not economically feasible, to re-engineer our technology to remove or replace the open source software, to discontinue the use of certain technology if re- engineering could not be accomplished on a timely basis, to pay monetary damages, to make generally available the source code for our proprietary technology, or to waive certain intellectual property rights. We may be unable to secure intellectual property protection for all of our technology and methodologies, enforce our intellectual property rights, or protect our other proprietary business information. Our success and ability to compete depends in part on our intellectual property and our other proprietary business information. To protect our proprietary rights, we rely on trademark, copyright, and patent law, trade-secret protection, and contractual provisions and restrictions. However, we may be unable to secure intellectual property protection for all of our technology and methodologies or the steps we take to enforce our intellectual property rights may be inadequate. Furthermore, we may also be unable to protect our proprietary business information from misappropriation. If we are unable to secure intellectual property rights, our competitors could use our intellectual property to market offerings similar to ours and we would have no recourse to enjoin or stop their actions. Additionally, any of our intellectual property rights may be challenged by others and invalidated through administrative processes or litigation. Moreover, even if we secured our intellectual property rights, others may infringe on our intellectual property and we may be unable to successfully enforce our rights against the infringers because we may be unaware of the infringement or our legal actions may not be successful. Finally, others may misappropriate our proprietary business information, and we may be unaware of the misappropriation or unable to enforce our legal rights in a cost-effective manner. If any of these events were to occur, our ability to compete effectively would be impaired. We may be unable to maintain and scale the technology underlying our offerings. As the number of homebuyers and home sellers, agents, and listings shared on our website and mobile application and the extent and types of data grow, our need for additional network capacity and computing power will also grow. Operating our underlying technology systems is expensive and complex, and we could experience operational failures. If we experience interruptions or failures in these systems for any reason, the security and availability of our services and technologies could be affected. 13 Table of Contents We are subject to a variety of federal, state and local laws, and our compliance with these laws, or the enforcement of our rights under these laws, may increase our expenses, require management's resources, or force us to change our business practices. We are currently subject to a variety of, and may in the future become subject to additional, federal, state, and local laws. The laws include, but are not limited to, those relating to real estate, brokerage, title, mortgage, advertising, privacy and consumer protection, labor and employment, and intellectual property. These laws and their related regulations may evolve frequently and may be inconsistent from one jurisdiction to another. Additionally, certain of these laws and regulations were created for traditional real estate brokerages, and it is unclear how they may affect us given our business model that is unlike traditional brokerages or certain of our services that historically have not been offered by traditional brokerages. These laws can be costly for us to comply with or enforce. Additionally, if we are unable to comply with and become liable for violations of these laws, or if courts or regulatory bodies provide unfavorable interpretations of existing regulations, our operations in affected markets may become prohibitively expensive, consume significant amounts of management's time, or need to be discontinued. We are subject to costs associated with defending and resolving proceedings brought by government entities and claims brought by private parties. We are from time to time involved in, and may in the future be subject to, government investigations or enforcement actions and private third-party claims arising from the laws to which we are subject or the contracts to which we are a party. Such investigations, actions, and claims include, but are not limited to, matters relating to employment law (including misclassification), intellectual property, privacy and consumer protection, website accessibility, the Real Estate Settlement Procedures Act of 1974, the Fair Housing Act of 1968 or other fair housing statutes, cybersecurity incidents, data breaches, commercial or contractual disputes, and exposure to COVID-19. They may also relate to ordinary-course brokerage disputes, including, but not limited to, failure to disclose property defects, failure to meet client legal obligations, commission disputes, personal injury or property damage claims, and vicarious liability based upon conduct of individuals or entities outside of our control, including partner agents and third-party contractor agents. See Note 8 to our consolidated financial statements for a discussion of pending third-party claims that we believe may be material to us. Any such investigations, actions, or claims can be costly to defend or resolve, require significant time from management, or result in negative publicity. Furthermore, to the extent we are unsuccessful in defending an action or claim, we may be subject to civil or criminal penalties, including significant fines or damages, the loss of ability to operate in a jurisdiction, or the need to change certain business practices (including redesigning, or obtaining a license for, our technology or modifying or ceasing to offer certain services). In August 2019, Devin Cook, who is one of our former associate agents, filed a complaint against us in a California state court, alleging that we misclassified her as an independent contractor instead of an employee. In September 2021, the California court denied our motion for summary judgment to dismiss her claims. To the extent this California court or other courts (including state and federal courts in California where we face similar, pending claims) ultimately decide against us on the issue of employee / independent contractor classification for our associate agents, we may be required to pay significant damages and adopt certain changes in our business practices. These changes may be costly and time-consuming to implement, entitle our associate agents to the benefit of wage and hour laws, result in employment and withholding tax and benefit liabilities, and cause associate agents to opt out of our platform given the loss of flexibility under an employment model. 14 Table of Contents Risks Related to Our Indebtedness We may not have sufficient cash flow to make the payments required by our convertible senior notes, and a failure to make payments when due may result in the entire principal amount of the convertible senior notes becoming due prior to the notes' maturity, which may result in our bankruptcy. We are required to pay interest on our 2023 notes and 2027 notes on a semi-annual basis. In addition, holders of our convertible senior notes have the right to require us to repurchase their notes upon the occurrence of a fundamental change at a repurchase price equal to 100% of the principal amount of the notes to be repurchased, plus any accrued and unpaid interest. Furthermore, holders of our notes have the right to convert their notes upon any of the conditions described below: • • • • during any calendar quarter, if the last reported sale price of our common stock for at least 20 trading days (whether or not consecutive) during a period of 30 consecutive trading days ending on, and including, the last trading day of the immediately preceding calendar quarter is greater than or equal to 130% of the conversion price of the notes on each applicable trading day; during the five business day period after any five consecutive trading day period in which the trading price per $1,000 principal amount of the notes for each trading day of the measurement period was less than 98% of the product of the last reported sale price of our common stock and the conversion rate of the notes on each such trading day; if we call any or all of the notes for redemption, at any time prior to the close of business on the scheduled trading day prior to the redemption date; or upon the occurrence of specified corporate events. If any of these conversion features under a tranche of our notes are triggered, then holders of such notes will be entitled to convert the notes at any time during specified periods at their option. Upon conversion, we will be required to make cash payments in respect of the notes being converted, unless we elect to deliver solely shares of our common stock to settle such conversion (other than paying cash in lieu of delivering any fractional share). One of the conditional conversion features of our 2023 notes has been triggered and such notes are convertible through at least March 31, 2022. Our ability to make these payments depends on having sufficient cash on hand when the payments are due. Our cash availability, in turn, depends on our future performance, which is subject to the other risks described in this Item 1A. If we are unable to generate sufficient cash flow to make the payments when due, then we may be required to adopt one or more alternatives, such as selling assets, refinancing the notes, or raising additional capital. However, we may not be able to engage in any of these activities or engage in these activities on desirable terms. Our failure to make payments when due may result in an event of default under the indentures governing our convertible senior notes and cause (i) with respect to our 2023 notes, the remaining $23,512,000 aggregate principal amount, (ii) with respect to our 2025 notes, the entire $661,250,000 aggregate principal amount, and (iii) with respect to our 2027 notes, the entire $575,000 aggregate principal amount, plus, in each case, any accrued and unpaid interest, to become due immediately and prior to the maturity date. Any such acceleration of the principal amount could result in our bankruptcy. In a bankruptcy, the holders of our convertible senior notes would have a claim to our assets that is senior to the claims of holders of our common stock. RedfinNow relies on a secured revolving credit facility to finance its purchase of certain homes. RedfinNow intends to rely on proceeds from the sale of financed homes to repay amounts owed under such facility, but in certain instances, such proceeds may be insufficient or unavailable to repay the amounts owed. Pursuant to a secured revolving credit facility with Goldman Sachs, RedfinNow Borrower, which is a wholly owned subsidiary of Redfin Corporation, may borrow money to partially fund purchases of homes for our properties business. RedfinNow Borrower has the option of repaying amounts owed with respect to a particular financed home upon the sale of such home and using the proceeds from such sale. However, there is no assurance the sale proceeds will equal or exceed the amounts owed. 15 Table of Contents Additionally, in certain instances, RedfinNow Borrower may be required to repay amounts owed with respect to a financed home prior to the sale of that home. For example, the amount that RedfinNow Borrower is eligible to borrow for a home, which we refer to as the advance rate, depends, in part, on how long it has owned that home. As RedfinNow Borrower owns a home past certain time periods, the advance rate decreases and it becomes obligated to repay all or a portion of the borrowed funds. Additionally, a home must satisfy certain criteria to be eligible for financing under the facility. If a financed home ceases to satisfy the criteria, then RedfinNow Borrower must immediately repay all amounts owed with respect to the home. If either of these scenarios occur, then RedfinNow Borrower will be unable to rely on the proceeds from the sale of the home for repayment. In the situations described above, RedfinNow Borrower must use its cash on hand to repay the amounts owed. To the extent it does not have sufficient cash and is unable to make the required repayments, then RedfinNow Borrower may default under the facility. Our inability to comply with the terms of RedfinNow's secured revolving credit facility may adversely affect our properties business and, in some instances, give the lenders recourse to Redfin Corporation when the value of the assets securing the facility are insufficient to cover the amounts owed to the lenders. Borrowings under our secured revolving credit facility are secured by RedfinNow Borrower's assets, including the financed homes, as well as the equity interests in RedfinNow Borrower. To the extent RedfinNow Borrower is unable to make payments when due under the facility, or it or certain other Redfin entities are unable to comply with the facility's ongoing obligations (including financial covenants of Redfin Corporation), then an event of default may occur. An event of default would require RedfinNow Borrower to immediately repay all amounts owned under the facility and cause RedfinNow Borrower to be unable to borrow from the facility. As a result, our properties business will need to rely solely on our available cash to fund home purchases, and to the extent cash is unavailable, our properties business would be unable to purchase the homes required for its growth. Furthermore, an event of default may result in Goldman Sachs owning RedfinNow Borrower's equity interests or its assets, including any financed homes and cash held by RedfinNow Borrower, and result in our properties business losing a portion of its assets. While the lenders' recourse in most situations following an event of default is only to RedfinNow Borrower or its assets, Redfin Corporation has guaranteed amounts owed under the facility and certain expenses in situations involving "bad acts" by a Redfin entity. To the extent a Redfin entity commits a "bad act," then Redfin Corporation may become obligated to pay such amounts owed or certain expenses. If Redfin Mortgage is unable to obtain sufficient financing through warehouse credit facilities to fund its origination of mortgage loans, then we may be unable to grow our mortgage origination business. Redfin Mortgage relies on borrowings from warehouse credit facilities to fund substantially all of the mortgage loans that it originates. See Note 15 to our consolidated financial statements for the current terms of these facilities. To grow its business, Redfin Mortgage depends, in part, on having sufficient borrowing capacity under its current facilities or obtaining additional borrowing capacity under new facilities. A current facility may become unavailable if Redfin Mortgage fails to comply with the facility's ongoing obligations, including failing to satisfy financial covenants applicable to it. New facilities may be not be available on terms acceptable to us. Additionally, each of Redfin Mortgage's warehouse facilities is uncommitted, which means that the lender is not obligated to extend a loan even if Redfin Mortgage satisfies all of the borrowing conditions. Furthermore, under Redfin Mortgage's facility with Flagstar, Flagstar may demand repayment of outstanding borrowings at any time, even if Redfin Mortgage has not defaulted under the facility. If Redfin Mortgage were unable to secure sufficient borrowing capacity or if a lender decides to not extend a loan (or in the case of the Flagstar facility, demand repayment of a loan) even when Redfin Mortgage is in compliance with the facility's terms, then Redfin Mortgage may need to rely on our cash on hand to originate mortgage loans. If this cash were unavailable, then Redfin Mortgage may be unable to maintain or increase the amount of mortgage loans that it originates, which will adversely affect its growth. 16 Table of Contents The cross-acceleration and cross-default provisions in the agreements governing our current indebtedness may result in an immediate obligation to repay all of our outstanding indebtedness. The indentures governing our convertible senior notes and our warehouse credit facilities contain cross- acceleration provisions while our secured revolving credit facility contains a cross-default provision. These provisions could have the effect of creating an event of default under an agreement for our indebtedness, despite our compliance with that agreement, due solely to an event of default or failure to pay amounts owed under another agreement for our indebtedness. Accordingly, all or a significant portion of our outstanding indebtedness could become immediately payable due solely to our failure to comply with the terms of a single agreement governing our indebtedness. The transition from the London inter-bank offered rate ("LIBOR") to the secured overnight financing rate ("SOFR") under our secured revolving credit facility may impact our borrowing costs, and the upcoming discontinuance of one-month LIBOR may result in interest payments under certain of our warehouse credit facilities being calculated using another reference rate. Beginning on January 1, 2022, our secured revolving credit facility with Goldman Sachs calculates the interest rate for borrowings under that facility using compounded SOFR, including a SOFR spread adjustment, in place of the prior LIBOR-based index. Compounded SOFR and the spread adjustment could result in higher interest payments by us and might not otherwise correlate over time with the payments that would have been made on borrowings under the prior LIBOR standard. The administrator of LIBOR has announced that it will cease publishing one-month LIBOR rates after June 30, 2023. Certain of our warehouse credit facilities reference one-month LIBOR to determine the interest rate for our borrowings under the facilities. Although the Alternative Reference Rates Committee has endorsed SOFR as its preferred replacement for LIBOR, the market transition away from LIBOR towards SOFR may be complicated, and there is no guarantee that SOFR will become a widely accepted benchmark in place of LIBOR. The transition process may involve, among other things, increased volatility and illiquidity in markets for instruments that currently rely on LIBOR and may result in increased borrowing costs or uncertainty under certain of our warehouse credit facilities. Risks Related to Our Convertible Preferred Stock We may be required to make cash payments to our preferred stockholders before our preferred stock's final redemption date of November 30, 2024, and any cash payments may materially reduce our net working capital. On November 30, 2024, we will be required to redeem all shares of our convertible preferred stock then outstanding and pay accrued dividends on those shares. A preferred stockholder has the option of receiving cash, shares of our common stock, or a combination of cash and shares for this redemption. However, before this redemption, we may be required to make cash payments to our preferred stockholders in the two situations described below, and any such cash payments will reduce our cash available for other corporate uses and may materially reduce our net working capital. Dividends accrue on each $1,000 of our outstanding convertible preferred stock at a rate of 5.5% per year and are payable quarterly. Assuming we satisfy the "equity conditions" (as defined in the certificate of designation governing our preferred stock), we will pay dividends in shares of our common stock. These conditions principally include (i) we have ensured the liquidity and transferability of our common stock held by the preferred stockholders, (ii) we have issued common stock and paid cash to the preferred stockholders, as required by the certificate of designation, (iii) we are not in bankruptcy or have had a bankruptcy proceeding instituted against us, and (iv) we have not breached an agreement that governs the preferred stockholders' rights with respect to the preferred stock and such breach materially and adversely impacts our business or a preferred stockholder's economic benefits under the agreement. However, if we fail to satisfy these "equity conditions," then we must pay cash dividends in amount equal to (i) the number of shares of our common stock that we would have issued as dividends, assuming we satisfied the conditions, multiplied by (ii) the volume- weighted-average closing price of our common stock for the ten trading days preceding the date the dividends are payable. 17 Table of Contents A preferred stockholder has the right to require us to redeem its preferred stock for cash following the occurrence of a "triggering event" (as defined in the certificate of designation governing our preferred stock). These events are similar in nature to the "equity conditions" described above. The cash payment, for each share of preferred stock, would equal the sum of (i) $1,000, (ii) any accrued dividends on the preferred stock, and (iii) an amount equal to all scheduled dividend payments (excluding any accrued dividends) on the preferred stock for all remaining dividend periods from the date the preferred stockholder requests redemption through November 29, 2024. Risks Relating to Ownership of Our Common Stock Our restated certificate of incorporation designates the Court of Chancery of the State of Delaware and the U.S. federal district courts as the exclusive forums for certain types of actions that may be initiated by our stockholders. These provisions may limit a stockholder's ability to bring a claim in a judicial forum that it finds favorable for disputes with us or our directors, officers, or employees, which may discourage lawsuits with respect to such claims. Our restated certificate of incorporation provides that, unless we consent in writing to an alternative forum, the Court of Chancery of the State of Delaware (the "Court of Chancery") will be the sole and exclusive forum for (i) any derivative action or proceeding brought on our behalf, (ii) any action asserting a claim of breach of a fiduciary duty owed by any of our directors, officers, or employees to us or our stockholders, (iii) any action asserting a claim arising pursuant to any provision of the DGCL, our restated certificate of incorporation, or our restated bylaws, (iv) any action to interpret, apply, enforce or determine the validity of our restated certificate of incorporation or our restated bylaws, or (iv) any action asserting a claim that is governed by the internal affairs doctrine. This exclusive forum provision does not apply to actions arising under the Securities Exchange Act of 1934, or, as described below, the Securities Act of 1933. Our restated certificate of incorporation further provides that, unless we consent in writing to an alternative forum, the U.S. federal district courts will be the exclusive forum for any complaint asserting a cause of action arising under the Securities Act of 1933. Notwithstanding this provision, stockholders will not be deemed to have waived our compliance with the federal securities laws and the rules and regulations thereunder. 18 Table of Contents Item 1B. Unresolved Staff Comments None. Item 2. Properties None. Item 3. Legal Proceedings See "Legal Proceedings" under Note 8 to our consolidated financial statements for a discussion of our material, pending legal proceedings. Item 4. Mine Safety Disclosures Not applicable. 19 Table of Contents PART II Item 5. Market for Registrant's Common Equity, Related Stockholder Matters and Issuer Purchases of Equity Securities Market Information, Holders of Record, and Dividends Our common stock is listed on The Nasdaq Global Select Market under the symbol “RDFN.” As of February 10, 2022, we had 213 holders of record of our common stock. The holders of our convertible preferred stock are entitled to dividends, which accrue daily based on a 360-day fiscal year at a rate of 5.5% per annum based on the issue price and are payable quarterly in arrears on the first business day following the end of each calendar quarter. Assuming we satisfy certain conditions, we will pay dividends in shares of common stock at a rate of the dividend payable divided by $17.95. If we do not satisfy such conditions, we will pay dividends in a cash amount equal to (1) the dividend shares otherwise issuable on the dividends multiplied by (2) the volume-weighted average closing price of our common stock for the ten trading days preceding the date the dividends are payable. Except for the foregoing, we have no intention of paying cash dividends in the foreseeable future. Stock Performance Graph The graph below compares the cumulative total return of a $100 investment in our common stock with the cumulative total return of the same investment in the S&P 500 Index and the RDG Composite Index. The period shown commences on July 28, 2017, which was our common stock's first day of trading after our initial public offering ("IPO"), and ends on December 31, 2021. Unregistered Sales of Securities During the period covered by this annual report, we did not sell any equity securities that were not registered under the Securities Act of 1933. 20 Table of Contents Purchases of Equity Securities During the quarter ended December 31, 2021, there were no purchases of our common stock by or on behalf of us or any of our affiliated purchasers, as such term is defined in Rule 10b-18(a)(3) under the Securities Exchange Act of 1934. Item 6. [Reserved] 21 Table of Contents Item 7. Management's Discussion and Analysis of Financial Condition and Results of Operations The following discussion and analysis of our financial condition and results of operations should be read together with our consolidated financial statements, the accompanying notes, and other information included in this annual report. In particular, the risk factors contained in Item 1A may reflect trends, demands, commitments, events, or uncertainties that could materially impact our results of operations and liquidity and capital resources. The following discussion contains forward-looking statements, such as statements regarding our future operating results and financial position, our business strategy and plans, our market growth and trends, and our objectives for future operations. See "Note Regarding Forward-Looking Statements" for more information about relying on these forward-looking statements. The following discussion also contains information using industry publications. See "Note Regarding Industry and Market Data" for more information about relying on these industry publications. When we use the term "basis points" in the following discussion, we refer to units of one‑hundredth of one percent. Overview We help people buy and sell homes. Representing customers in over 100 markets in the United States and Canada, we are a residential real estate brokerage. We pair our own agents with our own technology to create a service that is faster, better, and costs less. We meet customers through our listings-search website and mobile application. We use the same combination of technology and local service to originate mortgage loans and offer title and settlement services; we also buy homes directly from homeowners who want an immediate sale, taking responsibility for selling the home while the original owner moves on. Beginning in April 2021, we also offer digital platforms to connect consumers with available apartments and houses for rent. Our mission is to redefine real estate in the consumer’s favor. Key Business Metrics In addition to the measures presented in our consolidated financial statements, we use the following key metrics to evaluate our business, develop financial forecasts, and make strategic decisions. Monthly average visitors (in thousands) Real estate services transactions Brokerage Partner Total Real estate services revenue per transaction Brokerage Partner Aggregate Aggregate home value of real estate services transactions (in millions) U.S. market share by value Revenue from top-10 Redfin markets as a percentage of real estate services revenue Average number of lead agents RedfinNow Homes Sold Revenue per RedfinNow Home Sold Year Ended December 31, 2021 47,113 2020 42,862 2019 33,473 76,680 17,899 94,579 60,510 15,290 75,800 11,076 $ 10,040 $ 3,020 9,551 2,858 8,591 53,235 11,939 65,174 9,326 2,267 8,033 52,503 $ 37,359 $ 30,532 1.17 % 1.00 % 0.93 % $ $ 62 % 2,396 1,451 63 % 1,757 453 63 % 1,553 503 $ 594,268 $ 462,883 $ 478,146 22 Table of Contents Monthly Average Visitors The number of, and growth in, visitors to our website and mobile application are important leading indicators of our business activity because these channels are the primary ways we meet customers. The number of visitors is influenced by, among other things, market conditions that affect interest in buying or selling homes, the level and success of our marketing programs, seasonality, and how our website appears in search results. We believe we can continue to increase visitors, which helps our growth. Given the lengthy process to buy or sell a home, a visitor during one month may not convert to a revenue-generating customer until many months later, if at all. When we refer to "monthly average visitors" for a particular period, we are referring to the average number of unique visitors to our website and our mobile applications for each of the months in that period, as measured by Google Analytics, a product that provides digital marketing intelligence. Google Analytics tracks visitors using cookies, with a unique cookie being assigned to each browser or mobile application on a device. For any given month, Google Analytics counts all of the unique cookies that visited our website and mobile applications during that month. Google Analytics considers each unique cookie as a unique visitor. Due to third- party technological limitations, user software settings, or user behavior, it is possible that Google Analytics may assign a unique cookie to different visits by the same person to our website or mobile application. In such instances, Google Analytics would count different visits by the same person as separate visits by unique visitors. Accordingly, reliance on the number of unique cookies counted by Google Analytics may overstate the actual number of unique persons who visit our website or our mobile applications for a given month. Our monthly average visitors exclude visitors to RentPath's websites and mobile applications. Real Estate Services Transactions We record a brokerage real estate services transaction when one of our lead agents represented the homebuyer or home seller in the purchase or sale, respectively, of a home. We record a partner real estate services transaction (i) when one of our partner agents represented the homebuyer or home seller in the purchase or sale, respectively, of a home or (ii) when a Redfin customer sold his or her home to a third-party institutional buyer following our introduction of that customer to the buyer. We include a single transaction twice when our lead agents or our partner agents serve both the homebuyer and the home seller of the transaction. Additionally, when one of our lead agents represents RedfinNow in its sale of a home, we include that transaction as a brokerage real estate services transaction. Increasing the number of real estate services transactions is critical to increasing our revenue and, in turn, to achieving profitability. Real estate services transaction volume is influenced by, among other things, the pricing and quality of our services as well as market conditions that affect home sales, such as local inventory levels and mortgage interest rates. Real estate services transaction volume is also affected by seasonality and macroeconomic factors. Real Estate Services Revenue per Transaction Real estate services revenue per transaction, together with the number of real estate services transactions, is a factor in evaluating revenue growth. We also use this metric to evaluate pricing changes. Changes in real estate services revenue per transaction can be affected by, among other things, our pricing, the mix of transactions from homebuyers and home sellers, changes in the value of homes in the markets we serve, the geographic mix of our transactions, and the transactions we refer to partner agents and any third-party institutional buyer. We calculate real estate services revenue per transaction by dividing brokerage, partner, or aggregate revenue, as applicable, by the corresponding number of real estate services transactions in any period. We generally generate more real estate services revenue per transaction from representing homebuyers than home sellers. However, we believe that representing home sellers has unique strategic value, including the marketing power of yard signs and digital marketing campaigns, and the market effect of controlling listing inventory. To keep revenue per brokerage transaction about the same from year to year, we expect to reduce our commission refund to homebuyers if a greater portion of our brokerage transactions come from home sellers. 23 Table of Contents From 2020 to 2021, the percentage of brokerage transactions from home sellers was essentially unchanged at approximately 44%. Aggregate Home Value of Real Estate Services Transactions The aggregate home value of brokerage and partner real estate services transactions is an important indicator of the health of our business, because our revenue is largely based on a percentage of each home’s sale price. This metric is affected chiefly by the number of customers we serve, but also by changes in home values in the markets we serve. We compute this metric by summing the sale price of each home represented in a real estate services transaction. We include the value of a single transaction twice when our lead agents or our partner agents serve both the homebuyer and home seller of the transaction. U.S. Market Share by Value Increasing our U.S. market share by value is critical to our ability to grow our business and achieve profitability over the long term. We believe there is a significant opportunity to increase our share in the markets we currently serve. We calculate our market share by aggregating the home value of brokerage and partner real estate services transactions. Then, in order to account for both the sell- and buy-side components of each transaction, we divide that value by two-times the aggregate value of U.S. home sales. We calculate the aggregate value of U.S. home sales by multiplying the total number of U.S. existing home sales by the mean sale price of these homes, each as reported by the National Association of REALTORS® ("NAR"). NAR data for the most recent period is preliminary and may subsequently be updated by NAR. Revenue from Top-10 Redfin Markets as a Percentage of Real Estate Services Revenue Our top-10 markets by real estate services revenue are the metropolitan areas of Boston, Chicago, Denver (including Boulder and Colorado Springs), Los Angeles (including Santa Barbara), Maryland, Northern Virginia, Portland (including Bend), San Diego, San Francisco, and Seattle. This metric is an indicator of the geographic concentration of our real estate services segment. We expect our revenue from top-10 markets to decline as a percentage of our total real estate services revenue over time. Average Number of Lead Agents The average number of lead agents, in combination with our other key metrics such as the number of brokerage transactions, is a basis for calculating agent productivity and is one indicator of the potential future growth of our business. We systematically evaluate traffic to our website and mobile application and customer activity to anticipate changes in customer demand, helping determine when and where to hire lead agents. We calculate the average number of lead agents by taking the average of the number of lead agents at the end of each month included in the period. RedfinNow Homes Sold The number of homes sold by RedfinNow is an indicator for investors to understand the underlying transaction volume growth of our RedfinNow business. This number is influenced by, among other things, the level and quality of our homes available for sale inventory and market conditions that affect home sales, such as local inventory levels and mortgage interest rates. Revenue per RedfinNow Home Sold Revenue per RedfinNow home sold, together with the number of RedfinNow homes sold, is a factor in evaluating revenue growth. Changes in revenue per RedfinNow home sold can be affected by, among other things, the geographic mix of home sales, the types and sizes of homes that it had previously purchased, pricing of homes listed for sale, and changes in the value of homes in the markets it serves. For any period, we calculate revenue per RedfinNow home sold by dividing revenue from sales of homes by RedfinNow by the number of homes sold by RedfinNow during that period. 24 Table of Contents Components of Our Results of Operations Revenue We generate revenue primarily from commissions and fees charged on each real estate services transaction closed by our lead agents or partner agents, from the sale of homes, and from subscription-based product offerings for our rentals business. Real Estate Services Revenue Brokerage Revenue—Brokerage revenue includes our offer and listing services, where our lead agents represent homebuyers and home sellers. We recognize commission-based brokerage revenue upon closing of a brokerage transaction, less the amount of any commission refunds, closing-cost reductions, or promotional offers that may result in a material right. Brokerage revenue is affected by the number of brokerage transactions we close, the mix of brokerage transactions, home-sale prices, commission rates, and the amount we give to customers. Partner Revenue—Partner revenue consists of fees paid to us from partner agents or under other referral agreements, less the amount of any payments we make to homebuyers and home sellers. We recognize these fees as revenue on the closing of a transaction. Partner revenue is affected by the number of partner transactions closed, home-sale prices, commission rates, and the amount we refund to customers. If the portion of customers we introduce to our own lead agents increases, we expect the portion of revenue closed by partner agents to decrease. Properties Revenue Properties Revenue—Properties revenue consists of revenue earned when we sell homes that we previously bought directly from homeowners. Properties revenue is recorded at closing on a gross basis, representing the sales price of the home. Rentals Revenue Rentals Revenue—Rentals revenue is primarily composed of subscription-based product offerings for internet listing services, as well as lead management and digital marketing solutions. Mortgage Revenue Mortgage Revenue—Mortgage revenue includes fees earned from mortgage origination services. Other Revenue Other Revenue—Other services revenue includes fees earned from title settlement services, Walk Score data services, and advertising. Substantially all fees and revenue from other services are recognized when the service is provided. Intercompany Eliminations Intercompany Eliminations—Revenue earned from transactions between operating segments are eliminated in consolidating our financial statements. Intercompany transactions primarily consist of services performed from our real estate services segment for our properties segment. Cost of Revenue and Gross Margin Cost of revenue consists primarily of personnel costs (including base pay, benefits, and stock-based compensation), transaction bonuses, home-touring and field expenses, listing expenses, home costs related to our properties segment, customer fulfillment costs related to our rentals segment, office and occupancy expenses, and depreciation and amortization related to fixed assets and acquired intangible assets. Home costs related to our properties segment include home purchase costs, capitalized improvements, selling expenses directly attributable to the transaction, and home maintenance expenses. 25 Table of Contents Gross profit is revenue less cost of revenue. Gross margin is gross profit expressed as a percentage of revenue. Our gross margin has and will continue to be affected by a number of factors, but the most important are the mix of revenue from our relatively higher-gross-margin real estate services segment and our relatively lower-gross-margin properties segment, real estate services revenue per transaction, agent and support-staff productivity, personnel costs and transaction bonuses, and, for properties, the home purchase costs. Operating Expenses Technology and Development Our primary technology and development expenses are building software for our customers, lead agents, and support staff to work together on a transaction, and building a website and mobile application to meet customers looking to move. These expenses primarily include personnel costs (including base pay, bonuses, benefits, and stock-based compensation), data licenses, software and equipment, and infrastructure such as for data centers and hosted services. The expenses also include amortization of capitalized internal- use software and website and mobile application development costs as well as amortization of acquired intangible assets. We expense research and development costs as incurred and record them in technology and development expenses. Marketing Marketing expenses consist primarily of media costs for online and offline advertising, as well as personnel costs (including base pay, benefits, and stock-based compensation). General and Administrative General and administrative expenses consist primarily of personnel costs (including base pay, benefits, and stock-based compensation), facilities costs and related expenses for our executive, finance, human resources, and legal organizations, depreciation related to our fixed assets, and fees for outside services. Outside services are principally comprised of external legal, audit, and tax services. For our rentals business, personnel costs include employees in the sales department. These employees are responsible for attracting potential rental properties and agreeing to contract terms, but they are not responsible for delivering a service to the rental property. Interest Income, Interest Expense, Income Tax Benefit, and Other Income (Expense), Net Interest Income Interest income consists primarily of interest earned on our cash, cash equivalents, and investments. Interest Expense Interest expense consists primarily of interest payable on our convertible senior notes and the amortization of debt discounts and issuance cost related to our convertible senior notes. See Note 15 to our consolidated financial statements for information regarding interest on our convertible senior notes. Interest expense also includes interest on borrowings and the amortization of debt issuance costs related to our secured revolving credit facility. See Note 15 to our consolidated financial statements for information regarding interest for the facility. Income Tax Benefit Income tax benefit primarily relates to the partial release of our valuation allowance as a result of the intangible assets we acquired in connection with acquiring RentPath. Other Income (Expense), Net Other income (expense), net consists primarily of realized and unrealized gains and losses on investments. See Note 4 to our consolidated financial statements for information regarding unrealized losses on our investments. 26 Table of Contents Results of Operations The following tables set forth our results of operations for the periods presented and as a percentage of our revenue for those periods. Revenue Cost of revenue(1) Gross profit Operating expenses: Technology and development(1) Marketing(1) General and administrative(1) Total operating expenses (Loss) income from operations Interest income Interest expense Income tax benefit Other income (expense), net Net loss (1) Includes stock-based compensation as follows: Cost of revenue Technology and development Marketing General and administrative Total Revenue Cost of revenue(1) Gross profit Operating expenses: Technology and development(1) Marketing(1) General and administrative(1) Total operating expenses (Loss) income from operations Interest income Interest expense Income tax benefit Other income (expense), net Net loss Year Ended December 31, 2021 2020 2019 $ 1,922,765 $ 886,093 $ (in thousands) 1,518,945 403,820 156,718 138,740 218,315 513,773 (109,953) 635 653,983 232,110 84,297 54,881 92,140 231,318 792 2,074 (11,762) (19,495) 6,107 5,360 — (1,898) 779,796 635,693 144,103 69,765 76,710 76,874 223,349 (79,246) 7,146 (8,928) — 223 $ (109,613) $ (18,527) $ (80,805) Year Ended December 31, 2021 2020 2019 $ 13,614 $ 8,844 $ (in thousands) 23,275 2,350 15,483 16,564 1,569 9,996 $ 54,722 $ 36,973 $ 6,087 12,362 1,418 7,947 27,814 Year Ended December 31, 2021 2020 2019 (as a percentage of revenue) 100.0 % 79.0 21.0 8.2 7.2 11.4 26.8 (5.8) 0.0 (0.6) 0.3 0.3 (5.8) % 100.0 % 73.8 26.2 9.5 6.2 10.4 26.1 0.1 0.2 (2.2) — (0.2) (2.1) % 100.0 % 81.5 18.5 8.9 9.8 9.9 28.6 (10.1) 0.9 (1.1) — 0.0 (10.3) % 27 Table of Contents (1) Includes stock-based compensation as follows: Cost of revenue Technology and development Marketing General and administrative Total Comparison of the Years Ended December 31, 2021 and 2020 Year Ended December 31, 2021 2020 2019 (as a percentage of revenue) 0.7 % 1.2 0.1 0.8 2.8 % 1.0 % 1.9 0.2 1.1 4.2 % 0.8 % 1.6 0.2 1.0 3.6 % Revenue Real estate services Brokerage Partner Total real estate services Properties Rentals Mortgage Other Intercompany elimination Total revenue Percentage of revenue Real estate services Brokerage Partner Total real estate services Properties Rentals Mortgage Other Intercompany elimination Total revenue Year Ended December 31, Change 2021 2020 Dollars Percentage (in thousands, except percentages) $ 849,288 $ 607,513 $ 54,046 903,334 880,653 121,877 19,818 13,609 (16,526) 43,695 651,208 209,686 — 15,835 12,377 (3,013) 241,775 10,351 252,126 670,967 121,877 3,983 1,232 (13,513) $ 1,922,765 $ 886,093 $ 1,036,672 40 % 24 39 320 n/a 25 10 448 117 44.2 % 2.8 47.0 45.8 6.3 1.0 0.8 (0.9) 100.0 % 68.6 % 4.9 73.5 23.7 n/a 1.8 1.4 (0.4) 100.0 % In 2021, revenue increased by $1,036.7 million, or 117%, as compared with 2020. Included in the increase was $121.9 million resulting from our acquisition of RentPath, where there were no such revenues in 2020. Excluding these revenues from RentPath, this increase in revenue was primarily attributable to a $671.0 million increase in properties revenue and a $252.1 million increase in real estate services revenue. Properties revenue increased 320%, primarily driven by a 220% increase in RedfinNow homes sold and a 28% increase in revenue per RedfinNow home sold. These increases are largely due to our properties business's expansion, greater customer awareness of that business, and COVID-19's impacts on that business during the prior period. Brokerage revenue increased by $241.8 million and partner revenue increased by $10.4 million. Brokerage revenue increased 40% during the period, driven by a 27% increase in brokerage transactions and a 10% increase in brokerage revenue per transaction. We believe the increase in brokerage transactions was attributable to higher levels of customer awareness of Redfin and increasing customer demand, while the increase in brokerage revenue per transaction was driven primarily by increasing home values. 28 Table of Contents Cost of Revenue and Gross Margin Year Ended December 31, Change 2021 2020 Dollars Percentage (in thousands, except percentages) Cost of revenue Real estate services Properties Rentals Mortgage Other Intercompany elimination Total cost of revenue Gross profit Real estate services Properties Rentals Mortgage Other $ 603,320 $ 417,140 $ 870,052 21,739 26,096 14,264 (16,526) 214,382 — 15,627 9,847 (3,013) $ 1,518,945 $ 653,983 $ $ 300,014 $ 234,068 $ 10,601 100,138 (6,278) (655) (4,696) — 208 2,530 186,180 655,670 21,739 10,469 4,417 (13,513) 864,962 65,946 15,297 100,138 (6,486) (3,185) Total gross profit $ 403,820 $ 232,110 $ 171,710 Gross margin (percentage of revenue) Real estate services Properties Rentals Mortgage Other Total gross margin 33.2 % 1.2 82.2 (31.7) (4.8) 21.0 35.9 % (2.2) n/a 1.3 20.4 26.2 45 % 306 n/a 67 45 448 132 28 % (326) n/a (3,118) (126) 74 In 2021, total cost of revenue increased by $865.0 million, or 132%, as compared with 2020. Included in the increase was $21.7 million resulting from our acquisition of RentPath, and there were no such expenses in 2020. Excluding these expenses from RentPath, this increase in cost of revenue was primarily attributable to (1) a $590.6 million increase in home purchase costs and related capitalized improvements by our properties business, due to more RedfinNow homes having been sold, and (2) a $168.7 million increase in personnel costs and transaction bonuses, due to increased headcount and increased brokerage transactions, respectively. Total gross margin decreased 520 basis points as compared with 2020, driven primarily by the relative growth of our properties business compared to our real estate services and other businesses, and decreases in real estate services, mortgage, and other gross margin. This was partially offset by the increase in properties gross margin, and our acquisition of RentPath, which comprises our rentals business. In 2021, real estate services gross margin decreased 270 basis points as compared with 2020. This was primarily attributable to a 230 basis point increase in personnel costs and transaction bonuses and a 140 basis point increase in home-touring and field expenses, each as a percentage of revenue. This was partially offset by a 50 basis point decrease in listing expenses, and a 40 basis point reduction in occupancy and office expenses, each as a percentage of revenue. In 2021, properties gross margin increased 340 basis points as compared with 2020. This was primarily attributable to a 210 basis point decrease in home purchase costs and related capitalized improvements, and a 120 basis point decrease in personnel costs and transaction bonuses, each as a percentage of revenue. In 2021, mortgage gross margin decreased by 3,300 basis points. This was primarily attributable to a 2,690 basis point increase in personnel costs and transaction bonuses as a percentage of revenue. In 2021, other gross margin decreased by 2,520 basis points. This was primarily attributable to a 2,620 basis point increase in personnel costs and transaction bonuses as a percentage of revenue. 29 Table of Contents Operating Expenses Year Ended December 31, Change 2021 2020 Dollars Percentage (in thousands, except percentages) Technology and development $ 156,718 $ 138,740 218,315 $ 84,297 54,881 92,140 72,421 83,859 126,175 282,455 86 % 153 137 122 Marketing General and administrative Total operating expenses Percentage of revenue Technology and development Marketing General and administrative Total operating expenses $ 513,773 $ 231,318 $ 8.2 % 7.2 11.4 26.8 % 9.5 % 6.2 10.4 26.1 % In 2021, technology and development expenses increased by $72.4 million, or 86%, as compared with 2020. Included in the increase was $39.0 million resulting from our acquisition of RentPath, and there were no such expenses in 2020. Excluding these expenses from RentPath, the increase was primarily attributable to a $26.4 million increase in personnel costs due to increased headcount. In 2021, marketing expenses increased by $83.9 million, or 153%, as compared with 2020. Included in the increase was $36.1 million resulting from our acquisition of RentPath, and there were no such expenses in 2020. Excluding these expenses from RentPath, the increase was primarily attributable to a $43.0 million increase in marketing media costs as we expanded advertising. In 2021, general and administrative expenses increased by $126.2 million, or 137%, as compared with 2020. Included in the increase was $71.5 million resulting from our acquisition of RentPath, and there were no such expenses in 2020. Excluding these expenses from RentPath, the increase was primarily attributable to a $30.0 million increase in personnel costs due to increased headcount, an $8.9 million increase in transaction costs from our acquisition of RentPath and our proposed acquisition of Bay Equity, and a $7.0 million increase in advertising campaign and contractor expenses for recruiting employees and independent contractors. This was partially offset by a $6.5 million decrease in restructuring expenses, as we had no such restructuring expenses in 2021. Interest Income, Interest Expense, Income Tax Benefit, and Other Income (Expense), Net Year Ended December 31, Change 2021 2020 Dollars Percentage Interest income Interest expense Income tax benefit Other income (expense), net Interest income, interest expense, income tax benefit, and other income (expense), net $ Percentage of revenue Interest income Interest expense Income tax benefit Other income (expense), net Interest income, interest expense, income tax benefit, and other income (expense), net $ 635 $ 2,074 $ (1,439) (in thousands, except percentages) (11,762) 6,107 5,360 (19,495) — (1,898) 7,733 6,107 7,258 340 $ (19,319) $ 19,659 0.0 % (0.6) 0.3 0.3 0.0 % 0.2 % (2.2) — (0.2) (2.2) % (69) % 40 n/a (382) 102 In 2021, interest income, interest expense, income tax benefit, and other income (expense), net increased by $19.7 million as compared to the same period in 2020. Interest income decreased by $1.4 million primarily due lower interest rates on our cash, cash equivalents, and investments compared to 2020. 30 Table of Contents Interest expense decreased by $7.7 million due primarily to the implementation of ASU 2020-06, which eliminates the liability and equity separation models for convertible instruments. As a result, we did not incur an expense for the accretion of the equity portion of our convertible senior notes during 2021. See Note 1 to our consolidated financial statements for more information on our adoption of this accounting standard. Income tax benefit increased by $6.1 million primarily due to a deferred tax liability created through the RentPath acquisition, and such deferred tax liability was used to realize certain deferred tax assets against which we had previously recorded a full valuation allowance. We did not have any income tax benefit during 2020. See Note 14 to our consolidated financial statements. Other income (expense), net increased by $7.3 million primarily due to (1) recording the fair value of one of our investments during 2021, where we did not have this recording during 2020, and (2) writing down the fair value of another of our investments during 2020, where we did not have this write down during 2021. See Note 4 to our consolidated financial statements for more information on our fair value recording. Comparison of the Years Ended December 31, 2020 and 2019 Revenue Real estate services Brokerage Partner Total real estate services Properties Mortgage Other Intercompany elimination Total revenue Percentage of revenue Real estate services Brokerage Partner Total real estate services Properties Mortgage Other Intercompany elimination Total revenue Year Ended December 31, Change 2020 2019 Dollars Percentage (in thousands, except percentages) $ 607,513 $ 496,480 $ 43,695 651,208 209,686 15,835 12,377 (3,013) 27,060 523,540 240,507 6,097 11,537 (1,885) 111,033 16,635 127,668 (30,821) 9,738 840 (1,128) $ 886,093 $ 779,796 $ 106,297 22 % 61 24 (13) 160 7 60 14 68.6 % 63.6 % 4.9 73.5 23.7 1.8 1.4 (0.4) 100.0 % 3.5 67.1 30.8 0.8 1.5 (0.2) 100.0 % In 2020, revenue increased by $106.3 million, or 14%, as compared with 2019. This increase in revenue was primarily attributable to a $127.7 million increase in real estate services revenue, and a $30.8 million decrease in properties revenue. Brokerage revenue increased by $111.0 million, and partner revenue increased by $16.6 million. Brokerage revenue increased 22% during the period, driven by a 14% increase in brokerage transactions and an 8% increase in brokerage revenue per transaction. We believe this increase in brokerage transactions was attributable to higher levels of customer awareness of Redfin and increasing customer demand. Mortgage revenue increased $9.7 million, or 160%, as compared with 2019. Other revenue increased $0.8 million, or 7%, as compared with 2019. This was partially offset by a $30.8 million decrease in properties revenue. Properties revenue decreased 13%, driven by a 10% decrease in properties transactions and a 3% decrease in properties revenue per transaction. Properties transactions decreased during the period, because we had lower average inventory, due in part to pausing making new offers to purchase homes from mid-March to mid-May in response to COVID-19. 31 Table of Contents Cost of Revenue and Gross Margin Year Ended December 31, Change 2020 2019 Dollars Percentage (in thousands, except percentages) Cost of revenue Real estate services Properties Mortgage Other Intercompany elimination Total cost of revenue Gross profit Real estate services Properties Mortgage Other $ 417,140 $ 373,150 $ 214,382 15,627 9,847 (3,013) 245,189 9,978 9,261 (1,885) $ 653,983 $ 635,693 $ 43,990 (30,807) 5,649 586 (1,128) 18,290 $ 234,068 $ 150,390 $ 83,678 (4,696) 208 2,530 (4,682) (3,881) 2,276 (14) 4,089 254 88,007 12 % (13) 57 6 60 3 56 % 0 (105) 11 61 Total gross profit $ 232,110 $ 144,103 $ Gross margin (percentage of revenue) Real estate services Properties Mortgage Other Total gross margin 35.9 % (2.2) 1.3 20.4 26.2 28.7 % (1.9) (63.7) 19.7 18.5 In 2020, total cost of revenue increased by $18.3 million, or 3%, as compared with 2019. This increase in cost of revenue was primarily attributable to a $50.7 million increase in personnel costs and transaction bonuses, due to increased headcount and increased brokerage transactions, respectively. This was partially offset by a $32.0 million decrease in home purchase costs and related capitalized improvements due to selling fewer homes by our properties business. Total gross margin increased 770 basis point as compared with 2019, driven primarily by our properties business contributing to a lesser proportion of revenue relative to our real estate services and other businesses, and improvements in real estate services and other gross margin. In 2020, real estate services gross margin increased 720 basis points as compared with 2019. This was primarily attributable to a 270 basis point decrease in personnel costs and transaction bonuses, a 220 basis point decrease in home-touring and field expenses, a 60 basis point decrease in listing expenses, and a 60 basis point decrease in travel and entertainment expenses, each as a percentage of revenue. In 2020, properties gross margin decreased 30 basis points as compared with 2019. This was primarily attributable to a 110 basis point increase in personnel costs and transaction bonuses, and a 60 basis point increase in home selling expenses, each as a percentage of revenue. This was partially offset by a 170 basis point decrease in home purchase costs and related capitalized improvements as a percentage of revenue. In 2020, mortgage gross margin increased by 6,500 basis points as compared with 2019. This was primarily attributable to a 4,990 basis point decrease in personnel costs and transaction bonuses, and a 750 basis point decrease in outside services costs, each as a percentage of revenue. In 2020, other gross margin increased by 70 basis points as compared with 2019. This was primarily attributable to a 350 basis point decrease in production costs, a 70 basis point decrease in travel and entertainment expenses, and a 60 basis point decrease in personal technology expenses, each as a percentage of revenue. This was partially offset by a 450 basis point increase in personnel costs and transaction bonuses, each as a percentage of revenue. 32 Table of Contents Operating Expenses Technology and development $ Marketing General and administrative Total operating expenses Percentage of revenue Technology and development Marketing General and administrative Total operating expenses Year Ended December 31, Change 2020 2019 Dollars Percentage (in thousands, except percentages) 14,532 (21,829) 15,266 7,969 21 % (28) 20 4 $ 84,297 54,881 92,140 $ 69,765 76,710 76,874 $ 231,318 $ 223,349 $ 9.5 % 6.2 10.4 26.1 % 8.9 % 9.8 9.9 28.6 % In 2020, technology and development expenses increased by $14.5 million, or 21%, as compared with 2019. The increase was primarily attributable to an $11.9 million increase in personnel costs due to increased headcount and a $2.7 million increase in technology infrastructure expenses, primarily hosted services. In 2020, marketing expenses decreased by $21.8 million, or 28%, as compared with 2019. The decrease was primarily attributable to a $20.2 million decrease in marketing media costs as we temporarily ceased advertising campaigns during the three months ended June 30, 2020 as a result of COVID-19. In 2020, general and administrative expenses increased by $15.3 million, or 20%, as compared with 2019. The increase was primarily attributable to a $7.9 million increase in direct and incremental costs associated with our actions taken in response to COVID-19, primarily from severance payments. These costs were partially offset by $1.3 million of employee retention credits claimed under the CARES Act. These costs for restructuring are classified as general and administrative expenses for employees across our organization, including approximately $6.5 million, net, that would otherwise be classified as cost of revenue. We had no such restructuring expenses for any periods prior to the twelve months ended December 31, 2020. The increase was also attributable to a $4.0 million increase in personnel costs due to increased headcount, a $2.9 million increase in outside services costs, primarily legal services and contractors, and a $2.9 million increase in technology infrastructure expenses, primarily hosted services. Interest Income, Interest Expense, and Other Income (Expense), Net Year Ended December 31, Change 2020 2019 Dollars Percentage Interest income Interest expense Other income (expense), net $ 2,074 (19,495) (1,898) (in thousands, except percentages) $ 7,146 (5,072) $ (8,928) 223 (10,567) (2,121) (71) % (118) (951) Interest income, interest expense, and other income (expense), net $ (19,319) $ (1,559) $ (17,760) 1,139 Percentage of revenue Interest income Interest expense Other income (expense), net Interest income, interest expense, and other income (expense), net 0.2 % (2.2) (0.2) (2.2) % 0.9 % (1.1) 0.0 (0.2) % In 2020, interest income decreased by $5.1 million primarily due lower interest rates on our cash, cash equivalents, and investments compared to 2019. Additionally, interest expense increased by $10.6 million in 2020, due to a $4.6 million loss on the partial extinguishment of our 2023 notes and additional non-cash interest expense related to the accretion of the debt discount related to our 2025 notes. 33 Table of Contents Quarterly Results of Operations and Key Business Metrics The following tables set forth our unaudited quarterly statements of operations data for the most recent eight quarters, as well as the percentage that each line item represents of our revenue for each quarter presented. The information for each quarter has been prepared on a basis consistent with our consolidated financial statements and reflect, in the opinion of management, all adjustments of a normal, recurring nature that are necessary for a fair presentation of the financial information contained in those statements. The following quarterly financial data should be read in conjunction with our consolidated financial statements. Quarterly Results Revenue Cost of revenue(1) Gross profit Operating expenses: Three Months Ended Dec. 31, 2021 Sep. 30, 2021 Jun. 30, 2021 Mar. 31, 2021 Dec. 31, 2020 Sep. 30, 2020 Jun. 30, 2020 Mar. 31, 2020 $ 643,057 $ 540,074 $ 471,315 $ 268,319 $ 244,517 $ 236,916 $ 213,665 $ 190,995 535,033 412,772 345,179 225,961 164,397 143,844 167,626 178,116 108,024 127,302 126,136 42,358 80,120 93,072 46,039 12,879 Technology and development(1) Marketing(1) General and administrative(1) 43,894 22,397 66,962 43,658 49,143 54,395 41,488 55,398 59,567 Total 133,253 147,196 156,453 27,678 11,802 37,391 76,871 23,610 7,270 23,601 54,481 Income (loss) from operations (25,229) (19,894) (30,317) (34,513) 25,639 22,452 12,421 21,190 56,063 37,009 319 17,961 9,482 23,022 50,465 20,274 25,708 24,327 70,309 (4,426) (57,430) 437 1,103 Interest income Interest expense Income tax benefit Other income (expense), net 163 178 135 159 215 (3,939) (3,672) (2,813) (1,338) (11,864) (2,522) (2,665) (2,444) 744 1,259 311 4,128 5,052 65 — (92) — 45 — (640) — 43 — (1,346) Net (loss) income $ (27,002) $ (18,949) $ (27,878) $ (35,784) $ 14,035 $ 34,166 $ (6,611) $ (60,117) Net (loss) income attributable to common stock $ (28,396) $ (20,611) $ (29,756) $ (38,120) $ 12,153 $ 31,983 $ (7,895) $ (60,117) Net (loss) income per share—diluted $ (0.27) $ (0.20) $ (0.29) $ (0.37) $ 0.11 $ 0.30 $ (0.08) $ (0.64) (1) Includes stock-based compensation as follows: Dec. 31, 2021 Sep. 30, 2021 Jun. 30, 2021 Mar. 31, 2021 Dec. 31, 2020 Sep. 30, 2020 Jun. 30, 2020 Mar. 31, 2020 Three Months Ended Cost of revenue $ 3,595 $ 3,283 $ 3,758 $ 2,978 $ 2,863 $ 2,574 $ 1,769 $ 1,638 Technology and development Marketing General and administrative 6,288 736 4,667 5,455 537 3,835 5,771 535 3,679 5,761 542 3,302 4,828 439 3,079 4,964 403 3,407 Total $ 15,286 $ 13,110 $ 13,743 $ 12,583 $ 11,209 $ 11,348 $ 3,124 352 1,960 7,205 $ 3,648 375 1,550 7,211 Three Months Ended Dec. 31, 2021 Sep. 30, 2021 Jun. 30, 2021 Mar. 31, 2021 Dec. 31, 2020 Sep. 30, 2020 Jun. 30, 2020 Mar. 31, 2020 100.0 % 100.0 % 100.0 % 100.0 % 100.0 % 100.0 % 100.0 % 100.0 % (as a percentage of revenue) 83.2 16.8 6.8 3.5 10.3 20.6 (3.8) — (0.6) 0.1 0.2 76.4 23.6 8.1 9.1 10.1 27.3 (3.7) — (0.7) 0.1 0.8 73.2 26.8 8.8 11.8 12.6 33.2 (6.4) — (0.6) 1.1 — 84.2 15.8 10.3 4.4 13.9 28.6 (12.8) 0.1 (0.5) — — 67.2 32.8 9.7 3.0 9.6 22.3 10.5 0.1 (4.9) — — 60.7 39.3 9.5 5.2 8.9 23.6 15.7 0.1 (1.1) — (0.3) 78.5 21.5 8.4 4.4 10.8 23.6 (2.1) 0.2 (1.2) — — 93.3 6.7 10.6 13.5 12.7 36.8 (30.1) 0.6 (1.3) — (0.7) (4.1) % (3.5) % (5.9) % (13.2) % 5.7 % 14.4 % (3.1) % (31.5) % Revenue Cost of revenue(1) Gross profit Operating expenses Technology and development(1) Marketing(1) General and administrative(1) Total (Loss) income from operations Interest income Interest expense Income tax benefit Other income (expense), net Net (loss) income 34 Table of Contents (1) Includes stock-based compensation as follows: Dec. 31, 2021 Sep. 30, 2021 Jun. 30, 2021 Mar. 31, 2021 Dec. 31, 2020 Sep. 30, 2020 Jun. 30, 2020 Mar. 31, 2020 Three Months Ended (as a percentage of revenue) Cost of revenue 0.6 % 0.6 % 0.8 % 1.1 % 1.2 % 1.1 % 0.8 % 0.9 % Technology and development Marketing General and administrative 1.0 0.1 0.6 1.0 0.1 0.7 1.2 0.1 0.8 2.2 0.2 1.2 2.0 0.2 1.2 2.1 0.2 1.4 1.5 0.2 0.9 1.9 0.2 0.8 Total 2.3 % 2.4 % 2.9 % 4.7 % 4.6 % 4.8 % 3.4 % 3.8 % Our revenue has typically followed the seasonal pattern of the residential real estate industry. As such, revenue increases sequentially from the first quarter to the second quarter and sequentially again during the third quarter. Fourth quarter revenue typically declines sequentially from the third quarter. We completed our acquisition of RentPath on April 2, 2021. The acquisition increased revenue, cost of revenue, and operating expenses in the second quarter, third quarter, and fourth quarter of 2021 over their seasonal pattern, because there were no such results in prior quarters. As the result of the impact of COVID-19 on customer demand, this pattern was disrupted in 2020. Beginning in March 2020, COVID-19 began having a negative effect on our customer demand, which negatively impacted our revenue during the second quarter. Starting in May, customer demand rebounded, resulting in a sequential increase in revenue from the second quarter to the third quarter. Revenue also increased from the third quarter to the fourth quarter. In 2021, revenue again increased from the third quarter to the fourth quarter, largely due to our properties business's expansion and greater customer awareness of that business. Cost of revenue typically also has reflected seasonality, and was similarly impacted by COVID-19 during 2020 as revenue was. In 2021, cost of revenue increased from the third quarter to the fourth quarter, due to selling more homes through our properties business. Marketing expenses are influenced by seasonal factors and the timing of advertising campaigns. We have historically spent more on advertising during the first half of the year than the second half of the year. During 2021, we deferred advertising spending from the first half of the year to the second half of the year, because we did not have enough lead agents during the first half to serve the strong customer demand we experienced during that period. During 2020, we ceased most performance and mass media advertising campaigns in March and April in response to COVID-19. We restarted most performance marketing and mass media campaigns in May, including running a new television commercial from June through September. 35 Table of Contents Quarterly Key Business Metrics Monthly average visitors (in thousands) Real estate services transactions Dec. 31, 2021 Sep. 30, 2021 Jun. 30, 2021 Mar. 31, 2021 Dec. 31, 2020 Sep. 30, 2020 Jun. 30, 2020 Mar. 31, 2020 44,665 49,147 48,437 46,202 44,135 49,258 42,537 35,519 Brokerage Partner Total 19,428 21,929 21,006 14,317 16,951 18,980 13,828 10,751 4,603 4,755 4,597 3,944 4,940 5,180 2,691 2,479 24,031 26,684 25,603 18,261 21,891 24,160 16,519 13,230 Real estate services revenue per transaction Brokerage Partner Aggregate $ 10,900 $ 11,107 $ 11,307 $ 10,927 $ 10,751 $ 10,241 $ 9,296 $ 9,520 2,819 2,990 3,195 3,084 3,123 2,988 2,417 2,535 9,352 9,661 9,850 9,233 9,030 8,686 8,175 8,211 Aggregate home value of real estate services transactions (in millions) U.S. market share by value Revenue from top-10 Redfin markets as a percentage of real estate services revenue $ 13,255 $ 14,926 $ 14,612 $ 9,710 $ 11,478 $ 12,207 $ 7,576 $ 6,098 1.15 % 1.16 % 1.18 % 1.16 % 1.04 % 1.04 % 0.94 % 0.92 % 61 % 62 % 64 % 62 % 63 % 63 % 63 % 61 % Average number of lead agents 2,485 2,370 2,456 2,277 1,981 1,820 1,399 1,826 RedfinNow Homes Sold 600 388 292 171 83 37 162 171 Revenue per RedfinNow Home Sold $ 622,251 $ 599,010 $ 570,930 $ 525,173 $ 471,551 $ 504,583 $ 444,690 $ 461,916 Similar to our revenue, monthly average visitors to our website and mobile application has typically followed the seasonal pattern of the residential real estate industry. For 2020, COVID-19 began having a negative effect on our customer demand in March, which negatively affected our monthly average visitors during March and April. Starting in May, customer demand rebounded, resulting in a sequential increase in monthly average visitors from the second quarter to the third quarter. Liquidity and Capital Resources As of December 31, 2021, we had cash and cash equivalents of $591.0 million and investments of $88.6 million, which consist primarily of operating cash on deposit with financial institutions, money market instruments, U.S. treasury securities, and agency bonds. In January 2022, we transferred $84.2 million of proceeds from RedfinNow home sales from an account whose deposits are classified as restricted cash into an account whose deposits are not classified as restricted cash. Accordingly, as of January 31, 2022, we had cash and cash equivalents of $683.9 million and investments of $87.8 million. Also, as of December 31, 2021, we had $1,259.8 million aggregate principal amount of convertible senior notes outstanding across three issuances maturing between July 15, 2023 and April 1, 2027. Also, as of December 31, 2021, we had 40,000 shares of convertible preferred stock outstanding. See Note 11 to our consolidated financial statements for our obligations to pay quarterly interest and to redeem any outstanding shares on November 30, 2024. On January 10, 2021, we entered into an agreement to acquire Bay Equity. See Note 16 for a discussion of our potential cash outlay for this acquisition at the closing of the acquisition. With respect to the cash outlay for our properties business, for the year ended December 31, 2021, we relied on (i) a combination of our cash on hand and borrowings from a secured revolving credit facility to fund home purchase prices and (ii) solely on our cash on hand to fund capitalized improvement costs and home maintenance expenses. See Note 5 to our consolidated financial statements for more information on changes to inventory related to home purchases and home sales for our properties business. See Note 15 to our consolidated financial statements for more information regarding the secured revolving credit facility. 36 Table of Contents Our mortgage business has significant cash requirements due to the period of time between its origination of a mortgage loan and the sale of that loan. We have relied on warehouse credit facilities with different lenders to fund substantially the entire portion of the mortgage loans that our mortgage business originates. Once our mortgage business sells a loan in the secondary mortgage market, we use the proceeds to reduce the outstanding balance under the related facility. See Note 15 to our consolidated financial statements for more information regarding our warehouse credit facilities. We believe that our existing cash and cash equivalents and investments, together with cash we expect to generate from future operations, and borrowings from our secured revolving credit facility and our warehouse credit facilities, will provide sufficient liquidity to meet our operational needs and our growth, complete our acquisition of Bay Equity, satisfy commitments by our properties business to purchase homes, and fulfill our payment obligations with respect to our convertible senior notes and convertible preferred stock. However, our liquidity assumptions may change or prove to be incorrect, and we could exhaust our available financial resources sooner than we currently expect. As a result, we may seek new sources of credit financing or elect to raise additional funds through equity, equity-linked, or debt financing arrangements. We cannot assure you that any additional financing will be available to us on acceptable terms or at all. Our title and settlement business holds cash in escrow that we do not record in our consolidated balance sheets. See Note 8 to our consolidated financial statements for more information regarding these amounts. Cash Flows The following table summarizes our cash flows for the periods indicated: Year Ended December 31, 2021 2020 2019 (in thousands) Net cash (used in) provided by operating activities $ (301,568) $ Net cash used in investing activities Net cash provided by financing activities (576,306) 650,341 61,267 $ (57,119) 694,227 (107,610) (115,912) 31,883 Net Cash (Used In) Provided By Operating Activities Our operating cash flows result primarily from cash generated by commissions paid to us from our real estate services business and sales of homes from our properties business. Our primary uses of cash from operating activities include payments for personnel-related costs, including employee benefits and bonus programs, marketing and advertising activities, purchases of homes for our properties business, office and occupancy costs, and outside services costs. Additionally, our mortgage business generates a significant amount operating cash flow activity from the origination and sale of loans held for sale. Net cash used in operating activities was $301.6 million for the year ended December 31, 2021, primarily attributable to a net loss of $109.6 million, offset by $114.8 million of non-cash items related to stock- based compensation, depreciation and amortization, amortization of debt discounts and issuances costs, lease expense related to right-of-use assets, impairment charges related to one of our cost-method investments, and other non-cash items. Changes in assets and liabilities decreased cash provided by operating activities by $306.8 million. The primary source of cash related to changes in our assets and liabilities was a $28.9 million increase in accounts payable and other accrued liabilities related to the timing of vendor payments and payroll related expenses. The primary use of cash related to changes in our assets and liabilities was a $309.1 million increase in inventory related to our properties business. 37 Table of Contents Net cash provided by operating activities was $61.3 million for the year ended December 31, 2020, primarily attributable to a net loss of $18.5 million, offset by $77.2 million of non-cash items related to stock- based compensation, depreciation and amortization expenses, amortization of debt discounts and issuances costs, and lease expense related to right-of-use assets. Changes in assets and liabilities increased cash used in operating activities by $2.6 million. The primary sources of cash related to changes in our assets and liabilities were a $41.2 million increase in accounts payable and other accrued liabilities related to the timing of vendor payments and payroll related expenses, and a $25.4 million decrease in inventory related to our properties business. The primary uses of cash related to changes in our assets and liabilities were a $35.5 million increase in accounts receivable related to the timing of escrow payments in-transit, a $19.5 million increase in net loans held for sale related to our mortgage business, and a $11.3 million decrease in lease liabilities. Net cash used in operating activities was $107.6 million for the year ended December 31, 2019, primarily attributable to a net loss of $80.8 million, offset by $49.2 million of non-cash items related to stock- based compensation, depreciation and amortization expenses, amortization of debt discounts and issuances costs, and lease expense related to right-of-use assets. Changes in assets and liabilities increased cash used in operating activities by $76.0 million driven primarily by an increase of $51.9 million in inventory related to our properties business and a $16.8 million increase in net loans held for sale related to our mortgage business. Net Cash Used In Investing Activities Our primary investing activities include acquisitions of other companies and the purchase of investments and property and equipment, primarily related to capitalized software development expenses and leasehold improvements. Net cash used in investing activities was $576.3 million for the year ended December 31, 2021, primarily attributable to cash paid for our acquisition of RentPath of $608.0 million, $59.2 million in net investments in U.S. government securities, and $17.6 million of capitalized software development expenses. Net cash used in investing activities was $57.1 million for the year ended December 31, 2020, primarily attributable to $42.4 million in net investments in U.S. government securities, $5.8 million related to equipment, furnishings and leasehold improvements for new or expansion of existing office space, and $8.9 million of capitalized software development expenses. Net cash used in investing activities was $115.9 million for the year ended December 31, 2019, primarily attributable to $100.4 million in net investments in U.S. treasury securities, $7.9 million related to equipment, furnishings, and leasehold improvements for new or expansion of existing office space, and $7.1 million of capitalized software development expenses. Net Cash Provided By Financing Activities Our primary financing activities have come from (i) our initial public offering in August 2017, (ii) sales of our common stock and 2023 notes in July 2018, our common stock and convertible preferred stock in April 2020, our 2025 notes in October 2020, and our 2027 notes in March 2021, and (iii) the sale of our common stock pursuant to stock option exercises and our ESPP. Additionally, we generate a significant amount of financing cash flow activity due to borrowings from and repayments to our warehouse credit facilities and our secured revolving credit facility. Net cash provided by financing activities was $650.3 million for the year ended December 31, 2021, primarily attributable to $498.9 million in net proceeds from the issuance of our 2027 notes offering, a $175.8 million increase in net borrowings under our secured revolving credit facility, and $22.8 million in proceeds from the issuance of common stock pursuant to our equity compensation plans. Net cash provided by financing activities was $694.2 million for the year ended December 31, 2020, primarily attributable to $647.5 million in net proceeds from the issuance of our 2025 notes offering, $109.5 million in net proceeds from the issuance of common stock and our convertible preferred stock offering, $21.1 million in proceeds from the issuance of common stock pursuant to our equity compensation plans, a $19.5 million increase in net borrowings under our secured revolving credit facility, and a $17.7 million increase in our net borrowings under warehouse credit facilities. This was partially offset by $108.1 million used in connection with repurchases and conversions of our 2023 notes. 38 Table of Contents Net cash provided by financing activities was $31.9 million for the year ended December 31, 2019, primarily attributable to a $16.6 million increase in our net borrowings under warehouse credit facilities and $16.1 million in proceeds from the issuance of common stock pursuant to our equity compensation plans. Critical Accounting Policies and Estimates Discussion and analysis of our financial condition and results of operations are based on our financial statements, which have been prepared in accordance with GAAP. The preparation of these financial statements requires us to make estimates and judgments that affect the reported amounts of assets and liabilities and related disclosure of contingent assets and liabilities, revenue, and expenses at the date of the financial statements. Generally, we base our estimates on historical experience and on various other assumptions in accordance with GAAP that we believe to be reasonable under the circumstances. Actual results may differ from these estimates under different assumptions or conditions. Critical accounting policies and estimates are those that we consider the most important to the portrayal of our financial condition and results of operations because they require our most difficult, subjective, or complex judgments, often as a result of the need to make estimates about the effect of matters that are inherently uncertain. Based on this definition, we have identified the critical accounting policies and estimates addressed below. In addition, we have other key accounting policies and estimates that are described in Note 1 to our consolidated financial statements. Revenue Recognition Our key revenue components are brokerage revenue, partner revenue, properties revenue, rentals revenue, mortgage revenue, and other revenue. Of these, we consider the most critical of our revenue recognition policies to be those related to commissions and fees charged on brokerage transactions closed by our lead agents, and from the sale of homes. We recognize commission-based brokerage revenue upon closing of a brokerage transaction, less the amount of any commission refunds, closing-cost reductions, or promotional offers that may result in a material right. We determined that brokerage revenue primarily contains a single performance obligation that is satisfied upon the closing of a transaction, at which point the entire transaction price is earned. We evaluate our brokerage contracts and promotional pricing to determine if there are any additional material rights and allocate the transaction price based on standalone selling prices. Properties revenue is earned when we sell homes that were previously bought directly from homeowners. Our contracts with customers contain a single performance obligation that is satisfied upon a transaction closing. Properties revenue is recorded at closing on a gross basis, representing the sales price of the home. Rentals revenue is primarily recognized on a straight-line basis over the term of the contract, which is generally less than one year. Revenue is presented net of sales allowances, which are not material. Mortgage revenue is recognized (1) when an interest rate lock commitment is made to a customer, adjusted for a pull-through percentage, (2) for origination fees, when the purchase or refinance of a loan is complete, and (3) when the fair value of our interest rate lock commitments, forward sale commitments, and loans held for sale are recorded at current market quotes. We have utilized the practical expedient in ASC 606, Revenue from Contracts with Customers, and elected not to capitalize contract costs for contracts with customers with durations less than one year. We do not have significant remaining performance obligations or contract balances. See Note 1 to our consolidated financial statements for further discussion of our revenue recognition policy. Acquired Intangible Assets and Goodwill We recognize separately identifiable intangible assets acquired in a business combination. Determining the fair value of the intangible assets acquired requires management’s judgment, often utilizes third-party valuation specialists, and involves the use of significant estimates and assumptions with respect to the timing and amounts of future cash flows, discount rates, replacement costs, and asset lives, among other estimates. 39 Table of Contents The judgments made in the determination of the estimated fair value assigned to the intangible assets acquired and the estimated useful life of each asset could significantly impact our consolidated financial statements in periods after the acquisition, such as through depreciation and amortization expense. We evaluate intangible assets for impairment whenever events or circumstances indicate that they may not be recoverable. We measure recoverability by comparing the carrying amount of an asset group to future undiscounted net cash flows expected to be generated. Goodwill represents the excess of the purchase price over the fair value of the net tangible assets and identifiable intangible assets acquired in a business combination. Goodwill is not amortized, but is subject to impairment testing. We assess the impairment of goodwill on an annual basis, during the fourth quarter, or whenever events or changes in circumstances indicate that goodwill may be impaired. We assess goodwill for possible impairment by performing a qualitative assessment to determine whether it is more likely than not that the fair value of the reporting unit is less than its carrying amount. If we qualitatively determine that it is not more likely than not that the fair value of the reporting unit is less than its carrying amount, then no additional impairment steps are necessary. See Note 2 to our consolidated financial statements for a summary of our valuation of the RentPath intangible assets, along with their estimated useful lives. Inventory Our inventory represents homes purchased with the intent of resale and are accounted for under the specific identification method. Direct home acquisition and improvement costs are capitalized and tracked directly with each specific home. Homes are stated in inventory at cost and are reviewed on a home by home basis. When evidence exists that the net realizable value of a home is lower than its cost, we recognize the difference as a loss in the period in which it occurs. In determining net realizable value, management must use judgment and estimates, including assessment of readily available market value indicators such as the Redfin Estimate and other third-party home value indicators, assessment of a current listing or pending offer price if either are available, and the value of any improvements made to the home. If a home's estimated market value is less than the inventory cost then the home is written down to net realizable value. While no material adjustments were required to our home inventory as of and for the year ended December 31, 2021, material adjustments may be required in the future due to changing market conditions, natural disasters, or other forces outside of our control. See Note 5 to our consolidated financial statements for a summary of our inventory categories and any net realizable write-downs. Business Combinations The results of businesses acquired in a business combination are included in our consolidated financial statements from the date of acquisition. We record assets and liabilities of an acquired business at their estimated fair values on the acquisition date. Any excess consideration over the fair value of assets acquired and liabilities assumed is recognized as goodwill. During the measurement period, which may be up to one year from the acquisition date, we may record adjustments to the assets acquired and liabilities assumed with the corresponding offset to goodwill. The purchase price allocation process requires our management to make significant estimates and assumptions. Although we believe the assumptions and estimates made are reasonable, they are inherently uncertain and based in part on experience, market conditions, projections of future performance, and information obtained from legacy management of acquired companies. Critical estimates include but are not limited to: • • • future revenue, cost of revenue and operating margin projections, discount rates, terminal growth rate; and • market data of comparable guideline companies. 40 Table of Contents See Note 2 to our consolidated financial statements for a summary of our business combinations activities. Recent Accounting Standards For information on recent accounting standards, see Note 1 to our consolidated financial statements. Item 7A. Quantitative and Qualitative Disclosures About Market Risk Our primary operations are within the United States and in the first quarter of 2019 we launched limited operations in Canada. We are exposed to market risks in the ordinary course of our business. These risks primarily consist of fluctuations in interest rates. Interest Rate Risk Our investment policy allows us to maintain a portfolio of cash equivalents and investments in a variety of securities, including U.S. treasury and agency issues, bank certificates of deposit that are 100% insured by the Federal Deposit Insurance Corporation, and SEC-registered money market funds that consist of a minimum of $1 billion in assets and meet the above requirements. The goals of our investment policy are liquidity and capital preservation. We do not enter into investments for trading or speculative purposes. As of December 31, 2021, we had cash and cash equivalents of $591.0 million and investments of $88.6 million. Our investments are composed of available-for-sale securities that consist primarily of U.S. treasury securities with maturities of two years or less. We believe we do not have any material exposure to changes in the fair value of these assets as a result of changes in interest rates due to the relatively short-term nature and risk profile of our portfolio. Declines in interest rates, however, would reduce future investment income. Assuming no change in our outstanding cash, cash equivalents, and investments during the first quarter of 2022, a hypothetical 10% change in interest rates, occurring during and sustained throughout that quarter, would not have a material impact on our financial results for that quarter. We are exposed to interest rate risk on our mortgage loans held for sale and IRLCs associated with our mortgage loan origination services. We manage this interest rate risk through the use of forward sales commitments on both a best efforts whole loans basis and on a mandatory basis. Forward sales commitments entered into on a mandatory basis are done through the use of commitments to sell mortgage-backed securities. We do not enter into or hold derivatives for trading or speculative purposes. The fair value of our IRLCs and forward sales commitments are reflected in other current assets and accrued and other liabilities, as applicable, with changes in the fair value of these commitments recognized as revenue. The net fair value change for the periods presented were not material. See Note 4 to our consolidated financial statements for a summary of the fair value of our forward sales commitments and our IRLCs. We are subject to interest rate risk on borrowings under our secured revolving credit facility. See Note 15 to our consolidated financial statements for a description of this facility. Changes in the market interest rate will increase or decrease our interest expense. Assuming no change in the outstanding borrowings under the facility during the first quarter of 2022, a hypothetical 10% change in interest rates, occurring during and sustained throughout that quarter, would not have a material impact on our financial results for that quarter. Foreign Currency Exchange Risk As our operations in Canada have been limited, and we do not maintain a significant balance of foreign currency, we do not currently face significant foreign currency exchange rate risk. 41 Table of Contents Item 8. Financial Statements and Supplementary Data Index to Consolidated Financial Statements Reports of Independent Registered Public Accounting Firm (PCAOB ID No.34) Consolidated Balance Sheets Consolidated Statements of Comprehensive Loss Consolidated Statements of Cash Flows Consolidated Statements of Changes in Mezzanine Equity and Stockholders' Equity Index to Notes to Consolidated Financial Statements Page 43 47 48 49 51 54 42 Index to Consolidated Financial Statements REPORT OF INDEPENDENT REGISTERED PUBLIC ACCOUNTING FIRM To the stockholders and the Board of Directors of Redfin Corporation Opinion on the Financial Statements We have audited the accompanying consolidated balance sheets of Redfin Corporation and subsidiaries (the "Company") as of December 31, 2021 and 2020, the related consolidated statements of comprehensive loss, cash flows, and changes in mezzanine equity and stockholders' equity, for each of the three years in the period ended December 31, 2021, and the related notes (collectively referred to as the "financial statements"). In our opinion, the financial statements present fairly, in all material respects, the financial position of the Company as of December 31, 2021 and 2020, and the results of its operations and its cash flows for each of the three years in the period ended December 31, 2021, in conformity with accounting principles generally accepted in the United States of America. We have also audited, in accordance with the standards of the Public Company Accounting Oversight Board (United States) (PCAOB), the Company's internal control over financial reporting as of December 31, 2021, based on criteria established in Internal Control — Integrated Framework (2013) issued by the Committee of Sponsoring Organizations of the Treadway Commission and our report dated February 17, 2022, expressed an unqualified opinion on the Company's internal control over financial reporting. Change in Accounting Principle As discussed in Note 1 to the financial statements, effective on January 1, 2021, the Company has changed its method of accounting for convertible senior notes due to adoption of Accounting Standards Update No. 2020-06, Accounting for Convertible Instruments and Contracts in an Entity's Own Equity. Basis for Opinion These financial statements are the responsibility of the Company's management. Our responsibility is to express an opinion on the Company's financial statements based on our audits. We are a public accounting firm registered with the PCAOB and are required to be independent with respect to the Company in accordance with the U.S. federal securities laws and the applicable rules and regulations of the Securities and Exchange Commission and the PCAOB. We conducted our audits in accordance with the standards of the PCAOB. Those standards require that we plan and perform the audit to obtain reasonable assurance about whether the financial statements are free of material misstatement, whether due to error or fraud. Our audits included performing procedures to assess the risks of material misstatement of the financial statements, whether due to error or fraud, and performing procedures that respond to those risks. Such procedures included examining, on a test basis, evidence regarding the amounts and disclosures in the financial statements. Our audits also included evaluating the accounting principles used and significant estimates made by management, as well as evaluating the overall presentation of the financial statements. We believe that our audits provide a reasonable basis for our opinion. Critical Audit Matter The critical audit matter communicated below is a matter arising from the current-period audit of the financial statements that was communicated or required to be communicated to the audit committee and that (1) relates to accounts or disclosures that are material to the financial statements and (2) involved our especially challenging, subjective, or complex judgments. The communication of critical audit matters does not alter in any way our opinion on the financial statements, taken as a whole, and we are not, by communicating the critical audit matter below, providing a separate opinion on the critical audit matter or on the accounts or disclosures to which it relates. Business Combinations – Valuation of Intangible Assets Acquired — Refer to Footnotes 1, 2, and 9 to the financial statements Critical Audit Matter Description 43 Index to Consolidated Financial Statements In April 2021, the Company completed the acquisition of RentPath Holdings, Inc. (“RentPath”). The Company accounted for the acquisition under the acquisition method of accounting for business combinations. Accordingly, the purchase price was allocated to the assets acquired and liabilities assumed based on their respective estimated fair values, including identified intangible assets of $211 million that were composed of acquired trade names of $70 million, customer relationships of $80.5 million, and developed technology of $60.5 million. In estimating the fair values of the RentPath intangible assets, management utilized the following valuation methodologies: • • • Trade names – relief from royalty method under the income approach Customer relationships – multi-period excess earnings method Developed technology – replacement cost method Each method used for determining the estimated fair value of each intangible asset required management to make significant estimates and assumptions, as follows: trade names – selection of the revenue growth rate, royalty rate, and discount rate; customer relationships – selection of the discount rate and revenue growth rate; and, developed technology – number of months to recreate the underlying application. Given the significant judgments made by management to estimate the fair value of the identified intangible assets, performing audit procedures to evaluate the reasonableness of these estimates and assumptions described above required a high degree of auditor judgment and an increased extent of effort, including the need to involve our fair value specialists. How the Critical Audit Matter was Addressed in the Audit Our audit procedures related to the valuation methodologies, and the associated significant estimates and assumptions described above, included the following: • We tested the effectiveness of internal controls over the valuation of the intangible assets, including management’s controls over the selection of the significant estimates and assumptions described above. • We assessed the reasonableness of management’s estimates and assumptions included in the future revenue forecast and in the number of months to recreate the underlying platform by comparing the projections and other assumptions to historical results, or information, and certain peer companies. • We evaluated whether the key assumptions were consistent with evidence obtained in other areas of the audit. • With the assistance of fair value specialists, we evaluated the reasonableness of the (1) selection of valuation methodologies and (2) valuation assumptions such as discount rate and royalty rate, among others, by: ◦ ◦ ◦ ◦ Testing the source information underlying the determination of the valuation assumptions and testing the mathematical accuracy of the calculations. Evaluating the selected royalty rate against market data of comparable licensing agreements, as well as conducting quantitative assessments of the underlying profit split analysis. Developing a range of independent estimates for certain key assumptions such as the discount rate and long-term growth rate and comparing those to the valuation assumptions selected by management. Comparing the estimated weighted average return on assets, internal rate of return, and the weighted average cost of capital used in the valuation models and evaluating their consistency with one another. /s/ Deloitte & Touche LLP Seattle, Washington February 17, 2022 We have served as the Company's auditor since 2013. 44 Index to Consolidated Financial Statements REPORT OF INDEPENDENT REGISTERED PUBLIC ACCOUNTING FIRM To the stockholders and the Board of Directors of Redfin Corporation Opinion on Internal Control over Financial Reporting We have audited the internal control over financial reporting of Redfin Corporation and subsidiaries (the “Company”) as of December 31, 2021, based on criteria established in Internal Control — Integrated Framework (2013) issued by the Committee of Sponsoring Organizations of the Treadway Commission (COSO). In our opinion, the Company maintained, in all material respects, effective internal control over financial reporting as of December 31, 2021, based on criteria established in Internal Control — Integrated Framework (2013) issued by COSO. We have also audited, in accordance with the standards of the Public Company Accounting Oversight Board (United States) (PCAOB), the consolidated financial statements as of and for the year ended December 31, 2021, of the Company and our report dated February 17, 2022, expressed an unqualified opinion on those financial statements. As described in Management’s Report on Internal Control over Financial Reporting, management excluded from its assessment the internal control over financial reporting at RentPath Holdings, Inc (“RentPath”), which was acquired on April 2, 2021, and whose financial statements constitute 3.1% of total assets (after excluding goodwill and intangible assets which were integrated with the Company’s systems and control environment), 6.3% of revenues, and 39.3% of net loss of the consolidated financial statement amounts as of and for the year ended December 31, 2021. Accordingly, our audit did not include the internal control over financial reporting at RentPath. Basis for Opinion The Company’s management is responsible for maintaining effective internal control over financial reporting and for its assessment of the effectiveness of internal control over financial reporting, included in the accompanying Management's Report on Internal Control Over Financial Reporting. Our responsibility is to express an opinion on the Company’s internal control over financial reporting based on our audit. We are a public accounting firm registered with the PCAOB and are required to be independent with respect to the Company in accordance with the U.S. federal securities laws and the applicable rules and regulations of the Securities and Exchange Commission and the PCAOB. We conducted our audit in accordance with the standards of the PCAOB. Those standards require that we plan and perform the audit to obtain reasonable assurance about whether effective internal control over financial reporting was maintained in all material respects. Our audit included obtaining an understanding of internal control over financial reporting, assessing the risk that a material weakness exists, testing and evaluating the design and operating effectiveness of internal control based on the assessed risk, and performing such other procedures as we considered necessary in the circumstances. We believe that our audit provides a reasonable basis for our opinion. Definition and Limitations of Internal Control over Financial Reporting A company’s internal control over financial reporting is a process designed to provide reasonable assurance regarding the reliability of financial reporting and the preparation of financial statements for external purposes in accordance with generally accepted accounting principles. A company’s internal control over financial reporting includes those policies and procedures that (1) pertain to the maintenance of records that, in reasonable detail, accurately and fairly reflect the transactions and dispositions of the assets of the company; (2) provide reasonable assurance that transactions are recorded as necessary to permit preparation of financial statements in accordance with generally accepted accounting principles, and that receipts and expenditures of the company are being made only in accordance with authorizations of management and directors of the company; and (3) provide reasonable assurance regarding prevention or timely detection of unauthorized acquisition, use, or disposition of the company’s assets that could have a material effect on the financial statements. 45 Index to Consolidated Financial Statements Because of its inherent limitations, internal control over financial reporting may not prevent or detect misstatements. Also, projections of any evaluation of effectiveness to future periods are subject to the risk that controls may become inadequate because of changes in conditions, or that the degree of compliance with the policies or procedures may deteriorate. /s/ Deloitte & Touche LLP Seattle, Washington February 17, 2022 46 Index to Consolidated Financial Statements Redfin Corporation and Subsidiaries Consolidated Balance Sheets (in thousands, except share and per share amounts) Assets Current assets Cash and cash equivalents Restricted cash Short-term investments Accounts receivable, net of allowances for credit losses of $1,298 and $160 Inventory Loans held for sale Prepaid expenses Other current assets Total current assets Property and equipment, net Right-of-use assets, net Long-term investments Goodwill Intangible assets, net Other assets, noncurrent Total assets Liabilities, mezzanine equity, and stockholders' equity Current liabilities Accounts payable Accrued and other liabilities Warehouse credit facilities Secured revolving credit facility Convertible senior notes, net Lease liabilities Total current liabilities Lease liabilities, noncurrent Convertible senior notes, net, noncurrent Payroll tax liabilities, noncurrent Deferred tax liabilities Total liabilities Commitments and contingencies (Note 8) Series A convertible preferred stock—par value $0.001 per share; 10,000,000 shares authorized; 40,000 and 40,000 shares issued and outstanding at December 31, 2021 and 2020, respectively Stockholders’ equity Common stock—par value $0.001 per share; 500,000,000 shares authorized; 106,308,767 and 103,000,594 shares issued and outstanding at December 31, 2021 and 2020, respectively Additional paid-in capital Accumulated other comprehensive (loss) income Accumulated deficit Total stockholders’ equity December 31, 2021 2020 $ 591,003 $ 127,278 33,737 69,594 358,221 35,759 22,948 7,524 925,276 20,544 131,561 54,719 49,158 42,539 12,131 4,898 $ $ 1,246,064 1,240,826 58,671 54,200 54,828 409,382 185,929 12,898 43,988 44,149 11,922 9,186 1,830 8,619 2,021,972 $ 1,360,520 12,546 $ 118,122 33,043 199,781 23,280 15,040 401,812 55,222 1,214,017 — 1,201 1,672,252 5,644 82,644 39,029 23,949 22,482 11,973 185,721 49,339 488,268 6,812 — 730,140 39,868 39,823 106 682,084 (174) (372,164) 309,852 103 860,556 211 (270,313) 590,557 Total liabilities, mezzanine equity, and stockholders’ equity $ 2,021,972 $ 1,360,520 See Notes to the consolidated financial statements. 47 Index to Consolidated Financial Statements Redfin Corporation and Subsidiaries Consolidated Statements of Comprehensive Loss (in thousands, except share and per share amounts) Revenue Service Product Total revenue Cost of revenue Service Product Total cost of revenue Gross profit Operating expenses Technology and development Marketing General and administrative Total operating expenses (Loss) income from operations Interest income Interest expense Income tax benefit Other income (expense), net Net loss Dividends on convertible preferred stock Net loss attributable to common stock—basic and diluted Net loss per share attributable to common stock—basic and diluted Weighted-average shares used to compute net loss per share attributable to common stock—basic and diluted Net loss Other comprehensive income Foreign currency translation adjustments Unrealized gain on available-for-sale securities Year Ended December 31, 2021 2020 2019 $ 1,042,112 $ 674,345 $ 880,653 1,922,765 648,660 870,285 1,518,945 403,820 156,718 138,740 218,315 513,773 (109,953) 635 211,748 886,093 437,484 216,499 653,983 232,110 84,297 54,881 92,140 231,318 792 2,074 (11,762) (19,495) 6,107 5,360 — (1,898) 539,288 240,508 779,796 390,504 245,189 635,693 144,103 69,765 76,710 76,874 223,349 (79,246) 7,146 (8,928) — 223 $ $ $ (109,613) $ (18,527) $ (80,805) (7,269) (4,454) (116,882) $ (22,981) $ (1.12) $ (0.23) $ — (80,805) (0.88) 104,683,460 98,574,529 91,583,533 $ (109,613) $ (18,527) $ (80,805) 6 379 (3) 172 33 9 Comprehensive loss $ (109,228) $ (18,358) $ (80,763) See Notes to the consolidated financial statements. 48 Index to Consolidated Financial Statements Redfin Corporation and Subsidiaries Consolidated Statements of Cash Flows (in thousands) Operating Activities Net loss Adjustments to reconcile net loss to net cash (used in) provided by operating activities: Depreciation and amortization Stock-based compensation Amortization of debt discount and issuance costs Non-cash lease expense Impairment costs Loss on repurchases and conversions of convertible senior notes Net loss (gain) on IRLCs, forward sales commitments, and loans held for sale Other Change in assets and liabilities: Accounts receivable, net Inventory Prepaid expenses and other assets Accounts payable Accrued and other liabilities, deferred tax liabilities, and payroll tax liabilities, noncurrent Lease liabilities Origination of loans held for sale Proceeds from sale of loans originated as held for sale Net cash (used in) provided by operating activities Investing activities Purchases of property and equipment Purchases of investments Sales of investments Maturities of investments Cash paid for acquisition Net cash used in investing activities Financing activities Proceeds from the issuance of convertible preferred stock, net of issuance costs Proceeds from the issuance of common stock, net of issuance costs Proceeds from the issuance of common stock pursuant to employee equity plans Tax payments related to net share settlements on restricted stock units Borrowings from warehouse credit facilities Repayments to warehouse credit facilities Borrowings from secured revolving credit facility Repayments to secured revolving credit facility Cash paid for secured revolving credit facility issuance costs Proceeds from issuance of convertible senior notes, net of issuance costs Purchases of capped calls related to convertible senior notes Payments for repurchases and conversions of convertible senior notes Principal payments under finance lease obligations Other financing payables Net cash provided by financing activities Effect of exchange rate changes on cash, cash equivalents, and restricted cash Year Ended December 31, 2021 2020 2019 $ (109,613) $ (18,527) $ (80,805) 46,906 54,722 4,989 11,630 — — 815 (4,227) (7,149) (309,063) (12,248) 3,059 25,791 (13,268) (986,982) 993,070 (301,568) (27,492) (146,274) 98,687 106,773 (608,000) (576,306) — — 22,772 (27,066) 942,993 (948,979) 624,828 (448,996) (527) 561,529 (62,647) (2,159) (796) (10,611) 650,341 (6) 14,564 36,973 12,038 9,204 2,063 4,634 (1,921) (349) (35,496) 25,432 2,333 2,086 39,092 (11,312) (677,310) 657,763 61,267 (14,686) (198,172) 7,887 147,852 — 9,230 27,814 6,385 6,940 — — (493) (662) (3,861) (51,896) (3,293) (394) 7,422 (7,209) (395,354) 378,566 (107,610) (15,533) (136,265) 11,486 24,400 — (57,119) (115,912) 39,801 69,701 21,072 (16,852) 662,278 (644,551) 89,619 (70,115) (4) 647,486 — (108,061) (221) 4,074 694,227 (3) — — 16,107 (5,126) 388,586 (372,017) 4,444 — (922) — — — (72) 883 31,883 32 Net change in cash, cash equivalents, and restricted cash (227,539) 698,372 (191,607) Cash, cash equivalents, and restricted cash: Beginning of period End of period Supplemental disclosure of cash flow information 49 945,820 247,448 $ 718,281 $ 945,820 $ 439,055 247,448 Index to Consolidated Financial Statements Cash paid for interest Non-cash transactions $ 7,592 $ 4,958 $ 2,460 Stock-based compensation capitalized in property and equipment Property and equipment additions in accounts payable and accrued and other liabilities Leasehold improvements paid directly by lessor Issuance of common stock for repurchases and conversions of convertible senior notes 4,059 659 1,334 — 2,348 1,682 37 98,397 1,280 223 6,230 — Reconciliation of cash, cash equivalents, and restricted cash Cash and cash equivalents Restricted cash Total cash, cash equivalents, and restricted cash As of December 31, 2021 2020 2019 $ $ 591,003 $ 925,276 $ 127,278 20,544 718,281 $ 945,820 $ 234,679 12,769 247,448 See Notes to the consolidated financial statements. 50 Index to Consolidated Financial Statements Redfin Corporation and Subsidiaries Consolidated Statements of Changes in Mezzanine Equity and Stockholders’ Equity (in thousands, except share amounts) 51 Index to Consolidated Financial Statements Series A Convertible Preferred Stock Common Stock Shares Amount Shares Amount Balance, December 31, 2018 Issuance of common stock pursuant to employee stock purchase program Issuance of common stock pursuant to exercise of stock options Issuance of common stock pursuant to settlement of restricted stock units Common stock surrendered for employees' tax liability upon settlement of restricted stock units Stock-based compensation Other comprehensive income Net loss Balance, December 31, 2019 Issuance of convertible preferred stock, net Issuance of common stock as dividend on convertible preferred stock Issuance of common stock, net Equity component of convertible senior notes, net Issuance of common stock pursuant to employee stock purchase program Issuance of common stock pursuant to exercise of stock options Issuance of common stock pursuant to settlement of restricted stock units Common stock surrendered for employees' tax liability upon settlement of restricted stock units Issuance of common stock in connection with repurchase of convertible senior notes Issuance of common stock in connection with conversion of convertible senior notes Stock-based compensation Other comprehensive income Net loss Balance, December 31, 2020 Issuance of convertible preferred stock, net Issuance of common stock as dividend on convertible preferred stock Issuance of common stock pursuant to employee stock purchase program Issuance of common stock pursuant to exercise of stock options Issuance of common stock pursuant to settlement of restricted stock units Common stock surrendered for employees' tax liability upon settlement of restricted stock units Cumulative-effect adjustment from accounting changes Purchases of capped calls related to convertible senior notes Issuance of common stock in connection with conversion of convertible senior notes Stock-based compensation Other comprehensive loss Net loss Balance, December 31, 2021 93,001,597 $ 93 $ 583,097 $ (251,786) $ 42 $ 331,446 — $ — — — — — — — — $ — — — — — — — — — 40,000 39,823 90,151,341 $ 490,717 1,666,162 966,037 (272,660) — — — — — — — — — — — — — — — — 61,280 4,484,305 — 320,609 2,011,938 1,490,506 (439,131) — — — — — — — — 2,056,180 — — — — 13,310 — — — Additional Paid-in Capital 90 $ 542,829 $ Accumulated Deficit Accumulated Other Comprehensive Income (Loss) Total Stockholders' Equity (170,981) $ — $ 371,938 — 2 1 — — — — 6,732 9,568 (1) (5,126) 29,095 — — — — — — — — (80,805) — — — — — 42 — 6,732 9,570 — (5,126) 29,095 42 (80,805) — — 4 — — 2 2 — 2 — — — — — — 69,697 165,257 8,174 12,703 (2) (16,852) (701) (138) 39,321 — — — — — — — — — — — — — — (18,527) — — — — — — — — — — — 169 — — — 69,701 165,257 8,174 12,705 — (16,852) (699) (138) 39,321 169 (18,527) 40,000 $ 39,823 103,000,594 $ 103 $ 860,556 $ (270,313) $ 211 $ 590,557 — — — — — — — — — — — — 45 — — — — — — — — — — — — 122,560 334,248 1,709,324 1,559,425 — — — 2 2 — — 13,787 8,978 (2) (458,152) (1) (27,066) — — 40,768 — — — — — — — — — (170,240) (62,647) (63) 58,781 — — — — — — — — 7,762 — — — — (109,613) — — — — — — — — — — (385) — — — 13,787 8,980 — (27,067) (162,478) (62,647) (63) 58,781 (385) (109,613) 40,000 $ 39,868 106,308,767 $ 106 $ 682,084 $ (372,164) $ (174) $ 309,852 52 Index to Consolidated Financial Statements See Notes to the consolidated financial statements. 53 Index to Consolidated Financial Statements Index to Notes to Consolidated Financial Statements Note 1: Note 2: Note 3: Note 4: Note 5: Note 6: Note 7: Note 8: Note 9: Note 10: Note 11: Note 12: Note 13: Note 14: Note 15: Note 16: Description of Business and Summary of Significant Accounting Policies Business Combinations Segment Reporting and Revenue Financial Instruments Inventory Property and Equipment Leases Commitments and Contingencies Acquired Intangible Assets and Goodwill Accrued and Other Liabilities Mezzanine Equity Equity and Equity Compensation Plans Net Loss per Share Attributable to Common Stock Income Taxes Debt Subsequent Events Page 55 63 65 66 70 71 71 72 74 75 75 76 79 80 83 86 54 Index to Notes Redfin Corporation and Subsidiaries Notes to Consolidated Financial Statements (in thousands, except share and per share amounts) Note 1: Description of Business and Summary of Significant Accounting Policies Description of Business—Redfin Corporation was incorporated in October 2002 and is headquartered in Seattle, Washington. We operate an online real estate marketplace and provide real estate services, including assisting individuals in the purchase or sale of their home. We also provide title and settlement services, originate and sell mortgages, and buy and sell homes directly from homeowners. In addition, we use digital platforms to connect consumers with rental properties. We have operations located in multiple states across the United States and certain provinces in Canada. Basis of Presentation—The consolidated financial statements and accompanying notes have been prepared in accordance with generally accepted accounting principles in the United States of America (“GAAP”). Certain amounts presented in the prior period consolidated balance sheets have been reclassified to conform to the current period financial statement presentation. The change in classification does not affect previously reported total assets, total liabilities, mezzanine equity, or stockholders' equity in the consolidated balance sheets. Additionally, amounts presented in the prior period consolidated statements of cash flows have been reclassified to conform to the current period financial statement presentation. The change in classification does not affect previously reported cash flows from operating activities, investing activities, or financing activities in the consolidated statements of cash flows. Principles of Consolidation—The consolidated financial statements include the accounts of Redfin and its wholly owned subsidiaries, including those entities in which we have a variable interest and of which we are the primary beneficiary. Intercompany transactions and balances have been eliminated. Certain Significant Risks and Business Uncertainties—We operate in the residential real estate industry and are a technology-focused company. Accordingly, we are affected by a variety of factors that could have a significant negative effect on our future financial position, results of operations, and cash flows. These factors include: negative macroeconomic factors affecting the health of the U.S. residential real estate industry, the impact of COVID-19 on the residential real estate industry, negative factors disproportionately affecting markets where we derive most of our revenue, intense competition in the U.S. residential real estate industry, our inability to maintain or improve our technology offerings, our failure to obtain and provide comprehensive and accurate real estate listings, errors or inaccuracies in the business data that we rely on to make decisions, and our inability to attract homebuyers and home sellers to our website and mobile application. Use of Estimates—The preparation of consolidated financial statements, in conformity with GAAP, requires our management to make estimates and assumptions that affect the reported amounts of assets and liabilities and results of operations during the respective periods. Our estimates include, but are not limited to, valuation of deferred income taxes, stock-based compensation, net realizable value of inventory, capitalization of website and software development costs, the incremental borrowing rate for the determination of the present value of lease payments, recoverability of intangible assets with finite lives, fair value of our mortgage loans held for sale, fair value of reporting units for purposes of allocating and evaluating goodwill for impairment, current expected credit losses on certain financial assets, and fair value of assets acquired and liabilities assumed in connection with our acquisition of RentPath. The amounts ultimately realized from the affected assets or ultimately recognized as liabilities will depend on, among other factors, general business conditions and could differ materially in the near term from the carrying amounts reflected in the consolidated financial statements. Cash and Cash Equivalents—We consider all highly liquid investments originally purchased by us with original maturities of three months or less at the date of purchase to be cash equivalents. Restricted Cash—Restricted cash primarily consists of cash that is specifically designated to repay borrowings under warehouse credit facilities and the secured revolving credit facility. As of December 31, 2021, our restricted cash balance included $84,210 of deposits that were in excess of the amounts required as repayment under our secured revolving credit facility agreement but were legally restricted as to withdrawal as of December 31, 2021. These funds were disbursed to us in January 2022 and subsequently transferred to cash and cash equivalents in January 2022. 55 Index to Notes Accounts Receivable, Net and Allowance for Credit Losses—We have three material classes of receivables: (i) real estate services receivables, (ii) receivables from the sale of homes through our properties business, and (iii) receivables from customers in relation to our rentals business. Accounts receivable related to these classes represent closed transactions for which cash has not yet been received. The majority of our transactions are processed through escrow and collectibility is not a significant risk. For transactions not directly processed through escrow, we establish an allowance for expected credit losses based on historical experience of collectibility, current external economic conditions that may affect collectibility, and current or expected changes to the regulatory environment in which we operate our businesses. We evaluate for changes in credit quality indicators on an annual basis or in the event of a material economic event or material change in the regulatory environment in which we operate. Investments—We have two types of investments: (i) investments in marketable securities that are available to support our operational needs, which are included in our consolidated balance sheets as short-term and long-term investments, and (ii) equity investments reported at fair value, which are included in our consolidated balance sheet as short-term investments. Marketable Securities Our short-term and long-term investments consist primarily of U.S. treasury securities, including inflation protected securities, and other federal or local government issued securities. Available-for-sale debt securities are recorded at fair value, and unrealized holding gains and losses are recorded as a component of accumulated other comprehensive (loss) income. Securities with maturities of one year or less and those identified by management at the time of purchase to be used to fund operations within one year are classified as short-term. All other securities are classified as long-term. We evaluate our available-for-sale debt securities, both ones classified as cash equivalents and as investments, for expected credit losses on a quarterly basis. An expected credit loss reserve is charged against the fair value of an available-for-sale debt security when it is identified, with a credit loss charged against net earnings. We review factors to determine whether an expected credit loss exists based on credit quality indicators, such as the extent to which the fair value as of the reporting date is less than the amortized cost basis, present value of cash flows expected to be collected, the financial condition and prospects of the issuer, adverse conditions specifically related to the security, and any changes to the credit rating of the security by a rating agency. Realized gains and losses are accounted for using the specific identification method. Purchases and sales are recorded on a trade date basis. Fair Value—We account for certain assets and liabilities at fair value. Fair value is defined as the exchange price that would be received for an asset or an exit price paid to transfer a liability in the principal or most advantageous market for the asset or liability in an orderly transaction between market participants on the measurement date. Valuation techniques used to measure fair value must maximize the use of observable inputs and minimize the use of unobservable inputs. The current accounting guidance for fair value measurements defines a three-level valuation hierarchy for disclosures as follows: Level 1—Unadjusted quoted prices in active markets for identical assets or liabilities. Level 2—Inputs other than quoted prices included within Level 1 that are observable, unadjusted quoted prices in markets that are not active, or other inputs that are observable such as quoted prices for similar assets or liabilities in active markets, or can be corroborated by observable market data. Level 3—Unobservable inputs that are supported by little or no market activity and require us to develop our own assumptions. The categorization of a financial instrument within the valuation hierarchy is based upon the lowest level of input that is significant to the fair value measurement. Our financial instruments consist of Level 1, Level 2, and Level 3 assets and liabilities. Concentration of Credit Risk—Financial instruments that potentially subject us to concentrations of credit risk are primarily cash and cash equivalents and investments. We generally place our cash and cash equivalents and investments with major financial institutions we deem to be of high-credit-quality in order to limit our credit exposure. We maintain our cash accounts with financial institutions where deposits exceed federal insurance limits. 56 Index to Notes Inventory—Our inventory represents homes purchased with the intent of resale and are accounted for under the specific identification method. Direct home acquisition and improvement costs are capitalized and tracked directly with each specific home. Homes are stated in inventory at cost and are reviewed on a home by home basis. If a home's estimated market value is less than the inventory cost then the home is written down to net realizable value. We classify inventory into three categories: homes for sale, homes not available for sale, and homes under improvement. Homes for sale represent homes that are currently listed on the market for sale. Homes not available for sale are generally recently purchased homes that have been temporarily rented back to the prior owner and are not listed on the market for sale. The rental period is typically less than 30 days. Homes under improvement are homes that are in the process of being prepared to be listed for sale. Variable Interest Entities—In connection with establishing a secured revolving credit facility to support the financing of homes that it purchases, RedfinNow formed a special purpose entity called RedfinNow Borrower, which is a wholly owned subsidiary of Redfin Corporation. We have determined that RedfinNow Borrower is a variable interest entity (“VIE”) and that we are the primary beneficiary of the variable interest in RedfinNow Borrower based on our power to direct the activities that most significantly impact the economic outcomes of the entity through our role in designing the entity and managing the homes purchased and sold by the entity. We have a potentially significant variable interest in the entity based upon our equity interest held in the VIE. As we have concluded that we are the primary beneficiary, we have included the accounts of the VIE in our consolidated financial statements. The lender of the secured revolving credit facility does not have recourse against the general credit of the primary beneficiary beyond the circumstances disclosed in Note 15. See Note 15 for a summary of the secured revolving credit facility, including outstanding borrowings associated with the VIE and related collateral. Loans Held for Sale—Redfin Mortgage, a wholly owned subsidiary of Redfin Corporation, originates residential mortgage loans. We have elected the fair value option for all loans held for sale and record these loans at fair value. Gains and losses from changes in fair value and direct loan origination fees and costs are recognized in net gain on loans held for sale. The fair value of loans held for sale is in excess of the contractual principal amounts by $660 and $1,353, respectively, as of December 31, 2021 and December 31, 2020. The mortgage loans we originate are intended to be sold in the secondary mortgage market within a short period of time following origination. Mortgage loans held for sale primarily consist of single-family residential loans collateralized by the underlying home. Mortgage loans held for sale are recorded at fair value based on either sale commitments or current market quotes for mortgage loans with similar characteristics. Interest income earned or expense incurred on loans held for sale is captured as a component of income from operations. Other Current Assets—Other current assets consist primarily of miscellaneous non-trade receivables and interest rate lock commitments from mortgage origination operations (see Derivative Instruments below). Derivative Instruments—Redfin Mortgage is party to IRLCs with customers resulting from mortgage origination operations. IRLCs for single-family mortgage loans that Redfin Mortgage intends to sell are considered free-standing derivatives. All free-standing derivatives are required to be recorded on our consolidated balance sheets at fair value. Since Redfin Mortgage can terminate a loan commitment if the borrower does not comply with the terms of the contract, and some loan commitments may expire without being drawn upon, these commitments do not necessarily represent future cash requirements. Interest rate risk related to the residential mortgage loans held for sale and IRLCs is offset using forward sales commitments. We manage this interest rate risk through the use of forward sales commitments on both a best efforts whole loans basis and on a mandatory basis. Forward sales commitments entered into on a mandatory basis are done through the use of commitments to sell mortgage-backed securities. We do not enter into or hold derivatives for trading or speculative purposes. Changes in the fair value of IRLCs and forward sales commitments are recognized as revenue, and the fair values are reflected in other current assets and accrued and other liabilities, as applicable. We estimate the fair value of an IRLC based on current market quotes for mortgage loans with similar characteristics, net of origination costs and fees adjusting for the probability that the mortgage loan will not fund according to the terms of commitment (referred to as a pull- through factor). The fair value measurements of our forward sales commitments use prices quoted directly to us from our counterparties. 57 Index to Notes Property and Equipment—Property and equipment is recorded at cost and depreciated using the straight-line method over the estimated useful lives. Depreciation and amortization is included in cost of revenue, marketing, technology and development, and general and administrative and is allocated based on estimated usage for each class of asset. Leasehold improvements are amortized over the shorter of the lease term or the estimated useful life of the related asset. Upon retirement or sale, the cost of assets disposed of and the related accumulated depreciation are removed from the accounts, and any resulting gain or loss is reflected in the consolidated statements of operations. Repair and maintenance costs are expensed as incurred. Costs incurred in the preliminary stages of website and software development are expensed as incurred. Once an application has reached the development stage, direct internal and external costs relating to upgrades or enhancements that meet the capitalization criteria are capitalized in property and equipment and amortized on a straight-line basis over their estimated useful lives. Maintenance and enhancement costs (including those costs in the post-implementation stages) are typically expensed as incurred, unless such costs relate to substantial upgrades and enhancements to the websites (or software) that result in added functionality, in which case the costs are capitalized. Capitalized software development activities placed in service are amortized over the expected useful lives of those releases. We view capitalized software costs as either internal use, or market and product expansion. Currently, internal use and expansion useful lives are estimated at two to three years. Estimated useful lives of website and software development activities are reviewed annually, or whenever events or changes in circumstances indicate that intangible assets may be impaired, and adjusted as appropriate to reflect upcoming development activities that may include significant upgrades or enhancements to the existing functionality. Intangible Assets—Intangible assets are finite lived and mainly consist of trade names, developed technology, and customer relationships and are amortized over their estimated useful lives ranging from three to ten years. The useful lives were determined by estimating future cash flows generated by the acquired intangible assets. Fair values are derived by applying various valuation methodologies including the income approach and cost approach, using critical estimates and assumptions that include the revenue growth rate, royalty rate, discount rate, and cost to replace. Impairment of Long-Lived Assets—Long-lived assets are reviewed for impairment whenever events or changes in circumstances indicate that the carrying amount of such assets may not be recoverable. Recoverability of assets to be held and used is measured first by a comparison of the carrying amount of an asset to future undiscounted net cash flows expected to be generated by the asset. If such asset were considered to be impaired, an impairment loss would be recognized in the amount by which the carrying value of the asset exceeds its fair value. To date, no such impairment has occurred. Goodwill—Goodwill represents the excess of the purchase price over the fair value of the net tangible assets and identifiable intangible assets acquired in a business combination. Goodwill is not amortized, but is subject to impairment testing. We assess the impairment of goodwill on an annual basis, during the fourth quarter, or whenever events or changes in circumstances indicate that goodwill may be impaired. We perform impairment tests of goodwill at our reporting unit level. In order to test for goodwill impairment, we compare fair value of the reporting unit to its carrying value, including goodwill. If the fair value of the reporting unit is less than its carrying amount, goodwill is written down for the amount by which the carrying amount exceeds the reporting unit's fair value. However, the loss recognized cannot exceed the carrying amount of goodwill. We use discounted cash flow models and market data of comparable guideline companies to determine the fair value of a reporting unit. The assumptions used in these models are consistent with those we believe a market participant would use. We have the option to perform a qualitative assessment of goodwill rather than completing the impairment test. We consider macroeconomic conditions, industry and market considerations, cost factors, overall financial performance, other relevant entity-specific events, potential events affecting the reporting units, and changes in the fair value of our common stock. We must assess whether it is more likely than not that the fair value of the reporting unit is less than its carrying amount. If we conclude this is the case, we must perform the testing discussed above. Otherwise, we do not need to perform any further assessment. See Note 9 for more information. 58 Index to Notes The aggregate carrying value of goodwill was $409,382 and $9,186 at December 31, 2021 and 2020, respectively. There have been no accumulated impairments to goodwill. Other Assets, Noncurrent—Other assets consists primarily of leased building security deposits and the noncurrent portion of prepaid assets. Leases—The extent of our lease commitments consists of operating leases for physical office locations with original terms ranging from one to 11 years and finance leases for vehicles with terms of four years. We have accounted for the portfolio of leases by disaggregation based on the nature and term of the lease. Generally, the leases require a fixed minimum rent with contractual minimum rent increases over the term of the lease. Leases with an initial term of twelve months or less are not recorded in the consolidated balance sheets, but rather lease expense is recognized on a straight-line basis over the term of the lease. When available, the rate implicit in the lease to discount lease payments to present value would be used; however, none of our significant leases as of December 31, 2021 provide a readily determinable implicit rate. Therefore, we must estimate our incremental borrowing rate for each portfolio of leases to discount the lease payments based on information available at lease commencement. We have evaluated the performance of existing leases in relation to our leasing strategy and have determined that most renewal options would not be reasonably certain to be exercised. The right-of-use asset and related lease liability are determined based on the lease component of the consideration in each lease contract. We have evaluated our lease portfolio for appropriate allocation of the consideration in the lease contracts between lease and nonlease components based on standalone prices and determined the allocation per the contracts to be appropriate. Mezzanine Equity—We have issued convertible preferred stock that we have determined is a financial instrument with both equity and debt characteristics and is classified as mezzanine equity in our consolidated financial statements. The instrument was initially recognized at fair value net of issuance costs. We reassess whether the instrument is currently redeemable or probable to become redeemable in the future as of each reporting date, in which, if the instrument meets either criteria, we will accrete the carrying value to the redemption value based on the effective interest method over the remaining term. To assess classification, we review all features of the instrument, including mandatory redemption features and conversion features that may be substantive. All financial instruments that are classified as mezzanine equity are evaluated for embedded derivative features by evaluating each feature against the nature of the host instrument (e.g. more equity-like or debt-like). Features identified as embedded derivatives that are material are recognized separately as a derivative asset or liability in the consolidated financial statements. We have evaluated our convertible preferred stock and determined that its nature is that of an equity host and no material embedded derivatives exist that would require bifurcation on our consolidated balance sheets. See Note 11 for more information. Foreign Currency Translation—Our international operations generally use their local currency as their functional currency. Assets and liabilities are translated at exchange rates in effect at the balance sheet date. Income and expense accounts are translated at the average monthly exchange rates during the year. Resulting translation adjustments are reported as a component of other comprehensive income and recorded in accumulated other comprehensive (loss) income on our consolidated balance sheets. Income Taxes—Income taxes are accounted for using an asset and liability approach that requires the recognition of deferred tax assets and liabilities for the expected future tax consequences of temporary differences between the consolidated balance sheets and tax bases of assets and liabilities at the applicable enacted tax rates. We establish a valuation allowance for deferred tax assets if it is more likely than not that these items will expire before we are able to realize their benefits or if future deductibility is uncertain. 59 Index to Notes We account for uncertainty in income taxes in accordance with ASC 740, Income Taxes. Tax positions are evaluated utilizing a two-step process, whereby we first determine whether it is more likely than not that a tax position will be sustained upon examination by the tax authority, including resolutions of any related appeals or litigation processes, based on technical merit. If a tax position meets the more-likely-than-not recognition threshold, it is then measured to determine the amount of benefit to recognize in the financial statements. The tax position is measured as the largest amount of benefit that is greater than 50% likely to be realized upon ultimate settlement. Subsequent adjustments to amounts previously recorded impact the financial statements in the period during which the changes are identified. We recognize interest and penalties related to unrecognized tax benefits as income tax expense. Convertible Senior Notes—In accounting for the issuance of our convertible senior notes, we treat the instrument wholly as a liability, in accordance with the adoption of ASU 2020-06, Debt—Debt with Conversion and Other Options (Subtopic 470-20) and Derivatives and Hedging—Contracts in Entity's Own Equity (Subtopic 815-40): Accounting for Convertible Instruments and Contracts in an Entity's Own Equity ("ASU 2020-06"). Issuance costs are amortized to expense over the respective term of the convertible senior notes. For conversions prior to the maturity of the notes, we will settle using cash, shares of our common stock, or a combination of cash and shares of our common stock, at our election. The carrying amount of the instrument (including unamortized debt issuance costs) is reduced by cash and other assets transferred, with the difference reflected as a reduction to additional paid-in capital. The indentures governing our convertible senior notes allow us, under certain circumstances, to irrevocably fix our method for settling conversions of the applicable notes by giving notice to the noteholders. Our election to irrevocably fix the settlement method could affect the calculation of diluted earnings per share when applicable. We have no plans to exercise our rights to fix the settlement method. Revenue Recognition—We generate revenue primarily from commissions and fees charged on each real estate services transaction closed by our lead agents or partner agents, from the sale of homes, and from subscription-based product offerings for our rentals business. Our key revenue components are brokerage revenue, partner revenue, properties revenue, rentals revenue, mortgage revenue, and other revenue. We have utilized the allowable practical expedient in the accounting guidance and elected not to capitalize costs related to obtaining contracts with customers with durations of less than one year. We do not have significant remaining performance obligations. Revenue earned but not received is recorded as accrued revenue in accounts receivable on our consolidated balance sheets, net of an allowance for credit losses. Accrued revenue consisting of commission revenue is known and is clearing escrow, and therefore it is not estimated. Nature and Disaggregation of Revenue Real Estate Services Revenue Brokerage Revenue—Brokerage revenue includes our offer and listing services, where our lead agents represent homebuyers and home sellers. We recognize commission-based brokerage revenue upon closing of a brokerage transaction, less the amount of any commission refunds, closing-cost reductions, or promotional offers that may result in a material right. The transaction price is generally calculated by taking the agreed upon commission rate and applying that to the home's selling price. Brokerage revenue primarily contains a single performance obligation that is satisfied upon the closing of a transaction, at which point the entire transaction price is earned. We are not entitled to any commission until the performance obligation is satisfied and are not owed any commission for unsuccessful transactions, even if services have been provided. In conjunction with providing offering and listing services to our customers, we may offer promotional pricing or additional discounts on future services. This results in a material right to our customers and represents an additional performance obligation, for which the transaction price is allocated based on standalone selling prices. Amounts allocated to a promise to provide future listing or offering services at a significant discount are initially recorded as contract liabilities. Our promotional pricing and additional discounts have not resulted in a material impact to timing of revenue recognition. The balance of the corresponding contract liabilities are included in accrued and other liabilities on our consolidated balance sheets. See Note 10 for more information. 60 Index to Notes Partner Revenue—Partner revenue consists of fees paid to us from partner agents or under other referral agreements, less the amount of any payments we make to homebuyers and home sellers. We recognize these fees as revenue on the closing of a transaction. The transaction price is a fixed percentage of the partner agent's commission. The partner agent or other entity related to our referral agreements directly remits the referral fee revenue to us. We are neither entitled to referral fee revenue, nor is our performance obligation satisfied, until the related referred home's sale closes. Properties Revenue Properties Revenue—Properties revenue consists of revenue earned when we sell homes that we previously bought directly from homeowners. Properties revenue is recorded at closing on a gross basis, representing the sales price of the home. Our contracts with customers contain a single performance obligation that is satisfied upon a transaction closing. We do not offer warranties for sold homes, and there are no continuing performance obligations following the transaction close date. Rentals Revenue Rentals Revenue—Rentals revenue is primarily composed of subscription-based product offerings for internet listing services, as well as lead management and digital marketing solutions. Rentals revenue is recorded as a component of service revenue in our consolidated statements of comprehensive loss. Revenue is recognized upon transfer of control of promised service to customers over time in an amount that reflects the consideration we expect to receive in exchange for those services. Revenues from subscription-based services are recognized on a straight-line basis over the term of the contract, which generally have a term of less than one year. Revenue is presented net of sales allowances, which are not material. The transaction price for a contract is generally determined by the stated price in the contract, excluding any related sales taxes. We enter into contracts that can include various combinations of subscription services, which are capable of being distinct and accounted for as separate performance obligations. We allocate the transaction price to each performance obligation in the contract on a relative stand-alone selling price basis. Generally, the combinations of subscription services are fulfilled concurrently and are co-terminus. Our rentals contracts do not contain any refund provisions other than in the event of our non-performance or breach. Mortgage Revenue Mortgage Revenue—Mortgage revenue includes fees earned from mortgage origination services. Mortgage revenue is recognized (1) when an interest rate lock commitment is made to a customer, adjusted for a pull-through percentage, (2) for origination fees, when the purchase or refinance of a loan is complete, and (3) when the fair value of our interest rate lock commitments, forward sale commitments, and loans held for sale are recorded at current market quotes. Mortgage origination services are not subject to the guidance in ASC 606, Revenue from Contracts with Customers, as the scope of the standard does not apply to revenue on contracts accounted for under ASC 860 Transfers and Servicing. Other Revenue Other Revenue—Other services revenue includes fees earned from title settlement services, Walk Score data services, and advertising. Substantially all fees and revenue from other services are recognized when the service is provided. Intercompany Eliminations Intercompany Eliminations—Revenue earned from transactions between operating segments are eliminated in consolidating our financial statements. Intercompany transactions primarily consist of services performed from our real estate services segment for our properties segment. 61 Index to Notes Cost of Revenue—Cost of revenue consists primarily of personnel costs (including base pay, benefits, and stock-based compensation), transaction bonuses, home-touring and field expenses, listing expenses, home costs related to our properties segment, customer fulfillment costs related to our rentals segment, office and occupancy expenses, and depreciation and amortization related to fixed assets and acquired intangible assets. Home costs related to our properties segment include home purchase costs, capitalized improvements, selling expenses directly attributable to the transaction, and home maintenance expenses. Technology and Development—Technology and development expenses primarily include personnel costs (including base pay, bonuses, benefits, and stock-based compensation), data licenses, software and equipment, and infrastructure such as for data centers and hosted services. The expenses also include amortization of capitalized internal-use software and website and mobile application development costs as well as amortization of acquired intangible assets. We expense research and development costs as incurred and record them in technology and development expenses. Advertising and Advertising Production Costs—We expense advertising costs as they are incurred and production costs as of the first date the advertisement takes place. Advertising costs totaled $119,278, $42,919, and $62,536 in 2021, 2020, and 2019 respectively, and are included in marketing expenses. Advertising production costs totaled $2,303, $256, and $2,029 in 2021, 2020, and 2019, respectively, and are included in marketing expenses. Stock-based Compensation—We account for stock-based compensation by measuring and recognizing as compensation expense the fair value of all share-based payment awards made to employees, including stock options and restricted stock unit awards, and shares forecasted to be issued pursuant to our ESPP, in each case based on estimated grant date fair values. Stock-based compensation expense is recognized over the requisite service period on a straight-line basis. The Black-Scholes-Merton option-pricing model is used to determine the fair value of stock options and shares forecasted to be issued pursuant to our ESPP. For restricted stock unit awards and restricted stock unit awards with performance conditions, we use the market value of our common stock on the date of grant to determine the fair value of the award. For restricted stock unit awards with market conditions, the market condition is reflected in the grant date fair value of the award using a Monte Carlo simulation. In valuing stock options and shares forecasted to be issued pursuant to our ESPP, we make assumptions about expected life, stock price volatility, risk-free interest rates and expected dividends. Expected Life—The expected term was estimated using the simplified method allowed under guidance from the SEC as our historical share option exercise experience does not provide a reasonable basis upon which to estimate the expected term. Volatility—The expected stock price volatility for our common stock was estimated by taking the average historical price volatility for industry peers based on daily price observations. Industry peers consist of several public companies in the real estate and technology industries. Risk-Free Rate—The risk-free interest rate is based on the yields of U.S. treasury securities with maturities similar to the expected term of the options for each option group. Dividend Yield—We have never declared or paid any cash dividends and do not presently plan to pay cash dividends in the foreseeable future. Consequently, an expected dividend yield of zero was used. Business Combinations—The results of businesses acquired in a business combination are included in our consolidated financial statements from the date of acquisition. We record assets and liabilities of an acquired business at their estimated fair values on the acquisition date. Any excess consideration over the fair value of assets acquired and liabilities assumed is recognized as goodwill. During the measurement period, which may be up to one year from the acquisition date, we may record adjustments to the assets acquired and liabilities assumed with the corresponding offset to goodwill. Recently Adopted Accounting Pronouncements—In August 2020, the Financial Accounting Standards Board issued authoritative guidance under ASU 2020-06, Debt—Debt with Conversion and Other Options (Subtopic 470-20) and Derivatives and Hedging—Contracts in Entity's Own Equity (Subtopic 815-40): Accounting for Convertible Instruments and Contracts in an Entity's Own Equity. 62 Index to Notes This guidance removes the liability and equity separation models for convertible instruments with a cash conversion feature or beneficial conversion feature. As a result, companies will more likely account for a convertible debt instrument wholly as debt, and for convertible preferred stock wholly as preferred stock (i.e., as a single unit of account). In addition, the guidance simplifies the settlement assessment that issuers perform to determine whether a contract in their own equity qualifies for equity classification. Finally, the guidance requires entities to use the if-converted method to calculate earnings per share for all convertible instruments. We early adopted the new standard as of January 1, 2021 using the modified retrospective approach. The cumulative effect of initially applying the new standard was recognized as an adjustment to accumulated deficit. Upon the adoption of the new standard we recognized the following adjustments: Ending Balance as of December 31, 2020 ASU 2020-06 Adjustments Beginning Balance as of January 1, 2021 Convertible senior notes, net $ 22,482 $ 2,723 $ Convertible senior notes, net, noncurrent Additional paid-in capital Accumulated deficit 488,268 860,556 (270,313) 159,755 (170,240) 7,762 25,205 648,023 690,316 (262,551) The $7,762 adjustment to accumulated deficit represents a reduction to non-cash interest expense related to the accretion of the debt discount under the historical separation model. Recently Issued Accounting Pronouncements—None applicable. Note 2: Business Combinations On April 2, 2021, we acquired, for $608,000 in cash, all of the equity interests of RentPath Holdings, Inc., as reorganized following an internal restructuring of the entity and certain of its wholly owned subsidiaries (as reorganized, "RentPath" and such acquisition, the "RentPath Acquisition"). In connection with the internal restructuring, certain assets and liabilities related to the business of providing digital media services to clients in the residential real estate business were transferred to RentPath, and the remaining assets and liabilities were transferred to a wind-down company. We acquired RentPath to enter into the real estate rentals market. The results of operations and the fair values of the assets acquired and liabilities assumed have been included in the consolidated financial statements since the date of acquisition. RentPath is reported in our rentals segment in Note 3. During the year ended December 31, 2021, RentPath contributed $121,877 to revenue. The goodwill recognized in connection with our acquisition of RentPath is primarily attributable to the anticipated synergies from future growth of the combined business and is not expected to be deductible for tax purposes. We are currently evaluating the reporting unit allocation of goodwill. 63 Index to Notes The following table summarizes the fair value of assets acquired and liabilities assumed as a result of the RentPath Acquisition. As of December 31, 2021, the amount allocated to the opening balance of deferred tax liabilities assumed in the RentPath Acquisition is provisional and subject to revision as more detailed analyses are completed and additional information about the amount of this balance becomes available: Cash and cash equivalents(1) Accounts receivable Prepaid expenses Other current assets Property and equipment, net Operating lease right-of-use assets Intangible assets Goodwill Total assets Accounts payable Accrued and other liabilities(1) Lease liabilities Lease liabilities and deposits, noncurrent Payroll tax liabilities, noncurrent Deferred tax liabilities Total liabilities Total purchase consideration $ $ 334 7,726 5,483 416 3,103 12,330 211,000 400,196 640,588 (1,355) (9,412) (1,264) (11,066) (1,030) (8,461) (32,588) 608,000 (1) On April 2, 2021, $334 of cash and cash equivalents owed to a wind-down company remained in RentPath's primary operating account due to the timing of bank transfers and wires. The cash and cash equivalents were recorded at fair value along with an offsetting due-to liability on April 2, 2021. RentPath acquisition-related costs consisted of external fees for advisory, legal, and other professional services and totaled approximately $7,925 for the year ended December 31, 2021. These costs were expensed as incurred and recorded in general and administrative costs in our consolidated statements of comprehensive loss. Identifiable Intangible Assets—The following table provides the fair values of the RentPath intangible assets, along with their estimated useful lives: Trade names Developed technology Customer relationships Total Estimated Fair Value Estimated Useful Life (in years) $ $ 70,000 60,500 80,500 211,000 10 3 10 The identifiable intangible assets include trade names, developed technology (an application platform), and customer relationships. Trade names primarily relate to the RentPath brand. Developed technology relates to the RentPath website and mobile application, which are the primary channels for meeting customers. Customer relationships represent customer contracts existing at the acquisition date. The fair values of trade names, developed technology, and customer relationships are derived by applying the relief from royalty method, replacement cost method, and multi-period excess earnings method, respectively. Critical estimates in valuing the intangible assets include revenue growth rate, royalty rate, discount rate, and number of months to recreate the underlying application. 64 Index to Notes Unaudited Pro Forma Financial Information—The following table presents unaudited pro forma financial information for the years ended December 31, 2021 and 2020. The pro forma financial information combines our results of operations with that of RentPath as though the companies had been combined as of January 1, 2020. The pro forma information is presented for informational purposes only and is not indicative of the results of operations that would have been achieved if the RentPath Acquisition had taken place at such time. The pro forma financial information presented below includes adjustments for bankruptcy costs, depreciation and amortization, provision for income taxes, transaction costs, and interest expense related to debt that would not have been incurred if we had consummated the RentPath Acquisition on January 1, 2020: Revenue Net loss Year Ended December 31, 2021 2020 $ 1,965,689 $ (122,833) 1,080,482 (50,161) Material non-recurring adjustments made in the pro forma financial information disclosed above were $77,613 and $34,283 for the years ended December 31, 2021 and 2020, respectively. These adjustments primarily relate to the reorganization costs that would not have been incurred if we had consummated the RentPath Acquisition on January 1, 2020 and decreased expense in the periods specified. These adjustments also include an income tax benefit resulting from the RentPath Acquisition, which assumes that we had consummated the RentPath Acquisition on January 1, 2020. Note 3: Segment Reporting and Revenue In operation of the business, our management, including our chief operating decision maker ("CODM"), who is also our chief executive officer, evaluates the performance of our operating segments based on revenue and gross profit. We do not analyze discrete segment balance sheet information related to long-term assets, substantially all of which are located in the United States. All other financial information is presented on a consolidated basis. We have six operating segments and four reportable segments, real estate services, properties, rentals, and mortgage. As a result of our acquisition of RentPath, we added the rentals segment and determined it is a reportable segment because RentPath met the quantitative thresholds under ASC 280, Segment Reporting. Our CODM evaluates the rentals segment as a stand-alone business; accordingly, we are separately reporting the segment's operating expenses from our consolidated operating expenses. Our mortgage operating segment does not meet the reportable segment quantitative thresholds set forth in ASC 280, but due to our anticipated acquisition of Bay Equity, we have moved our mortgage segment from the "other" segment and now present it as a standalone reportable segment. We have reflected this change to the earliest period presented for comparability purposes. These changes had no impact on our previously reported consolidated net revenue, (loss) income from operations, net loss, or net loss per share. We generate revenue primarily from commissions and fees charged on each real estate services transaction closed by our lead agents or partner agents, from the sale of homes, and from subscription-based product offerings for our rentals business. Our key revenue components are brokerage revenue, partner revenue, properties revenue, rentals revenue, mortgage revenue, and other revenue. 65 Index to Notes Information on each of the reportable and other segments and reconciliation to consolidated net loss is as follows: Revenue Real estate services (brokerage) Real estate services (partner) Properties Rentals Mortgage Other Intercompany eliminations Total Cost of revenue Real estate services Properties Rentals Mortgage Other Intercompany eliminations Total Gross Profit Real estate services Properties Rentals Mortgage Other Total Real estate services, properties, mortgage, and other operating expenses Rentals operating expenses Interest income Interest expense Income tax benefit Other income (expense), net Net loss Note 4: Financial Instruments Derivatives Year Ended December 31, 2021 2020 2019 $ 849,288 $ 607,513 $ 54,046 880,653 121,877 19,818 13,609 43,695 209,686 — 15,835 12,377 (16,526) (3,013) 496,480 27,060 240,507 — 6,097 11,537 (1,885) $ 1,922,765 $ 886,093 $ 779,796 603,320 870,052 21,739 26,096 14,264 417,140 214,382 — 15,627 9,847 (16,526) (3,013) 373,150 245,189 — 9,978 9,261 (1,885) $ 1,518,945 $ 653,983 $ 635,693 300,014 10,601 100,138 (6,278) (655) 234,068 (4,696) — 208 2,530 150,390 (4,682) — (3,881) 2,276 $ 403,820 $ 232,110 $ 144,103 367,269 146,504 635 231,318 — 2,074 (11,762) (19,495) 6,107 5,360 — (1,898) 223,349 — 7,146 (8,928) — 223 $ (109,613) $ (18,527) $ (80,805) Our primary market exposure is to interest rate risk, specifically U.S. treasury and mortgage interest rates, due to their impact on mortgage-related assets and commitments. We use forward sales commitments on whole loans and mortgage-backed securities to manage and reduce this risk. We do not have any derivative instruments designated as hedging instruments. Forward Sales Commitments—We are exposed to interest rate and price risk on loans held for sale from the funding date until the date the loan is sold. Forward sales commitments on whole loans and mortgage- backed securities are used to fix the forward sales price that will be realized at the sale of each loan. 66 Index to Notes Interest Rate Lock Commitments—Interest rate lock commitments ("IRLCs") represent an agreement to extend credit to a mortgage loan applicant. We commit (subject to loan approval) to fund the loan at the specified rate, regardless of changes in market interest rates between the commitment date and the funding date. Outstanding IRLCs are subject to interest rate risk and related price risk during the period from the date of commitment through the loan funding date or expiration date. Loan commitments generally range between 30 and 90 days and the borrower is not obligated to obtain the loan. Therefore, IRLCs are subject to fallout risk, which occurs when approved borrowers choose not to close on the underlying loans. We review our commitment-to-closing ratio ("pull-through rate") as part of an estimate of the number of mortgage loans that will fund according to the IRLCs. December 31, 2021 2020 $ 70,550 $ 67,485 130,109 88,923 Forward sales commitments Notional Amounts IRLCs follows: The locations and amounts of gains (losses) recognized in revenue related to our derivatives are as Instrument Forward sales commitments IRLCs Classification Service revenue Service revenue $ Year Ended December 31, 2021 2020 2019 518 $ (641) (184) $ 1,342 96 176 Fair Value of Financial Instruments In May 2020, we purchased preferred stock of Matterport, Inc. ("Matterport"), then a privately held company. In July 2021, Matterport became a publicly traded company through a business combination transaction with a special purpose acquisition vehicle. In connection with the transaction, we received Matterport's publicly traded Class A common stock in exchange for the preferred stock that we owned. We previously recorded our investment at cost because the preferred stock did not have a readily determinable fair value, but upon receipt of the publicly traded common stock, we recorded our investment at fair value. The increase in value is recorded in other income (expense), net in our consolidated statements of comprehensive loss for the year ended December 31, 2021, and is included in adjustments to reconcile net loss to net cash used in operating activities, as a component of other, in our consolidated statement of cash flows for the year ended December 31, 2021. The balance is included in short-term investments on our consolidated balance sheets. 67 Index to Notes A summary of assets and liabilities related to our financial instruments, measured at fair value on a recurring basis and as reflected on our consolidated balance sheets, is set forth below: Balance at December 31, 2021 Quoted Prices in Active Markets for Identical Assets (Level 1) Significant Other Observable Inputs (Level 2) Significant Unobservable Inputs (Level 3) Assets Cash equivalents Money market funds Total cash equivalents Short-term investments U.S. treasury securities Agency bonds Equity securities Loans held for sale Prepaid expenses and other current assets Forward sales commitments IRLCs Total prepaid expenses and other current assets Long-term investments U.S. treasury securities Total assets Liabilities Accrued and other liabilities Forward sales commitments IRLCs Total liabilities $ $ $ $ 509,971 $ 509,971 $ — $ 509,971 509,971 16,718 11,906 5,113 35,759 138 1,191 1,329 16,718 11,906 5,113 — — — — 54,828 54,828 — — — — 35,759 138 — 138 — 635,624 $ 598,536 $ 35,897 $ 93 $ 60 153 $ — $ — — $ 93 $ — 93 $ — — — — — — — 1,191 1,191 — 1,191 — 60 60 Assets Cash equivalents Money market funds U.S. treasury securities Total cash equivalents Short-term investments U.S. treasury securities Loans held for sale Prepaid expenses and other current assets Forward sales commitments IRLCs Total prepaid expenses and other current assets Long-term investments Agency bonds Total assets Liabilities Accrued and other liabilities Forward sales commitments IRLCs Total liabilities Balance at December 31, 2020 Quoted Prices in Active Markets for Identical Assets (Level 1) Significant Other Observable Inputs (Level 2) Significant Unobservable Inputs (Level 3) $ 886,261 $ 886,261 $ — $ 6,100 892,361 131,561 42,539 34 1,781 1,815 6,100 892,361 131,561 — — — — 11,922 11,922 — — — 42,539 34 — 34 — $ 1,080,198 $ 1,035,844 $ 42,573 $ $ $ 507 $ 10 517 $ — $ — — $ 507 $ — 507 $ — — — — — — 1,781 1,781 — 1,781 — 10 10 There were no transfers into or out of Level 3 financial instruments during the years ended December 31, 2021 and 2020. The significant unobservable input used in the fair value measurement of IRLCs is the pull-through rate. Significant changes in the input could result in a significant change in fair value measurement. 68 Index to Notes The following is a quantitative summary of key unobservable inputs used in the valuation of IRLCs: Key Inputs Valuation Technique December 31, 2021 December 31, 2020 Weighted-average pull-through rate Market pricing 71.1% 72.3% The following is a summary of changes in the fair value of IRLCs for the period ended December 31, 2021: Balance, net—January 1, 2021 Issuances of IRLCs Settlements of IRLCs Net loss recognized in earnings Balance, net—December 31, 2021 Changes in fair value recognized during the period relating to assets still held at December 31, 2021 $ $ $ 1,771 18,415 (18,827) (228) 1,131 (641) The following table presents the carrying amounts and estimated fair values of our convertible senior notes that are not recorded at fair value on our consolidated balance sheets: Issuance Net Carrying Amount Estimated Fair Value Net Carrying Amount Estimated Fair Value December 31, 2021 December 31, 2020 2023 notes 2025 notes 2027 notes $ 23,280 $ 34,487 $ 22,482 $ 650,783 563,234 593,366 467,814 488,268 — 59,894 802,083 — The difference between the principal amounts of our 2023 notes, our 2025 notes, and our 2027 notes, which were $23,512, $661,250, and $575,000, respectively, and the net carrying amounts of the notes represents the unamortized debt discount and debt issuance costs. See Note 15 for additional details. The estimated fair value of each tranche of convertible senior notes is based on the closing trading price of the notes on the last day of trading for the period, and is classified as Level 2 within the fair value hierarchy, due to the limited trading activity of the notes. As of December 31, 2021, the difference between the net carrying amount of the notes and their estimated fair values represented the notes' equity conversion premium. Based on the closing price of our common stock of $38.39 on December 31, 2021, the if-converted value of the 2023 notes exceeded the principal amount of $23,512, while the if-converted values of the 2025 notes and 2027 notes were less than the principal amounts of $661,250 and $575,000, respectively. Refer to Note 15 for additional details on the convertible senior notes. See Note 11 for the carrying amount of our convertible preferred stock. Assets and liabilities recognized or disclosed at fair value on a nonrecurring basis include items such as property and equipment, goodwill and other intangible assets, equity investments, and other assets. These assets are measured at fair value if determined to be impaired. 69 Index to Notes The cost or amortized cost, gross unrealized gains and losses, and estimated fair market value of our cash, money market funds, restricted cash, available-for-sale investments, and equity securities were as follows: Cash Fair Value Hierarchy N/A Money markets funds Level 1 Restricted cash N/A U.S. treasury securities Agency bonds Equity securities Total Level 1 Level 1 Level 1 Cash Fair Value Hierarchy N/A December 31, 2021 Cost or Amortized Cost Unrealized Gains Unrealized Losses Estimated Fair Value Cash, Cash Equivalents, Restricted Cash Short-term Investments $ 81,032 $ — $ — $ 81,032 $ 81,032 $ — $ 509,971 127,278 71,749 11,900 500 — — 1 6 4,613 — — 509,971 127,278 509,971 127,278 — — — — (204) 71,546 — — 11,906 5,113 — — — 16,718 54,828 11,906 5,113 — — $ 802,430 $ 4,620 $ (204) $ 806,846 $ 718,281 $ 33,737 $ 54,828 Long-term Investments — December 31, 2020 Cost or Amortized Cost Unrealized Gains Unrealized Losses Estimated Fair Value Cash, Cash Equivalents, Restricted Cash Short-term Investments $ 32,915 $ — $ — $ 32,915 $ 32,915 $ — $ Long-term Investments — Money markets funds Level 1 Restricted cash N/A U.S. treasury securities Agency bonds Total Level 1 Level 1 886,261 20,544 137,502 11,900 — — 159 22 — — — — 886,261 20,544 137,661 11,922 886,261 20,544 — — 6,100 131,561 — — — — — 11,922 $ 1,089,122 $ 181 $ — $ 1,089,303 $ 945,820 $ 131,561 $ 11,922 As of December 31, 2021 and 2020, the aggregate fair value of available-for-sale debt securities in an unrealized loss position totaled $54,671 and $0, with aggregate unrealized losses of $204 and $0, respectively. We have evaluated our portfolio of available-for-sale debt securities based on credit quality indicators for expected credit losses and do not believe there are any expected credit losses. In addition, as of December 31, 2021 and 2020, we had not made a decision to sell any of our debt securities held, nor did we consider it more likely than not that we would be required to sell such securities before recovery of our amortized cost basis. Our portfolio consists of U.S. government securities, all with a high quality credit rating issued by various credit agencies. As of December 31, 2021 and 2020, we had accrued interest of $86 and $108, respectively, on our available-for-sale investments, of which we have recorded no expected credit losses. Accrued interest receivable is presented within other current assets in our consolidated balance sheets. Note 5: Inventory The components of inventory were as follows: Properties for sale Properties not available for sale Properties under improvement Inventory December 31, 2021 2020 $ $ 119,410 $ 16,377 222,434 358,221 $ 17,153 7,225 24,780 49,158 70 Index to Notes Inventory costs include direct home purchase costs and any capitalized improvements, net of inventory reserves, which reflect the lower of cost or net realizable value write-downs applied on a specific home basis. As of December 31, 2021 and 2020, lower of cost or net realizable value write-downs were $2,364 and $29, respectively. These write-downs are included within the changes in inventory in net cash (used in) provided by operating activities in our consolidated statements of cash flows. During the year ended December 31, 2021, we purchased 2,021 homes with an inventory value of $1,034,916 and sold 1,450 homes with an inventory value of $738,809. During the year ended December 31, 2020, we purchased 394 homes with an inventory value of $158,269 and sold 453 homes with an inventory value of $182,906. Note 6: Property and Equipment The components of property and equipment were as follows: Leasehold improvements Website and software development costs Computer and office equipment Software Furniture Property and equipment, gross Accumulated depreciation and amortization Construction in progress Property and equipment, net Useful Lives (years) 2021 2020 December 31, Shorter of lease term or economic life $ 2 - 3 3 - 5 3 7 33,455 $ 50,439 14,216 1,871 8,091 108,072 (59,766) 10,365 $ 58,671 $ 29,558 33,278 7,765 1,858 7,450 79,909 (41,614) 5,693 43,988 Depreciation and amortization expense for property and equipment amounted to $20,047, $14,076, and $8,742 for the years ended December 31, 2021, 2020, and 2019, respectively. We capitalized software development costs, including stock-based compensation, of $19,175, $11,414, and $8,396 during the years ended December 31, 2021, 2020, and 2019, respectively. Note 7: Leases The components of lease expense were as follows: Lease Cost Operating lease cost: Operating lease cost(1) Operating lease cost(1) Total operating lease cost Finance lease cost: Amortization of right-of-use assets Interest on lease liabilities Total finance lease cost Classification Cost of revenue Operating expenses Cost of revenue Cost of revenue Year Ended December 31, 2021 2020 $ $ $ $ 9,437 $ 6,123 15,560 $ 492 $ 73 565 $ 8,571 4,370 12,941 130 20 150 (1) Includes lease expense with initial terms of twelve months or less of $1,464 and $998 for the year ended December 31, 2021 and 2020. 71 Index to Notes Maturity of Lease Liabilities Operating Financing Lease Liabilities Other Leases Operating Total Lease Obligations $ 17,234 $ 574 $ 929 $ 2022 2023 2024 2025 2026 Thereafter Total lease payments Less: Interest(1) Present value of lease liabilities $ $ 16,224 14,653 11,233 10,495 6,434 76,273 $ 7,636 68,637 $ 561 475 156 — — 334 312 193 18 — 1,766 $ 1,786 $ 141 1,625 (1) Includes interest on operating leases of $2,674 and financing leases of $73 due within the next twelve months. 18,737 17,119 15,440 11,582 10,513 6,434 79,825 5.2 3.5 4.4 % 5.4 % December 31, 2021 2020 4.8 3.2 4.4 % 5.4 % Year Ended December 31, 2021 2020 $ $ 16,421 $ 14,207 83 347 7,677 $ 1,333 20 102 1,186 669 Lease Term and Discount Rate Weighted-average remaining operating lease term (years) Weighted-average remaining finance lease term (years) Weighted-average discount rate for operating leases Weighted-average discount rate for finance leases Supplemental Cash Flow Information Cash paid for amounts included in the measurement of lease liabilities Operating cash outflows from operating leases Operating cash outflows from finance leases Financing cash outflows from finance leases Right-of-use assets obtained in exchange for lease liabilities Operating leases Finance leases Note 8: Commitments and Contingencies Legal Proceedings Below is a discussion of our material, pending legal proceedings. Except as discussed below, we cannot estimate a range of reasonably possible losses given the preliminary stage of these proceedings and the claims and issues presented. In addition to the matters discussed below, from time to time, we are involved in litigation, claims, and other proceedings arising in the ordinary course of our business. Except for the matters discussed below, we do not believe that any of our pending litigation, claims, and other proceedings are material to our business. Lawsuit by David Eraker—On May 11, 2020, David Eraker, our co-founder and former chief executive officer who departed Redfin in 2006, filed a complaint through Appliance Computing III, Inc. (d/b/a Surefield) ("Surefield"), which is a company that Mr. Eraker founded and that we believe he controls, in the U.S. District Court for the Western District of Texas, Waco Division. The complaint alleges that we are infringing patents claimed to be owned by Surefield without its authorization or license. Surefield is seeking an unspecified amount of damages and an injunction against us offering products and services that allegedly infringe the patents at issue. On July 15, 2020, we filed a counterclaim against Surefield to allege that (i) we are not infringing on the patents that Surefield has alleged that we are infringing and (ii) the patents claimed by Surefield are invalid. This counterclaim asks the court to declare judgment in our favor. 72 Index to Notes Lawsuit Alleging Violations of the Fair Housing Act—On October 28, 2020, a group of ten organizations filed a complaint against us in the U.S. District Court for the Western District of Washington. The organizations are the National Fair Housing Alliance, the Fair Housing Center of Metropolitan Detroit, the Fair Housing Justice Center, the Fair Housing Rights Center in Southeastern Pennsylvania, the HOPE Fair Housing Center, the Lexington Fair Housing Council, the Long Island Housing Services, the Metropolitan Milwaukee Fair Housing Council, Open Communities, and the South Suburban Housing Center. The complaint alleges that certain of our business policies and practices violate certain provisions of the Fair Housing Act (the “FHA”). The plaintiffs allege that these policies and practices (i) have the effect of our services being unavailable in predominantly non-white communities on a more frequent basis than predominantly white communities and (ii) are unnecessary to achieve a valid interest or legitimate objective. The complaint focuses on the following policies and practices, as alleged by the plaintiffs: (i) a home's price must exceed a certain dollar amount before we offer service through one of our lead agents or partner agents and (ii) our services and pricing structures are available only for homes serviced by one of our lead agents and those same services and pricing structures may not be offered by one of our partner agents. The plaintiffs seek (i) a declaration that our alleged policies and practices violate the FHA, (ii) an order enjoining us from further alleged violations, (iii) an unspecified amount of monetary damages, and (iv) payment of plaintiffs’ attorneys' fees and costs. In December 2021, we offered to settle the plaintiffs' claims for an amount that is not material to our consolidated financial statements taken as a whole, and we accrued a legal settlement expense for our settlement offer, net of funds we expect to receive from our insurance carrier. Lawsuits Alleging Misclassification—On August 28, 2019, Devin Cook, who is one of our former independent contractor licensed sales associates, whom we call associate agents, filed a complaint against us in the Superior Court of California, County of San Francisco. The plaintiff initially pled the complaint as a class action and alleged that we misclassified her as an independent contractor instead of an employee. The plaintiff also sought representative claims under California’s Private Attorney General Act ("PAGA"). On January 30, 2020, the plaintiff filed a first amended complaint dismissing her class action claim and asserting only claims under PAGA. On September 24, 2021, the court denied our motion for summary judgment to dismiss the plaintiff’s remaining claims under PAGA, holding that at this stage of the proceeding, we had not proved that we properly classified associate agents as independent contractors under California law. The plaintiff continues to seek unspecified penalties for alleged violations of PAGA. On November 20, 2020, Jason Bell, who is one of our former lead agents as well as a former associate agent, filed a complaint against us in the U.S. District Court for the Southern District of California. The complaint is pled as a class action and alleges that, (1) during the time he served as an associate agent, we misclassified him as an independent contractor instead of an employee and (2) during the time he served as a lead agent, we misclassified him as an employee who was exempt from minimum wage and overtime laws. The plaintiff also asserts representative claims under PAGA. The plaintiff is seeking unspecified amounts of unpaid overtime wages, regular wages, meal and rest period compensation, waiting time and other penalties, injunctive and other equitable relief, and plaintiff's attorneys' fees and costs. On August 12, 2021, the court granted our motion to compel arbitration on the plaintiff’s non-PAGA claims and stayed the plaintiff’s PAGA claims pending resolution of the arbitration. Following the court’s grant, the plaintiff filed an arbitration demand. On March 24, 2021, Anthony Bush, who is one of our former associate agents, filed a complaint against us in the Superior Court of California, County of Alameda. The complaint alleges that, during the time he served as an associate agent, we misclassified him as an independent contractor instead of an employee. The plaintiff also asserts representative claims under PAGA. The plaintiff is seeking unspecified amounts of unpaid overtime wages, regular wages, meal and rest period compensation, penalties, injunctive, and other equitable relief, and plaintiff's attorneys' fees and costs. On September 27, 2021, the court granted our motion to stay the plaintiff’s action pending resolution of the PAGA claims brought against us by Devin Cook described above. The plaintiff has since filed an arbitration demand, and we have filed a motion to stay the arbitration pending resolution of the claims brought against us by Devin Cook described above. Other Commitments Other commitments relate to homes that are under contract to purchase through our properties business but that have not closed, and network infrastructure for our data operations. Future payments due under these agreements as of December 31, 2021 are as follows: 73 Index to Notes 2022 2023 2024 2025 2026 Thereafter Homes Under Contract Other Commitments $ 15,690 $ — — — — — 17,392 2,938 1,087 — — — Total future minimum payments $ 15,690 $ 21,417 Our title and settlement business holds cash in escrow at third-party financial institutions on behalf of homebuyers and home sellers. As of December 31, 2021, we held $9,905 in escrow and did not record this amount on our consolidated balance sheets. We may be held contingently liable for the disposition of the cash we hold in escrow. Note 9: Acquired Intangible Assets and Goodwill Acquired Intangible Assets—The following table presents the gross carrying amount and accumulated amortization of intangible assets: December 31, 2021 December 31, 2020 Weighted- Average Useful Life (years) 10 3.3 10 Trade names Developed technology Customer relationship Gross Accumulated Amortization Net Gross Accumulated Amortization Net $ 71,040 $ (6,004) $ 65,036 $ 1,040 $ (650) $ 63,480 81,360 (17,285) (6,662) 46,195 74,698 2,980 860 (1,862) (538) 390 1,118 322 $ 215,880 $ (29,951) $ 185,929 $ 4,880 $ (3,050) $ 1,830 Our intangible assets are amortized on a straight-line basis over their respective estimated useful lives to a split between general and administrative and cost of revenue for customer relationships and trade names; and developed technology intangible assets are split between general and administrative expense, cost of revenue, and technology and development expense in our consolidated statements of comprehensive loss. Amortization expense amounted to $26,901 and $488 for the years ended December 31, 2021 and 2020, respectively. The following table presents our estimate of remaining amortization expense for intangible assets that existed as of December 31, 2021: 2022 2023 2024 2025 2026 Thereafter Estimated remaining amortization expense Goodwill—The following table presents the carrying amount of goodwill: Balance as of December 31, 2020 Goodwill resulting from acquisition Balance as of December 31, 2021 $ $ $ $ 35,705 35,705 20,458 15,050 15,050 63,961 185,929 9,186 400,196 409,382 74 Index to Notes Note 10: Accrued and Other Liabilities The components of accrued and other liabilities were as follows: Accrued compensation and benefits Miscellaneous accrued and other liabilities Payroll tax liability deferred by the CARES Act Customer contract liabilities Total accrued and other liabilities Note 11: Mezzanine Equity December 31, 2021 2020 $ $ 78,437 $ 25,217 7,760 6,708 118,122 $ 49,238 22,906 6,812 3,688 82,644 On April 1, 2020, we issued 4,484,305 shares of our common stock, at a price of $15.61 per share, and 40,000 shares of our preferred stock, at a price of $1,000 per share, for aggregate gross proceeds of $110,000. We designated this preferred stock as Series A Convertible Preferred Stock (our "convertible preferred stock"). Our convertible preferred stock is classified as mezzanine equity in our consolidated financial statements as the substantive conversion features at the option of the holder precludes liability classification. We have determined there are no material embedded features that require recognition as a derivative asset or liability. We allocated the gross proceeds of $110,000 to the common stock issuance and the convertible preferred stock issuance based on the standalone fair value of the issuances, resulting in a fair valuation of $40,000 for the preferred stock, which is also the value of the mandatory redemption amount. As of December 31, 2021, the carrying value of our convertible preferred stock, net of issuance costs, is $39,868, and holders have earned unpaid stock dividends in the amount of 30,640 shares of common stock. This stock dividend was issued on January 3, 2022. These shares are included in basic and diluted net loss per share attributable to common stock, as described in Note 13. As of December 31, 2021, no shares of the preferred stock have been converted, and the preferred stock was not redeemable, nor probable to become redeemable in the future as there is a more than remote chance the shares will be automatically converted prior to the mandatory redemption date. The number of shares of common stock reserved for future issuance resulting from dividends, conversion, or redemption with respect to the preferred stock was 2,622,177 as of the issuance date. Dividends—The holders of our convertible preferred stock are entitled to dividends. Dividends accrue daily based on a 360 day fiscal year at a rate of 5.5% per annum based on the issue price and are payable quarterly in arrears on the first business day following the end of each calendar quarter. Assuming we satisfy certain conditions, we will pay dividends in shares of common stock at a rate of the dividend payable divided by $17.95. If we do not satisfy such conditions, we will pay dividends in a cash amount equal to (i) the dividend shares otherwise issuable on the dividends multiplied by (ii) the volume-weighted average closing price of our common stock for the ten trading days preceding the date the dividends are payable. Participation Rights—Holders of our convertible preferred stock are entitled to dividends paid and distributions made to holders of our common stock to the same extent as if such preferred stockholders had converted their shares of preferred stock into common stock and held such shares on the record date for such dividends and distributions. Conversion—Holders may convert their convertible preferred stock into common stock at any time at a rate per share of preferred stock equal to the issue price divided by $19.51 (the "conversion price"). A holder that converts will also receive any dividend shares resulting from accrued dividends. Our convertible preferred stock may also be automatically converted to shares of our common stock. If the closing price of our common stock exceeds $27.32 per share (i) for each day of the 30 consecutive trading days immediately preceding April 1, 2023 or (ii) following April 1, 2023 until 30 trading days prior to November 30, 2024, for each day of any 30 consecutive trading days, then each outstanding share of preferred stock will automatically convert into a number of shares of our common stock at a rate per share of preferred stock equal to the issue price divided by the conversion price. Upon an automatic conversion, a holder will also receive any dividend shares resulting from accrued dividends. 75 Index to Notes Redemption—On November 30, 2024, we will be required to redeem any outstanding shares of our convertible preferred stock, and each holder may elect to receive cash, shares of common stock, or a combination of cash and shares. If a holder elects to receive cash, we will pay, for each share of preferred stock, an amount equal to the issue price plus any accrued dividends. If a holder elects to receive shares, we will issue, for each share of preferred stock, a number of shares of common stock at a rate of the issue price divided by the conversion price plus any dividend shares resulting from accrued dividends. A holder of our convertible preferred stock has the right to require us to redeem up to all shares of preferred stock it holds following certain events outlined in the document governing the preferred stock. If a holder redeems as the result of such events, such holder may elect to receive cash or shares of common stock, as calculated in the same manner as the mandatory redemption described above. Additionally, such holder will also receive, in cash or shares of common stock as elected by the holder, an amount equal to all scheduled dividend payments on the preferred stock for all remaining dividend periods from the date the holder gives its notice of redemption. Liquidation Rights—Upon our liquidation, dissolution, or winding up, holders of our convertible preferred stock will be entitled to receive cash out of our assets prior to holders of the common stock. Note 12: Equity and Equity Compensation Plans Common Stock—As of December 31, 2021 and 2020, our amended and restated certificate of incorporation authorized us to issue 500,000,000 shares of common stock with a par value of $0.001 per share. Preferred Stock—As of December 31, 2021 and 2020, our amended and restated certificate of incorporation authorized us to issue 10,000,000 shares of preferred stock with a par value of $0.001. Amended and Restated 2004 Equity Incentive Plan—We granted stock options under our 2004 Equity Incentive Plan, as amended ("2004 Plan"), until July 26, 2017, when we terminated it in connection with our IPO. Accordingly, no shares are available for future issuance under our 2004 Plan. Our 2004 Plan continues to govern outstanding equity awards granted thereunder, all of which are fully vested. The term of each stock option under the plan is no more than 10 years, and each stock option generally vests over a four-year period. 2017 Equity Incentive Plan—Our 2017 Equity Incentive Plan ("2017 EIP") became effective on July 26, 2017 and provides for issuance of incentive and nonqualified common stock options and restricted stock units to employees, directors, officers, and consultants. The number of shares of common stock initially reserved for issuance under our 2017 EIP was 7,898,159. The number of shares reserved for issuance under our 2017 EIP will increase automatically on January 1 of each calendar year beginning on January 1, 2018, and continuing through January 1, 2028, by the number of shares equal to the lesser of 5% of the total outstanding shares of our common stock as of the immediately preceding December 31 or an amount determined by our board of directors. The term of each stock option and restricted stock unit under the plan will not exceed 10 years, and each award generally vests between two and four years. We have reserved shares of common stock for future issuance under our 2017 EIP as follows: Stock options issued and outstanding Restricted stock units outstanding Shares available for future equity grants Total shares reserved for future issuance December 31, 2021 2020 4,019,011 4,617,425 15,205,854 23,842,290 5,733,738 4,459,743 11,309,377 21,502,858 76 Index to Notes 2017 Employee Stock Purchase Plan—Our 2017 Employee Stock Purchase Plan ("ESPP") was approved by the board of directors on July 27, 2017, and enables eligible employees to purchase shares of our common stock at a discount. Purchases will be accomplished through participation in discrete offering periods. We initially reserved 1,600,000 shares of common stock for issuance under our ESPP. The number of shares reserved for issuance under our ESPP will increase automatically on January 1 of each calendar year beginning after the first offering date and continuing through January 1, 2028, by the number of shares equal to the lesser of 1% of the total outstanding shares of our common stock as of the immediately preceding December 31 or an amount determined by our board of directors. On each purchase date, eligible employees will purchase our common stock at a price per share equal to 85% of the lesser of (i) the fair market value of our common stock on the first trading day of the offering period, and (ii) the fair market value of our common stock on the purchase date. We have reserved shares of common stock for future issuance under our ESPP as follows: Shares available for issuance at beginning of period Shares issued during the period Total shares available for issuance at end of period December 31, 2021 2020 4,039,667 (334,248) 3,705,419 3,330,271 (320,609) 3,009,662 The weighted-average grant date fair value and the assumptions used in calculating fair values of shares forecasted to be issued pursuant to our ESPP are as follows: Expected life Volatility Risk-free interest rate Dividend yield Weighted-average grant date fair value For the Offering Period beginning July 1, 2021 For the Offering Period beginning January 1, 2021 0.5 years 74.50% 0.05% —% $22.79 0.5 years 61.49% 0.09% —% $21.41 Stock Options—Option activity for the year ended December 31, 2021 was as follows: Outstanding at January 1, 2021 Options exercised Options forfeited or cancelled Outstanding at December 31, 2021 Options exercisable at December 31, 2021 Number Of Options Weighted- Average Exercise Price 5,733,738 $ (1,709,324) (5,403) 4,019,011 $ 3,869,011 $ 7.23 5.34 10.80 8.02 7.27 Weighted- Average Remaining Contractual Life (years) Aggregate Intrinsic Value 4.39 $ 352,076 3.73 $ 3.59 $ 122,038 120,404 The fair value of stock option awards was estimated at the grant date with the following weighted- average assumptions: Expected life Volatility Risk-free interest rate Dividend yield Weighted-average grant date fair value 2021 0 years —% —% —% $— December 31, 2020 0 years —% —% —% $— 2019 6.5 years 33.76% 2.12% —% $3.22 77 Index to Notes The grant date fair value of our stock options is recorded as stock-based compensation over the stock options' vesting period. We have not granted stock options since 2019, when we granted stock options subject to performance conditions ("PSOs"), with a target of 150,000 shares and a maximum of 300,000 shares, to our chief executive officer. The options have an exercise price of $27.50 per share and have the same performance and vesting conditions as the restricted stock units subject to performance conditions that we granted in 2019. We determined that vesting is probable and have accrued compensation expense for the PSOs. These PSOs completed their requisite service and measurement period as of December 31, 2021 and therefore there is no remaining unrecognized stock-based compensation. However, the PSOs have not vested because our board of directors has not determined and certified the PSOs' achievement level. The fair value of stock options vested and the intrinsic value of stock options exercised are as follows: Fair value of options vested Intrinsic value of options exercised Year Ended December 31, 2021 2020 2019 $ 793 $ 2,228 $ 90,920 55,822 4,747 20,811 Restricted Stock Units—Restricted stock unit activity for the year ended December 31, 2021 was as follows: Outstanding at January 1, 2021 Granted Vested Forfeited or canceled Outstanding or deferred at December 31, 2021(1) Restricted Stock Units Weighted- Average Grant Date Fair Value 4,459,743 $ 2,424,523 (1,559,425) (707,416) 4,617,425 $ 27.44 44.82 25.70 27.60 37.13 (1) Starting with the restricted stock units granted to them in June 2019, our non-employee directors have the option to defer the issuance of common stock receivable upon vesting of such restricted stock units until 60 days following the day they are no longer providing services to us or, if earlier, upon a change in control transaction. The amount reported as vested excludes restricted stock units that have vested but whose settlement into shares have been deferred. The amount reported as outstanding or deferred as of December 31, 2021 includes these restricted stock units. As no further conditions exist to prevent the issuance of the shares of common stock underlying these restricted stock units, the shares are included in the basic and diluted weighted shares outstanding used to calculate net loss per share attributable to common stock. The amount of shares whose issuance have been deferred is not considered material and is not reported separately from stock-based compensation in our consolidated statements of changes in mezzanine equity and stockholders’ equity. The grant date fair value of restricted stock units is recorded as stock-based compensation over the vesting period. As of December 31, 2021, there was $152,632 of total unrecognized stock-based compensation related to restricted stock units, which is expected to be recognized over a weighted-average period of 2.75 years. As of December 31, 2021, there were 335,383 restricted stock units subject to performance and market conditions ("PSUs") outstanding at 100% of the target level. Depending on our achievement of the performance and market conditions, the actual number of shares of common stock issuable upon vesting of PSUs will range from 0% to 200% of the target amount. For each PSU recipient, the awards will vest only if the recipient is continuing to provide service to us upon our board of directors, or its compensation committee, certifying that we have achieved the PSUs' related performance or market conditions. Stock-based compensation expense for PSUs with performance conditions will be recognized when it is probable that the performance conditions will be achieved. For PSUs with market conditions, the market condition is reflected in the grant date fair value of the award and the expense is recognized over the life of the award. Stock-compensation expense associated with the PSUs is as follows: Expense associated with the current period Expense due to reassessment of achievement related to prior periods Total expense Year Ended December 31, 2021 2020 2019 $ $ 6,314 $ 2,664 $ — 190 6,314 $ 2,854 $ 894 (610) 284 78 Index to Notes Compensation Cost—The following table details, for each period indicated, (i) our stock-based compensation net of forfeitures, and the amount capitalized in internally developed software and (ii) includes changes to the probability of achieving outstanding performance-based equity awards, each as included in our consolidated statements of comprehensive loss: Cost of revenue Technology and development(1) Marketing General and administrative $ 13,614 $ 8,844 $ 23,275 2,350 15,483 16,564 1,569 9,996 Total stock-based compensation $ 54,722 $ 36,973 $ 6,087 12,362 1,418 7,947 27,814 Year Ended December 31, 2021 2020 2019 (1) Net of $4,059, $2,348 and $1,280 of stock-based compensation expense capitalized for internally developed software for the years ended December 31, 2021, 2020 and 2019, respectively. Note 13: Net Loss per Share Attributable to Common Stock Net loss per share attributable to common stock is computed by dividing the net loss attributable to common stock by the weighted-average number of common shares outstanding. We have outstanding stock options, restricted stock units, options to purchase shares under our ESPP, convertible preferred stock, and convertible senior notes, which are considered in the calculation of diluted net income per share whenever doing so would be dilutive. We calculate basic and diluted net loss per share attributable to common stock in conformity with the two-class method required for companies with participating securities. We consider our convertible preferred stock to be a participating security. Under the two-class method, net loss attributable to common stock is not allocated to the preferred stock as its holders do not have a contractual obligation to share in losses, as discussed in Note 11. The calculation of basic and diluted net loss per share attributable to common stock was as follows: Numerator: Net loss Dividends on convertible preferred stock Net loss attributable to common stock—basic and diluted Denominator: Weighted-average shares—basic and diluted(1) Net loss per share attributable to common stock—basic and diluted $ $ $ Year Ended December 31, 2021 2020 2019 (109,613) $ (18,527) $ (80,805) (7,269) (4,454) — (116,882) $ (22,981) $ (80,805) 104,683,460 98,574,529 91,583,533 (1.12) $ (0.23) $ (0.88) (1) Basic and diluted weighted-average shares outstanding include (i) common stock earned but not yet issued related to share-based dividends on our convertible preferred stock, and (ii) restricted stock units whose settlement into common stock were deferred at the option of certain non-employee directors. The following outstanding shares of common stock equivalents were excluded from the computation of the diluted net loss per share attributable to common stock for the periods presented because their effect would have been anti-dilutive. 2023 notes as if converted 2025 notes as if converted 2027 notes as if converted Convertible preferred stock as if converted Stock options outstanding(1) Restricted stock units outstanding(1)(2) Total Year Ended December 31, 2021 2020 2019 769,623 9,119,960 6,147,900 2,040,000 4,019,011 4,589,696 838,821 9,119,960 — 2,040,000 5,733,738 4,443,315 — — — — 7,792,181 5,023,412 26,686,190 22,175,834 12,815,593 79 Index to Notes (1) Excludes 335,383 incremental PSUs and 150,000 incremental PSOs that could vest, assuming applicable performance criteria and market conditions are achieved at 200% of target, which is the maximum achievement level. See Note 12 for additional information regarding PSUs and PSOs. (2) Excludes 27,729 restricted stock units whose settlement into common stock were deferred at the option of certain non-employee directors as of December 31, 2021. Note 14: Income Taxes Our deferred income taxes reflect the net tax effects of temporary differences between the carrying amounts of assets and liabilities for financial reporting purposes and the amounts used for income tax purposes. The following table represents the significant components of our deferred tax assets and liabilities for the periods presented: December 31, 2021 2020 Deferred income tax assets Net operating loss carryforwards Business interest limitation carryforwards Tax credit carryforwards Stock-based compensation Compensation accruals Lease liabilities Accruals and reserves Fixed assets Gross deferred income tax assets Valuation allowance $ 143,917 $ 35,234 18,828 7,117 7,606 17,396 4,542 3,887 238,527 (176,872) 61,655 (48,250) — (13,465) (1,141) (62,856) (1,201) $ 57,763 — 12,422 6,011 7,026 17,540 1,004 1,075 102,841 (44,307) 58,534 (514) (45,616) (12,404) — (58,534) — Total deferred income tax assets, net of valuation allowance Deferred income tax liabilities Intangible assets Convertible senior notes Right-of-use assets Other Total deferred income tax liabilities Net deferred income tax assets and liabilities $ The valuation allowance increased by $132,565 during the year ended December 31, 2021. The valuation allowance decreased by $17,967 and increased by $24,264 during the years ended December 31, 2020 and 2019, respectively. In determining the realizability of the net U.S. federal and state deferred tax assets, we consider numerous factors including historical profitability, estimated future taxable income, prudent and feasible tax planning strategies, and the industry in which we operate. Management reassesses the realization of the deferred tax assets each reporting period, which resulted in a valuation allowance against the full amount of our U.S. deferred tax assets for all periods presented. To the extent that the financial results of our U.S. operations improve in the future and the deferred tax assets become realizable, we will reduce the valuation allowance through earnings. The following table represents our net operating loss ("NOL") carryforwards as of December 31, 2021 and 2020: Federal Various states Foreign December 31, 2021 2020 $ 611,296 $ 18,777 3,213 227,751 12,576 2,050 Federal NOL carryforwards are available to offset federal taxable income and begin to expire in 2025, with NOL carryforwards of $320,123 generated after 2017 available to offset future U.S. federal taxable income over an indefinite period. State NOL carryforwards are available to offset future taxable income and began to expire in 2021. NOL carryforward periods for the various states jurisdictions generally range from 5 to 20 years. Foreign NOL carryforward periods for foreign federal and provincial jurisdictions are generally 20 years. 80 Index to Notes Net research and development credit carryforwards of $18,828 and $12,422 are available as of December 31, 2021 and 2020, respectively, to reduce future tax liabilities. The research and development credit carryforwards begin to expire in 2026. Deductible but limited federal business interest expense carryforwards of $149,710 and $867 are available as of December 31, 2021 and 2020, respectively, to offset future U.S. federal taxable over an indefinite period. Under Sections 382 and 383 of the Internal Revenue Code of 1986, as amended, substantial changes in our ownership may limit the amount of NOL and income tax credit carryforwards that could be utilized annually in the future to offset taxable income and income tax liabilities. Any such annual limitation may significantly reduce the utilization of the NOLs and income tax credits before they expire. A Section 382 limitation study performed as of March 31, 2017 determined that we experienced an ownership change in 2006 with $1,506 of the 2006 NOL, and $32 of the 2006 research and development tax credit unavailable for future use. Furthermore, in connection with the acquisition of RentPath, RentPath experienced an ownership change that triggered Section 382. As of September 30, 2021, RentPath completed a Section 382 limitation study and, based on this analysis, we do not expect a reduction in our ability to fully utilize RentPath’s pre-change NOLs. The components of loss before benefit for income taxes for the years ended December 31, 2021, 2020, and 2019 were $(114,262), $(17,582), and $(79,518), for federal purposes, respectively, and $(1,458), $(945), and $(1,287), for foreign purposes, respectively. The following table is a reconciliation of the U.S. federal income tax at statutory rate to our effective income tax rate: U.S. federal income tax at statutory rate State taxes (net of federal benefit) Stock-based compensation Permanent differences Federal research and development credit Change in valuation allowance Other Acquisition costs Extinguishment of 2023 Notes Effective income tax rate December 31, 2021 2020 2019 21.00 % 21.00 % 21.00 % 9.06 14.88 (0.12) 5.41 (41.89) (1.62) (1.44) — 5.28 % 25.23 69.14 (1.03) 20.42 (132.88) 1.32 — (3.20) — % 4.71 1.20 (0.97) 2.45 (29.73) 1.34 — — — % We recorded an income tax benefit of $6,107 for the year ended December 31, 2021, which is primarily a result of a deferred tax liability created through our April 2, 2021 acquisition of RentPath and can be used to realize certain deferred tax assets against which we had previously recorded a full valuation allowance. Our deferred income tax benefit was partially offset by current state income tax expense recorded for the year ended December 31, 2021. We did not record any tax benefits for the years ended December 31, 2020 and 2019. The difference between the U.S. federal income tax at statutory rate of 21% for the years ended December 31, 2021, 2020, and 2019, and our effective tax rate in all periods is primarily due to a full valuation allowance related to our U.S. deferred tax assets. For the year ended December 31, 2020, the difference between our estimated statutory state income tax rate of 7.09% and the state income tax rate of 25.23% as reported in the rate reconciliation is primarily due to the impact of tax deductions for stock-based compensation which provide permanent and favorable differences between pre-tax operating losses for financial reporting purposes and losses reported for income tax purposes. Our reported state income tax rate of 25.23% differs from our effective state income tax rate of 0% primarily due to a full valuation allowance related to our state deferred tax assets. 81 Index to Notes The following table summarizes the components of our income tax benefit for the periods presented: Current income tax expense: U.S. - State Total current income tax expense Deferred income tax benefit: U.S. - State Total deferred income tax benefit Total income tax benefit December 31, 2021 2020 2019 $ $ 1,215 $ 1,215 (7,322) (7,322) (6,107) $ — $ — — — — $ — — — — — We account for uncertainty in income taxes in accordance with ASC 740. Tax positions are evaluated utilizing a two-step process, whereby we first determine whether it is more likely than not that a tax position will be sustained upon examination by the tax authority, including resolutions of any related appeals or litigation processes, based on technical merit. If a tax position meets the more-likely-than-not recognition threshold, it is then measured to determine the amount of benefit to recognize in the financial statements. The tax position is measured as the largest amount of benefit that is greater than 50% likely of being realized upon ultimate settlement. The following table summarizes the activity related to unrecognized tax benefits: Unrecognized benefit—beginning of year Gross decreases—prior year tax positions Gross increases—current year tax positions Unrecognized benefit—end of year December 31, 2021 2020 $ $ 3,105 $ 32 1,555 4,692 $ 2,159 — 946 3,105 All of the unrecognized tax benefits as of December 31, 2021 and 2020 are accounted for as a reduction in our deferred tax assets. Due to our valuation allowance, none of the $4,692 and $3,105 of unrecognized tax benefits would affect our effective tax rate, if recognized. We do not believe it is reasonably possible that our unrecognized tax benefits will significantly change in the next twelve months. We recognize interest and penalties related to unrecognized tax benefits as income tax expense. There was no interest or penalties accrued related to unrecognized tax benefits for each year ended December 31, 2021 and 2020 and no liability for accrued interest or penalties related to unrecognized tax benefits as of December 31, 2021. Our material income tax jurisdictions are the United States (federal) and Canada (foreign). As a result of NOL carryforwards, we are subject to audit for all tax years for federal and foreign purposes. All tax years remain subject to examination in various other jurisdictions that are not material to our consolidated financial statements. 82 Index to Notes Note 15: Debt Warehouse Credit Facilities—To provide capital for the mortgage loans that it originates, Redfin Mortgage, our wholly owned mortgage origination subsidiary, utilizes warehouse credit facilities that are classified as current liabilities on our consolidated balance sheets. Borrowings under each warehouse credit facility are secured by the related mortgage loan, and rights and income related to the loans. The following table summarizes borrowings under these facilities as of the periods presented: December 31, 2021 December 31, 2020 Lender Borrowing Capacity Outstanding Borrowings Western Alliance Bank $ 50,000 $ Texas Capital Bank, N.A. Flagstar Bank, FSB 40,000 25,000 Total $ 115,000 $ 17,089 11,852 4,102 33,043 Weighted- Average Interest Rate on Outstanding Borrowings Borrowing Capacity Outstanding Borrowings 3.00 % $ 50,000 $ 3.01 % 3.00 % 40,000 15,000 — $ 105,000 $ 18,277 12,903 7,849 39,029 Weighted- Average Interest Rate on Outstanding Borrowings 3.25 % 3.35 % 3.00 % — Borrowings under the facility with Western Alliance Bank mature on June 15, 2022 and generally bear interest at a rate equal to the greater of (i) one-month LIBOR plus 2.25% or (ii) 3.00%. Redfin Corporation has agreed to make capital contributions in an amount as necessary for Redfin Mortgage to satisfy its adjusted tangible net worth financial covenant under the agreement, but it was not obligated to make any such capital contributions as of December 31, 2021. Borrowings under the facility with Texas Capital Bank, N.A. mature on September 14, 2022 and generally bear interest at a rate equal to the greater of (i) the rate of interest accruing on the outstanding principal balance of the loan minus 0.25% or (ii) 2.95%. Redfin Corporation has guaranteed Redfin Mortgage’s obligations under the agreement. Borrowings under the facility with Flagstar Bank, FSB ("Flagstar") generally bear interest at a rate equal to the greater of (i) one-month LIBOR plus 2.00% or (ii) 3.00%. This facility does not have a stated maturity date, but Flagstar may terminate the facility upon 30 days prior notice. Redfin Mortgage would be required to pay all amounts owed to Flagstar upon the facility's termination. Secured Revolving Credit Facility—To provide capital for the homes that it purchases, RedfinNow has, through a special purpose entity called RedfinNow Borrower, entered into a secured revolving credit facility with Goldman Sachs Bank, N.A. ("Goldman Sachs"). Borrowings under the facility are secured by RedfinNow Borrower's assets, including the financed homes, as well as the equity interests in RedfinNow Borrower. The following table summarizes borrowings under this facility as of the period presented: December 31, 2021 December 31, 2020 Lender Borrowing Capacity Outstanding Borrowings Weighted- Average Interest Rate on Outstanding Borrowings Borrowing Capacity Outstanding Borrowings Weighted- Average Interest Rate on Outstanding Borrowings Goldman Sachs Bank USA $ 200,000 $ 199,781 3.30 % $ 100,000 $ 23,949 4.40 % The facility matures on July 12, 2022, but we may extend the maturity date for an additional six months to repay outstanding borrowings. Goldman Sachs may, at its sole option, finance a portion of RedfinNow Borrower's acquisition costs of qualified homes that have been purchased. The portion financed is based, in part, on how long the qualifying home has been owned by a Redfin entity. Each new borrowing under the facility on and after January 12, 2021 generally bears interest at a rate of one-month LIBOR (subject to a floor of 0.30%) plus 3.00%. For borrowings under the facility on and after March 24, 2020, each new borrowing generally bears interest at a rate of one-month LIBOR (subject to a floor of 0.50%) plus an additional rate agreed upon between RedfinNow Borrower and Goldman Sachs. 83 Index to Notes RedfinNow Borrower must repay all borrowings and accrued interest upon the termination of the facility, and it has the option to repay the borrowings, and the related interest, with respect to a specific financed home upon the sale of such home. In certain situations involving a financed home remaining unsold after a certain time period or becoming ineligible for financing under the facility, RedfinNow Borrower may be obligated to repay all or a portion of the borrowings, and related interest, with respect to such home prior to the sale of such home. In instances involving "bad acts," Redfin Corporation has guaranteed repayment of amounts owed under the facility, in some situations, and indemnification of certain expenses incurred, in other situations. As of December 31, 2021 and 2020, RedfinNow Borrower had $567,128 and $65,191 of total assets, respectively, of which $337,630 and $47,620 related to inventory, and $101,064 and $11,818 in cash and cash equivalents, respectively. For the years ended December 31, 2021 and 2020 we amortized $324 and $619 of the debt issuance costs and recognized $3,946 and $643 of interest expense, respectively. Convertible Senior Notes—We have issued convertible senior notes with the following characteristics: Issuance 2023 notes 2025 notes 2027 notes Maturity Date July 15, 2023 October 15, 2025 April 1, 2027 Stated Cash Interest Rate 1.75 % — % 0.50 % Effective Interest Rate First Interest Payment Date Semi-Annual Interest Payment Dates Conversion Rate 2.45 % January 15, 2019 January 15; July 15 0.42 % — — 0.90 % October 1, 2021 April 1; October 1 32.7332 13.7920 10.6920 We issued our 2023 notes on July 23, 2018, with an aggregate principal amount of $143,750. Subsequent to the issuance date, we repurchased or settled conversions of an aggregate of $120,238 of our 2023 notes. On July 20, 2021, our 2023 notes became redeemable by us, but we did not exercise our redemption right during the three months ended December 31, 2021. We issued our 2025 notes on October 20, 2020, with an aggregate principal amount of $661,250. We issued our 2027 notes on March 25, 2021 and April 5, 2021, with an aggregate principal amount of $575,000. The components of the convertible senior notes are as follows: Issuance Aggregate Principal Amount Unamortized Debt Discount Unamortized Debt Issuance Costs Net Carrying Amount 2023 notes 2025 notes 2027 notes $ 23,512 $ 661,250 575,000 — $ — — 232 $ 10,467 11,766 23,280 650,783 563,234 December 31, 2021 Issuance Aggregate Principal Amount Unamortized Debt Discount Unamortized Debt Issuance Costs Net Carrying Amount 2023 notes 2025 notes $ 25,626 $ 661,250 2,776 $ 163,077 368 $ 9,905 22,482 488,268 December 31, 2020 84 Index to Notes 2023 notes Contractual interest expense Amortization of debt discount Amortization of debt issuance costs Total interest expense 2025 notes Contractual interest expense Amortization of debt discount Amortization of debt issuance costs Total interest expense 2027 notes Contractual interest expense Amortization of debt discount Amortization of debt issuance costs Total interest expense Total Contractual interest expense Amortization of debt discount Amortization of debt issuance costs Total interest expense $ $ $ 2021 Year End December 31, 2020 2019 413 $ 2,113 $ — 189 4,735 623 602 $ 7,471 $ 2,516 5,405 724 8,645 — — 2,760 2,760 $ 2,187 — 1,705 — 5,693 346 6,039 $ — — — $ 3,892 $ — $ 2,600 — 4,654 2,113 10,428 969 $ 7,254 $ 13,510 $ — — — — — — — — 2,516 5,405 724 8,645 Conversion of Our Convertible Senior Notes Prior to the free conversion date, a holder of each tranche of our convertible senior notes may convert its notes in multiples of $1,000 principal amount only if one or more of the conditions described below is satisfied. On or after the free conversion date, a holder may convert its notes in such multiples without any conditions. The free conversion date is April 15, 2023 for our 2023 notes, July 15, 2025 for our 2025 notes, and January 1, 2027 for our 2027 notes. The conditions are: • • • • during any calendar quarter (and only during such calendar quarter), if the last reported sale price of our common stock for at least 20 trading days (whether or not consecutive) during a period of 30 consecutive trading days ending on, and including, the last trading day of the immediately preceding calendar quarter is greater than or equal to 130% of the applicable conversion price on each applicable trading day; during the five business day period after any five consecutive trading day period in which the trading price per $1,000 principal amount of the applicable notes for each trading day of the measurement period was less than 98% of the product of the last reported sale price of our common stock and the applicable conversion rate on each such trading day; if we call any or all of the applicable notes for redemption, at any time prior to the close of business on the scheduled trading day prior to the redemption date; or upon the occurrence of specified corporate events. With respect to our 2023 notes, the first condition described above was satisfied during the quarter ended December 31, 2021. As a result, our 2023 notes will be convertible at a holder's option during the quarter ending March 31, 2022, and have been classified as current liabilities on our consolidated balance sheet as of December 31, 2021. 85 Index to Notes We intend to settle any future conversions of our convertible senior notes by paying or delivering, as the case may be, cash, shares of our common stock, or a combination of cash and shares of our common stock, at our election. We apply the if-converted method to calculate diluted earnings per share when applicable. Under the if-converted method, the denominator of the diluted earnings per share calculation is adjusted to reflect the full number of common shares issuable upon conversion, while the numerator is adjusted to add back interest expense for the period. Classification of Our Convertible Senior Notes Historically, we had separated our 2023 notes and our 2025 notes into liability and equity components. With our adoption of ASU 2020-06 on January 1, 2021, using the modified retrospective approach, this accounting treatment is no longer applicable. All of our convertible senior notes are now accounted for wholly as liabilities. The difference between the principal amount of the notes and the net carrying amount represents the unamortized debt discount, which we record as a deduction from the debt liability in our consolidated balance sheets. This discount is amortized to interest expense using the effective interest method over the term of the notes. See Note 4 for fair value information related to our convertible senior notes. 2027 Capped Calls—In connection with the pricing of our 2027 notes, we entered into capped call transactions with certain counterparties (the “2027 capped calls”). The 2027 capped calls have initial strike prices of $93.53 per share and initial cap prices of $138.56 per share, in each case subject to certain adjustments. Conditions that cause adjustments to the initial strike price and initial cap price of the 2027 capped calls are similar to the conditions that result in corresponding adjustments to the conversion rate for our 2027 notes. The 2027 capped calls cover, subject to anti-dilution adjustments, 6,147,900 shares of our common stock and are generally intended to reduce or offset the potential dilution to our common stock upon any conversion of the 2027 notes, with such reduction or offset, as the case may be, subject to a cap based on the cap price. The 2027 capped calls are separate transactions, and not part of the terms of our 2027 notes. As these instruments meet certain accounting criteria, the 2027 capped calls are recorded in stockholders’ equity and are not accounted for as derivatives. The cost of $62,647 incurred in connection with the 2027 capped calls was recorded as a reduction to additional paid-in capital on our consolidated balance sheets. Note 16: Subsequent Event Agreement to Acquire Bay Equity—On January 10, 2022, we and Ruby Merger Sub LLC ("Merger Sub"), one of our wholly owned subsidiaries, entered into a merger agreement to acquire Bay Equity LLC (“Bay Equity”). Pursuant to the merger agreement, Merger Sub will merge with and into BE Holdings, LLC ("BE Holdings"), which owns all of the equity interests of Bay Equity, and BE Holdings will continue as the surviving entity and become a wholly owned subsidiary of Redfin as of the closing of the acquisition. Bay Equity is a national, full-service mortgage lender. The purchase price for the acquisition will be a $72,500 premium to BE Holdings’s tangible book value as of the closing date (the “Purchase Price”). Based on Bay Equity' estimated tangible book value as of December 31, 2021, the purchase price would have been $135,000 if we closed the acquisition on December 31, 2021. After deducting certain transaction expenses from the Purchase Price (such resulting amount, the “Merger Consideration”), we will pay two-thirds of the Merger Consideration in cash and one-third of the Merger Consideration in shares of our common stock, subject to certain adjustments contemplated by the Merger Agreement. The closing is subject to customary conditions, including (i) the absence of any court or regulatory order prohibiting the closing, (ii) the attainment of certain regulatory approvals and of consents from certain contractual counterparties, and (iii) agreement of certain Bay Equity executives, loan officers, and other employees to continue their employment with Bay Equity after the closing. Amendment of Secured Revolving Credit Facility—On February 9, 2022, we increased the borrowing capacity of our secured revolving credit facility to $400,000 and extended its maturity date to August 9, 2023. 86 Table of Contents Item 9. Changes in and Disagreements with Accountants on Accounting and Financial Disclosure None. Item 9A. Controls and Procedures Evaluation of Disclosure Controls and Procedures Our management, with the participation of our principal executive and principal financial officers, evaluated the effectiveness of our disclosure controls and procedures (as defined in Rule 13a-15(e) under the Securities Exchange Act of 1934), as of the end of the period covered by this Annual Report. Based on such evaluation, our principal executive and principal financial officers have concluded that as of such date, our disclosure controls and procedures were effective at the reasonable assurance level described below. Management's Report on Internal Control Over Financial Reporting Our management is responsible for establishing and maintaining adequate internal control over financial reporting, as defined in Rules 13a-15(f) under the Securities Exchange Act of 1934. Our management, with the participation of our principal executive and principal financial officers, evaluated the effectiveness of our internal control over financial reporting using the framework set forth by the Committee of Sponsoring Organizations of the Treadway Commission in Internal Control—Integrated Framework (2013). Based on this assessment, management concluded that Redfin Corporation maintained effective internal control over financial reporting as of the end of the period covered by this Annual Report. Deloitte & Touche LLP, our independent registered public accounting firm, has issued an attestation report on our internal control over financial reporting, and this attestation report appears in Item 8. As permitted by SEC guidance, our management has excluded from its evaluation of the effectiveness of our internal control over financial reporting the internal control over financial reporting of RentPath, which we acquired on April 2, 2021. RentPath constituted 3.1% of our total assets (after excluding goodwill and intangible assets which were integrated with our systems and control environment), 6.3% of our revenues, and 39.3% of our net loss, of the consolidated financial statement amounts as of and for the year ended December 31, 2021. Changes in Internal Control Over Financing Reporting In connection with the evaluation required by Rule 13a-15(d) under the Securities Exchange Act of 1934, there were no changes in our internal control over financial reporting that occurred during the quarter ended December 31, 2021 that materially affected, or are reasonably likely to materially affect, our internal control over financial reporting. Inherent Limitations on Effectiveness of Controls Our management does not expect that our disclosure controls and procedures or our internal control over financial reporting will prevent or detect all errors and all fraud. A control system, no matter how well conceived and operated, can provide only reasonable, not absolute, assurance that the objectives of the control system are met. Because of the inherent limitations in all control systems, no evaluation of controls can provide absolute assurance that all control issues and instances of fraud, if any, within our company have been detected. The design of any system of controls is also based in part upon certain assumptions about the likelihood of future events, and there can be no assurance that any design will succeed in achieving its stated goals under all potential future conditions. Over time, controls may become inadequate because of changes in conditions, or the degree of compliance with the policies or procedures may deteriorate. Because of the inherent limitations in a cost-effective control system, misstatements due to error or fraud may occur and not be detected. Item 9B. Other Information None. 87 Table of Contents PART III Item 10. Directors, Executive Officers and Corporate Governance The information required by this Item is incorporated by reference to our proxy statement to be filed in connection with our 2022 Annual Meeting of Stockholders by April 30, 2022. Item 11. Executive Compensation The information required by this Item is incorporated by reference to our proxy statement to be filed in connection with our 2022 Annual Meeting of Stockholders by April 30, 2022. Item 12. Security Ownership of Certain Beneficial Owners and Management and Related Stockholder Matters The information required by this Item is incorporated by reference to our proxy statement to be filed in connection with our 2022 Annual Meeting of Stockholders by April 30, 2022. Item 13. Certain Relationships and Related Transactions, and Director Independence The information required by this Item is incorporated by reference to our proxy statement to be filed in connection with our 2022 Annual Meeting of Stockholders by April 30, 2022. Item 14. Principal Accounting Fees and Services The information required by this Item is incorporated by reference to our proxy statement to be filed in connection with our 2022 Annual Meeting of Stockholders by April 30, 2022. 88 Table of Contents Item 15. Exhibits, Financial Statement Schedules PART IV The financial statements and financial statement schedules required to be filed as part of this annual report are included under Item 8. The exhibits required to be filed as part of this Annual Report are listed below. Exhibits 10.1 through 10.15 constitute management contracts or compensatory plans or arrangements. Notwithstanding any language to the contrary, Exhibits 32.1, 32.2, 101, and 104 shall not be deemed to be filed as part of this annual report for purposes of Section 18 of the Securities Exchange Act of 1934. Incorporated by Reference Exhibit Number Exhibit Description Filing Exhibit 2.1 3.1 3.2 3.3 4.1 4.2 4.3 4.4 4.5 4.6 4.7 4.8 10.1 10.2 10.3 10.4 10.5 10.6 10.7 10.8 10.9 10.10 10.11 10.12 10.13 10.14 Merger Agreement, dated as of January 10, 2022, by and among Redfin Corporation, Ruby Merger Sub LLC, BE Holdco, LLC, and Brett McGovern Restated Certificate of Incorporation Restated Bylaws Amended and Restated Certificate of Designation, Rights and Limitations of Series A Convertible Preferred Stock Form of Common Stock Certificate Description of Common Stock Indenture, dated as of July 23, 2018, between Redfin Corporation and Wells Fargo Bank, National Association Form of Convertible Senior Note due 2023 (contained in exhibit 4.3) Indenture, dated as of October 20, 2020 between Redfin Corporation and Wells Fargo Bank, National Association Form of Convertible Senior Note due 2025 (contained in exhibit 4.5) Indenture, dated as of March 25, 2021, between Redfin Corporation and Wells Fargo Bank, National Association Form of Convertible Senior Note due 2027 (contained in exhibit 4.7) Amended and Restated 2004 Equity Incentive Plan and forms of award agreements thereunder 2017 Equity Incentive Plan and forms of award agreements thereunder Form of Restricted Stock Unit Award Notice and Restricted Stock Unit Award Agreement under the 2017 Equity Incentive Plan (February 2019) Form of Notice of Performance-Based Restricted Stock Unit Award and Performance-Based Restricted Stock Unit Award Agreement under the 2017 Equity Incentive Plan (June 2018) Form of Performance-Based Stock Option Notice and Award Agreement (June 2019) Form of Restricted Stock Unit Notice and Award Agreement for Non- Employee Directors (May 2019) Form of Indemnification Agreement Form of Change in Control Severance Agreement Amended and Restated Offer Letter by and between Redfin Corporation and Glenn Kelman, dated June 27, 2017 Amended and Restated Offer Letter by and between Redfin Corporation and Bridget Frey, dated June 27, 2017 Amended and Restated Offer Letter by and between Redfin Corporation and Anthony Kappus, dated February 9, 2022 Amended and Restated Offer Letter by and between Redfin Corporation and Scott Nagel, dated June 27, 2017 Amended and Restated Offer Letter by and between Redfin Corporation and Chris Nielsen, dated June 27, 2017 8-K 10-Q 8-K 8-K S-1/A 8-K 8-K 8-K 8-K 8-K 8-K S-1 10-K 10-Q 8-K 8-K 10-Q S-1/A 10-Q S-1 S-1 S-1 10-K 2.1 3.1 3.1 3.1 4.1 4.1 4.1 4.1 4.1 4.1 4.2 10.2 10.3 10.1 10.1 10.1 10.2 10.1 10.1 10.4 10.5 10.6 10.6 Offer Letter by and between Redfin Corporation and Christian Taubman, dated October 13, 2019 10-K 10.13 Filing Date Jan. 11, 2022 Sept. 8, 2017 Jan. 26, 2022 June 15, 2020 July 26, 2017 July 23, 2018 July 23, 2018 Oct. 20, 2020 Oct. 20, 2020 March 25, 2021 March 25, 2021 June 30, 2017 Feb. 22, 2018 May 8, 2019 June 6, 2018 June 6, 2019 Aug. 1, 2019 July 17, 2017 Nov. 5, 2020 June 30, 2017 June 30, 2017 June 30, 2017 Feb. 22, 2018 Feb. 12, 2020 Filed Herewith X X 89 10.15 10.16 21.1 23.1 24.1 31.1 31.2 32.1 32.2 101 104 Table of Contents Amended and Restated Offer Letter by and between Redfin Corporation and Adam Wiener, dated June 27, 2017 10-K 10.10 8-K 10.1 Form of Registration Rights Agreement by and among Redfin Corporation, Brett McGovern, as the member representative, and each member party thereto List of Subsidiaries Consent of Deloitte & Touche LLP, Independent Registered Public Accounting Firm Power of Attorney (contained in "Signatures") Certification of Principal Executive Officer, pursuant to Rule 13a-14(a) Certification of Principal Financial Officer, pursuant to Rule 13a-14(a) Certification of Chief Executive Officer, pursuant to 18 U.S.C. Section 1350 Certification of Chief Financial Officer, pursuant to 18 U.S.C. Section 1350 Interactive Data Files Cover page interactive data file, submitted using inline XBRL (contained in Exhibit 101) Item 16. Form 10-K Summary None. Feb. 14, 2019 Jan. 11, 2022 X X X X X X X X X 90 Table of Contents SIGNATURES Pursuant to the requirements of Section 13 or 15(d) of the Securities Exchange Act of 1934, the registrant has duly caused this report to be signed on its behalf by the undersigned, thereunto duly authorized. Redfin Corporation (Registrant) February 17, 2022 (Date) By /s/ Glenn Kelman Glenn Kelman Chief Executive Officer KNOW ALL PERSONS BY THESE PRESENTS, that each individual whose signature appears below constitutes and appoints Glenn Kelman and Chris Nielsen, and each of them, as his or her true and lawful attorneys-in-fact and agents with full power of substitution, for him or her in any and all capacities, to sign any and all amendments to this Annual Report on Form 10-K, and to file the same, with all exhibits thereto and other documents in connection therewith, with the U.S. Securities and Exchange Commission, granting unto said attorneys-in-fact and agents, and each of them, full power and authority to do and perform each and every act and thing requisite and necessary to be done in connection therewith, as fully to all intents and purposes as he or she might or could do in person, hereby ratifying and confirming all that said attorneys-in-fact and agents, or any of them, or his or her or their substitute or substitutes, may lawfully do or cause to be done or by virtue hereof. Pursuant to the requirements of the Securities Exchange Act of 1934, this report has been signed below by the following persons on behalf of the registrant and in the capacities and on the dates indicated: Table of Contents Name Title Date /s/ Glenn Kelman Glenn Kelman /s/ Chris Nielsen Chris Nielsen /s/ David Lissy David Lissy /s/ Robert Bass Robert Bass /s/ Julie Bornstein Julie Bornstein /s/ Kerry Chandler Kerry Chandler /s/ Austin Ligon Austin Ligon /s/ Robert Mylod, Jr. Robert Mylod, Jr. /s/ James Slavet James Slavet /s/ Selina Tobaccowala Selina Tobaccowala Chief Executive Officer and Director (Principal Executive Officer) February 17, 2022 Chief Financial Officer (Principal Financial and Accounting Officer) February 17, 2022 Chairman of the Board of Directors February 17, 2022 Director February 17, 2022 Director February 17, 2022 Director February 17, 2022 Director February 17, 2022 Director February 17, 2022 Director February 17, 2022 Director February 17, 2022 Annual Report | 2021 Directors Robert Bass Former Vice Chairman Deloitte David H. Lissy Chairman Bright Horizons Family Solutions Julie Bornstein Co-Founder and Chief Executive Officer The Yes Robert Mylod, Jr. Managing Partner Annox Capital Kerry Chandler Chief Human Resources Officer Bombas Glenn Kelman Chief Executive Officer Redfin Austin Ligon Co-Founder and former Chief Executive Officer CarMax Brad Singer Former Chief Operating Officer and Partner ValueAct Capital James Slavet Partner Greylock Partners Selina Tobaccowala Chief Digital Officer Openfit Executive Officers Glenn Kelman Chief Executive Officer Bridget Frey Chief Technology Officer Anthony Kappus Chief Legal Officer Chris Nielsen Chief Financial Officer Christian Taubman Chief Growth Officer Adam Wiener President of Real Estate Operations We will provide to each stockholder as of April 18, 2022, upon the written request of the stockholder, a copy of our annual report on Form 10-K for the year ended December 31, 2021, including the financial statements and financial statement schedules. We will provide this annual report, other than exhibits, without charge. Please direct your request to: Redfin Corporation, 1099 Stewart Street, Suite 600, Attn: Corporate Secretary, Seattle, WA 98101. Annual Report | 2021 

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