You should read the following discussion and analysis of our financial condition and results of operations together with the section titled "Risk Factors" and the condensed consolidated financial statements and related notes included elsewhere in this Quarterly Report. This discussion contains forward-looking statements based upon current expectations that involve risks and uncertainties, as well as assumptions that may never materialize or that may be proven incorrect. Our actual results may differ materially from those anticipated in these forward-looking statements as a result of various factors, including those discussed in the sections titled "Special Note Regarding Forward-Looking Statements" and "Risk Factors," and in other parts of this Quarterly Report. Overview Independent talent is an increasingly sought-after, critical, and expanding segment of the global workforce. We operate the world's largest work marketplace that connects businesses, which we refer to as clients, with independent talent, as measured by gross services volume, which we refer to as GSV. We define freelancers as users that advertise and provide services to clients through our work marketplace, and we define clients as users that work with freelancers through our work marketplace. Freelancers on our work marketplace include independent professionals and agencies of varying sizes. The clients on our work marketplace range in size from small businesses to Fortune 100 companies. Impact of the COVID-19 Pandemic on Our Business The COVID-19 pandemic and the resulting restrictions intended to prevent its spread have accelerated the secular shift toward remote and independent work. We derive a substantial portion of our GSV and revenue from small- and medium-sized businesses, but we continue to see businesses of all sizes use our work marketplace in a recurring way for larger, more complex projects. We expect our business to continue to grow over time, and while we have not incurred significant disruptions to our business thus far from the COVID-19 pandemic, we continue to monitor the potential impact it could have on our business as well as various uncertainties, which include, but are not limited to, the duration of the pandemic, its effect on the economy, its impact on our users, including their demand for talent on our work marketplace as the pandemic subsides, and other factors identified in Part II, Item 1A "Risk Factors" in this Quarterly Report, including the risk factor titled "Our business experienced, and may again experience, an adverse impact from the ongoing COVID-19 pandemic. In addition, users may reduce their use of our work marketplace as the pandemic continues to subside and the restrictions intended to prevent its spread are relaxed or lifted." Key Financial and Operational Metrics As of and for the three and nine months endedSeptember 30, 2021 , our key financial and operating metrics are as follows: Three Months Ended Nine Months Ended September 30, % September 30, % 2021 2020 Change 2021 2020 Change (in thousands, except percentages) GSV$ 903,989 $ 654,538 38 %$ 2,566,572 $ 1,795,982 43 % Marketplace revenue$ 117,783 $ 88,040 34 %$ 336,913 $ 241,286 40 % Marketplace take rate 13.2 % 13.6 % (0.4) % 13.3 % 13.6 % (0.3) % Net loss$ (9,311) $ (2,747) (239) %$ (33,684) $ (23,792) (42) % Adjusted EBITDA1$ 8,216 $ 6,673 23 %$ 22,396 $ 4,471 401 % 1 Adjusted EBITDA is not prepared in accordance with, and is not an alternative to, financial measures prepared in accordance withU.S. GAAP. See "Key Financial and Operational Metrics-Non-GAAP Financial Measures" below for a definition of adjusted EBITDA and for information regarding our use of adjusted EBITDA and a reconciliation of adjusted EBITDA to net loss, the most directly comparable financial measure prepared underU.S. GAAP. 18 --------------------------------------------------------------------------------
As of September 30, % 2021 2020 Change (active clients are in thousands) Active clients 752 602 25 % GSV per active client $ 4,375$ 3,896 12 % We monitor the following key financial and operational metrics to evaluate our business, measure our performance, identify trends affecting our business, formulate business plans, and make strategic decisions. For a discussion of limitations in the measurement of our key financial and operational metrics, see "Risk Factors-We track certain performance metrics with internal tools and do not independently verify such metrics. Certain of our performance metrics may not accurately reflect certain details of our business, are subject to inherent challenges in measurement, and real or perceived inaccuracies in such metrics may harm our reputation and negatively affect our business" in Part II, Item 1A of this Quarterly Report. Gross Services Volume (GSV) GSV is comprised of client spend and additional fees charged for other services. Client spend, which we define as the total amount that clients spend on both our marketplace offerings and our managed services offering, is the primary component of GSV. GSV is an important metric because it represents the amount of business transacted through our work marketplace. Active Clients and GSV per Active Client We define an active client as a client that has had spend activity on our work marketplace during the 12 months preceding the date of measurement. GSV per active client is calculated by dividing total GSV during the four quarters ended on the date of measurement by the number of active clients at the date of measurement. We believe that the number of active clients and GSV per active client are indicators of the growth and overall health of our business. The number of active clients is a primary driver of GSV and, therefore, marketplace revenue. Marketplace Revenue Marketplace revenue, which represents the majority of our revenue, is the primary driver of our business and provides comparability to other online marketplaces. Marketplace revenue is generated from our Upwork Basic, Plus, and Enterprise and other premium offerings and is primarily comprised of both the service fees paid by freelancers as a percentage of the total amount that freelancers charge clients for services accessed through our work marketplace and, to a lesser extent, payment processing and administration fees paid by clients. Marketplace Take Rate Marketplace take rate measures the correlation between marketplace revenue and GSV from our marketplace offerings and is a key indicator of how well we monetize spend from our Upwork Basic, Plus, and Enterprise and other premium offerings on our work marketplace. Marketplace take rate is calculated by dividing marketplace revenue by GSV from our marketplace offerings. Non-GAAP Financial Measures In addition to our results determined in accordance withU.S. GAAP, adjusted EBITDA is a non-GAAP measure that we believe is useful in evaluating our operating performance. We define adjusted EBITDA as net income (loss) adjusted for stock-based compensation expense, depreciation and amortization, interest expense, other (income) expense, net, income tax (benefit) provision, and, if applicable, other non-cash transactions. Adjusted EBITDA is not prepared in accordance with, and is not an alternative to, financial measures prepared in accordance withU.S. GAAP. 19 -------------------------------------------------------------------------------- The following table presents a reconciliation of net loss, the most directly comparable financial measure prepared in accordance withU.S. GAAP, to adjusted EBITDA for each of the periods indicated (in thousands): Three Months Ended Nine Months Ended September 30, September 30, 2021 2020 2021 2020 Net Loss$ (9,311) $ (2,747) $ (33,684) $ (23,792) Add back (deduct): Stock-based compensation expense 13,906 6,856 38,666 19,527 Depreciation and amortization 2,439 2,658 8,187 7,444 Interest expense 746 152 1,055 640 Other (income) expense, net 222 (452) 161 31 Income tax provision 26 18 59 57Tides Foundation common stock warrant expense 188 188 563 564 Impairment expense - - 7,389 - Adjusted EBITDA$ 8,216 $ 6,673 $ 22,396 $ 4,471 We use adjusted EBITDA as a measure of operational efficiency. We believe that this non-GAAP financial measure is useful to investors for period-to-period comparisons of our business and in understanding and evaluating our operating results for the following reasons: •adjusted EBITDA is widely used by investors and securities analysts to measure a company's operating performance without regard to items such as stock-based compensation expense, depreciation and amortization, interest expense, other (income) expense, net, income tax (benefit) provision, and, if applicable, other non-cash transactions that can vary substantially from company to company depending upon their financing, capital structures, and the method by which assets were acquired; •our management uses adjusted EBITDA in conjunction with financial measures prepared in accordance withU.S. GAAP for planning purposes, including the preparation of our annual operating budget, as a measure of our core operating results and the effectiveness of our business strategy, and in evaluating our financial performance; and •adjusted EBITDA provides consistency and comparability with our past financial performance, facilitates period-to-period comparisons of our core operating results, and also facilitates comparisons with other peer companies, many of which use similar non-GAAP financial measures to supplement theirU.S. GAAP results. Our use of adjusted EBITDA has limitations as an analytical tool, and you should not consider it in isolation or as a substitute for analysis of our financial results as reported underU.S. GAAP. Some of these limitations are as follows: •adjusted EBITDA excludes stock-based compensation expense, which has recently been, and will continue to be for the foreseeable future, a significant recurring expense for our business and an important part of our compensation strategy; •although depreciation and amortization expense are non-cash charges, the assets being depreciated and amortized may have to be replaced in the future, and adjusted EBITDA does not reflect cash capital expenditure requirements for such replacements or for new capital expenditure requirements; •adjusted EBITDA does not reflect: (a) changes in, or cash requirements for, our working capital needs; (b) interest expense, or the cash requirements necessary to service interest or principal payments on our debt, which reduces cash available to us; or (c) tax payments that may represent a reduction in cash available to us; and 20 -------------------------------------------------------------------------------- •other companies, including companies in our industry, may calculate adjusted EBITDA or similarly titled measures differently, which reduces the usefulness of this measure for comparative purposes. Because of these and other limitations, you should consider adjusted EBITDA along with other financial performance measures, including net loss and our other financial results prepared in accordance withU.S. GAAP. Components of Our Results of Operations Marketplace Revenue. Marketplace revenue represents the majority of our revenue and is generated from our Upwork Basic, Plus, and Enterprise and other premium offerings. Under these marketplace offerings, we generate revenue from both freelancers and clients. Managed Services Revenue. Through our managed services offering, we are responsible for providing services and engaging freelancers directly or as employees of third-party staffing providers to perform services for clients on our behalf. UnderU.S. GAAP, we are deemed to be the principal in these managed services arrangements and therefore recognize the entire GSV of managed services projects as managed services revenue, as compared to recognizing only the percentage of the client spend that we receive, as we do with our marketplace offerings. Cost of Revenue. Cost of revenue consists primarily of the cost of payment processing fees, amounts paid to freelancers to deliver services for clients under our managed services offering, personnel-related costs for our services and support personnel, third-party hosting fees, and the amortization expense associated with capitalized internal-use software and platform development costs. We define personnel-related costs as salaries, bonuses, benefits, travel and entertainment, and stock-based compensation costs for employees and the costs related to other service providers we engage. Research and Development. Research and development expense primarily consists of personnel-related costs and third-party hosting costs related to development. Research and development costs are expensed as incurred, except to the extent that such costs are associated with internal-use software and platform development that qualifies for capitalization. Sales and Marketing. Sales and marketing expense consists primarily of expenses related to personnel-related costs, including sales commissions, which we expense as they are incurred, and advertising and marketing activities. General and Administrative. General and administrative expense consists primarily of personnel-related costs for our executive, finance, legal, human resources, corporate development, and operations functions; outside consulting, legal, and accounting services; impairment expense; and insurance. Provision for Transaction Losses. Provision for transaction losses consists primarily of losses resulting from fraud and bad debt expense associated with our trade and client receivables balance and transaction losses associated with chargebacks. Provisions for these items represent estimates of losses based on our actual historical incurred losses and other factors. Interest Expense Interest expense consists of interest on our outstanding borrowings. Other (Income) Expense, Net Other (income) expense, net consists primarily of gains and losses from foreign currency exchange transactions and interest income that we earn from our deposits in money market funds and investments in marketable securities. 21 -------------------------------------------------------------------------------- Results of Operations The following table sets forth our condensed consolidated results of operations for the periods presented (in thousands): Three Months Ended Nine Months Ended September 30, September 30, 2021 2020 2021 2020 Revenue Marketplace$ 117,783 $ 88,040 $ 336,913 $ 241,286 Managed services 10,358 8,708 29,028 26,189 Total revenue 128,141 96,748 365,941 267,475 Cost of revenue(1) 34,933 26,596 98,457 75,489 Gross profit 93,208 70,152 267,484 191,986 Operating expenses Research and development(1) 30,873 20,833 85,610 60,728 Sales and marketing(1) 43,192 33,577 128,613 98,695
General and administrative(1) 26,083 18,047 81,969
52,973
Provision for transaction losses 1,377 724 3,701 2,654 Total operating expenses 101,525 73,181 299,893 215,050 Loss from operations (8,317) (3,029) (32,409) (23,064) Interest expense 746 152 1,055 640 Other (income) expense, net 222 (452) 161 31 Loss before income taxes (9,285) (2,729) (33,625) (23,735) Income tax provision (26) (18) (59) (57) Net loss$ (9,311) $ (2,747) $ (33,684) $ (23,792)
(1) Includes stock-based compensation expense as follows (in thousands):
Three Months Ended Nine Months Ended September 30, September 30, 2021 2020 2021 2020 Cost of revenue$ 202 $ 203 $ 582 $ 579 Research and development 4,036 2,567 11,321 7,286 Sales and marketing 1,472 1,212 4,363 3,452 General and administrative 8,196 2,874 22,400 8,210
Total stock-based compensation
22 -------------------------------------------------------------------------------- Comparison of the Three and Nine Months EndedSeptember 30, 2021 and 2020 Revenue (in thousands, except percentages) Three Months Ended September 30, Nine Months Ended September 30, 2021 2020 Change 2021 2020 Change Marketplace$ 117,783 $ 88,040 $ 29,743 34 %$ 336,913 $ 241,286 $ 95,627 40 % Percentage of total revenue 92 % 91 % 92 % 90 % Managed services$ 10,358 $ 8,708 1,650 19 %$ 29,028 $ 26,189 2,839 11 % Percentage of total revenue 8 % 9 % 8 % 10 % Total revenue$ 128,141 $ 96,748 $ 31,393 32 %$ 365,941 $ 267,475 $ 98,466 37 % In the third quarter of 2021, we continued to execute on our strategic initiatives, including investing in research and development to build new product features, prioritizing our advertising efforts to reach new and existing clients seeking to engage with independent talent, and investing in marketing to accelerate the acquisition of new clients and drive brand awareness. As a result, the number of active clients increased 25% as ofSeptember 30, 2021 compared to the same period in 2020, and our GSV per active client increased 12% as ofSeptember 30, 2021 compared to the same period in 2020. The growth in active clients and GSV per active client contributed to the growth of GSV and marketplace revenue. For the three and nine months endedSeptember 30, 2021 , GSV increased 38% and 43%, respectively, as compared to the same periods in 2020. Marketplace revenue was driven by client spend, which for the three and nine months endedSeptember 30, 2021 , drove increases in freelancer service fees of 33% and 39%, respectively, as compared to the same periods in 2020, and client payment processing and administrative fees of 39% and 43%, respectively, as compared to the same periods in 2020. Marketplace revenue grew more slowly than GSV from our marketplace offerings, and for the three and nine months endedSeptember 30, 2021 , our marketplace take rate was 13.2% and 13.3%, respectively, as compared to 13.6% for the same periods in 2020. This trend was the result of a few factors. In particular, we have seen the initial client cohorts following the start of the COVID-19 pandemic mature into higher value clients and continue to increase their spend with particular freelancers, which resulted in a higher mix of freelancers at the lower rates of our tiered service fee structure. Additionally, in the fourth quarter of 2020, to drive GSV, we increased the number of free "Connects" (virtual tokens that allow freelancers to bid on projects on our platform) issued to freelancers, which drove revenue and GSV but also resulted in freelancers purchasing fewer Connects and memberships during the three and nine months endedSeptember 30, 2021 , which resulted in slightly lower revenue as a percentage of GSV during the three and nine months endedSeptember 30, 2021 . For the three and nine months endedSeptember 30, 2021 , managed services revenue increased as a result of increased spend from existing clients. For the three and nine months endedSeptember 30, 2021 , managed services revenue grew at a slower rate than our marketplace revenue. Cost of Revenue and Gross Margin (in thousands, except percentages) Three Months Ended September 30, Nine Months Ended September 30, 2021 2020 Change 2021 2020 Change Cost of revenue$ 34,933 $ 26,596 $ 8,337 31 %$ 98,457 $ 75,489 $ 22,968 30 % Components of cost of revenue: Cost of freelancer services to deliver managed services 8,189 7,093 1,096 15 % 23,192 21,327 1,865 9 % Other components of cost of revenue 26,744 19,503 7,241 37 % 75,265 54,162 21,103 39 % Total gross margin 73 % 73 % 73 % 72 %
For the three and nine months ended
23 -------------------------------------------------------------------------------- primarily due to increased client spend, as well as increases in cost of freelancer services to deliver managed services resulting from increases in managed services revenue for the three and nine months endedSeptember 30, 2021 , as compared to the same periods in 2020. Additionally, for the nine months endedSeptember 30, 2021 , third-party hosting costs increased$1.6 million , as compared to the same period in 2020, driven by our use of twoAmazon Web Services , which we refer to as AWS, data centers during the period as we complete our migration from the AWS facility inCalifornia to the AWS facility inOregon . We expect cost of revenue to increase in absolute dollars in future periods as we continue to support growth on our work marketplace. Amounts paid to freelancers in connection with our managed services offering are tied to the volume of managed services used by our clients. The level and timing of these items could fluctuate and affect our cost of revenue in the future. Because our managed services revenue and marketplace revenue grow at different rates, we expect gross profit to increase in absolute dollars in future periods, although gross margin, expressed as a percentage of total revenue, may vary from period to period. Research and Development (in thousands, except percentages) Three Months Ended September 30, Nine Months Ended September 30, 2021 2020 Change 2021 2020 Change Research and development$ 30,873 $ 20,833 $ 10,040 48 %$ 85,610 $ 60,728 $ 24,882 41 % Percentage of total revenue 24 % 22 % 23 % 23 % For the three and nine months endedSeptember 30, 2021 , research and development expense increased primarily due to our ongoing and significant investments to build new product features and launch new offerings. Specifically, investments we made to increase the size of our research and development workforce resulted in increases in personnel-related costs of$6.3 million and$17.5 million , respectively, as compared to the same periods in 2020, as well as increases in software licenses and other costs of$1.0 million and$2.0 million , respectively. Additionally, during the three and nine months endedSeptember 30, 2021 , we capitalized less internal-use software and platform development costs than in the third quarter of 2020, when we capitalized an incremental$1.2 million . We believe continued investments in research and development are important to attain our strategic objectives, and we expect research and development expense to increase in absolute dollars in future periods, although this expense, expressed as a percentage of total revenue, may vary from period to period. Sales and Marketing (in thousands, except percentages) Three Months Ended September 30, Nine Months Ended September 30, 2021 2020 Change 2021 2020 Change Sales and marketing$ 43,192 $ 33,577 $ 9,615 29 %$ 128,613 $ 98,695 $ 29,918 30 % Percentage of total revenue 34 % 35 % 35 % 37 % For the three and nine months endedSeptember 30, 2021 , sales and marketing expense increased primarily due to increases in marketing and brand awareness campaigns of$5.9 million and$22.4 million , respectively, as compared to the same periods in 2020, as well as increases in personnel-related costs of$2.4 million and$5.8 million , respectively. In an effort to further our acquisition of, and achieve increased spend from, clients, we will continue to invest in marketing and brand awareness, and, to a lesser extent, sales. In particular, we expect to increase our investment in brand marketing beginning in the fourth quarter of 2021 and expand our sales team beginning toward the end of the fourth quarter of 2021. 24 --------------------------------------------------------------------------------
General and Administrative (in thousands, except percentages) Three Months Ended September 30, Nine Months Ended September 30, 2021 2020 Change 2021 2020 Change General and administrative$ 26,083 $ 18,047 $ 8,036 45 %$ 81,969 $ 52,973 $ 28,996 55 % Percentage of total revenue 20 % 19 % 22 % 20 % For the three and nine months endedSeptember 30, 2021 , general and administrative expense increased primarily due to increases in personnel-related costs of$7.6 million and$20.6 million , respectively, as compared to the same periods in 2020, primarily because of increased stock-based compensation expense related to executive compensation arrangements. Additionally, for the nine months endedSeptember 30, 2021 , we incurred an impairment charge of$7.4 million related to certain of our operating lease assets and associated property and equipment. To achieve our strategic objectives, we expect to continue to invest in corporate infrastructure. Additionally, we recently shifted to a flexible work model for our workforce and are evaluating our current need for office space. As a result, we may determine to either close or sublease certain of our other offices, either of which could result in further impairment charges being recognized in general and administrative expense. Provision for Transaction Losses (in thousands, except percentages) Three Months Ended September 30, Nine Months Ended September 30, 2021 2020 Change 2021 2020 Change Provision for transaction losses$ 1,377 $ 724 $ 653 90 %$ 3,701 $ 2,654 $ 1,047 39 % Percentage of total revenue 1 % 1 % 1 % 1 % For the three and nine months endedSeptember 30, 2021 , provision for transaction losses represented 1% of total revenue. We expect provision for transaction losses to approximate 1% of revenue and to increase proportionally as GSV grows. Interest Expense and Other (Income) Expense, Net (in thousands, except percentages) Three Months Ended September 30, Nine Months Ended September 30, 2021 2020 Change 2021 2020 Change Interest expense$ 746 $ 152 $ 594 391 %$ 1,055 $ 640 $ 415 65 % Other (income) expense, net 222 (452) 674 (149) % 161 31 130 419 % For the three and nine months endedSeptember 30, 2021 , interest expense increased as a result of the$575.0 million aggregate principal amount of 0.25% convertible senior notes due 2026 that we issued in a private offering inAugust 2021 , which we refer to as the Notes. See "Note 7-Debt" of the notes to our condensed consolidated financial statements included elsewhere in this Quarterly Report for additional information. For the three and nine months endedSeptember 30, 2021 , other expense, net was driven by net foreign currency transaction losses. Liquidity and Capital Resources Our principal sources of liquidity are our cash and cash equivalents and marketable securities, including the net proceeds from the sale of the Notes. Our cash equivalents and marketable securities primarily consist of money market funds, commercial paper,U.S. government securities, corporate bonds, and asset-backed securities. As ofSeptember 30, 2021 andDecember 31, 2020 , we had$600.1 million and$94.1 million in cash and cash equivalents, respectively. As ofSeptember 30, 2021 andDecember 31, 2020 , we had$96.8 million and$75.6 million in marketable securities, respectively. We believe our existing cash and cash equivalents, marketable securities, and cash flow from operations (in periods in which we generate cash flow from operations) will be sufficient to meet our working capital requirements for at least the next 12 months. To the extent existing cash and cash equivalents, cash from marketable securities, and cash 25 -------------------------------------------------------------------------------- from operations (in periods in which we generate cash flow from operations) are insufficient to fund our working capital requirements, or should we require additional cash for other purposes, we will need to raise additional funds. In the future, we may attempt to raise additional capital through the sale of equity securities or through equity-linked or debt financing arrangements, as we did in the third quarter of 2021. If we raise additional funds by issuing equity or equity-linked securities, the ownership and economic interests of our existing stockholders will be diluted. If we raise additional financing by incurring additional indebtedness, we will be subject to additional debt service requirements and could also be subject to additional restrictive covenants, such as limitations on our ability to incur additional debt, and other operating restrictions that could adversely impact our ability to conduct our business. Any future indebtedness we incur may result in terms that could also be unfavorable to our equity investors. There can be no assurances that we will be able to raise additional capital on terms we deem acceptable, or at all. The inability to raise additional capital as and when required would have an adverse effect, which could be material, on our results of operations, financial condition and ability to achieve our business objectives. We also believe that our principal sources of liquidity will allow us to manage the impact of the COVID-19 pandemic on our business operations for the foreseeable future, which could include reductions in revenue and delays in payments from users, as further described below in "Risk Factors-Our business experienced, and may again experience, an adverse impact from the ongoing COVID-19 pandemic. In addition, users may reduce their use of our work marketplace as the pandemic continues to subside and the restrictions intended to prevent its spread are relaxed or lifted" in Part II, Item 1A in this Quarterly Report. The challenges posed by the COVID-19 pandemic on our business are expected to continue to evolve. Consequently, we will continue to evaluate our financial position in light of future developments, particularly those relating to the COVID-19 pandemic. Escrow Funding Requirements As a licensed internet escrow agent, we offer escrow services to users of our work marketplace and, as such, we are required to hold our users' escrowed cash and in-transit cash in trust as an asset and record a corresponding liability for escrow funds held on behalf of freelancers and clients on our balance sheet. We expect the balances of our funds held in escrow, including funds held in transit, and the related liability to grow as GSV grows and may vary from period to period. Escrow regulations require us to fund the trust with our operating cash to cover shortages due to the timing of cash receipts from clients for completed hourly billings. Freelancers submit their billings for hourly contracts to their clients on a weekly basis every Sunday, and the aggregate amount of such billings is added to escrow funds payable to freelancers on the same day. As of each Sunday of each week, we have not yet collected funds for hourly billings from clients as these funds are in transit. Therefore, in order to satisfy escrow funding requirements, every Sunday we fund the shortage of cash in trust with our own operating cash and typically collect this cash shortage from clients within the next several days. As a result, we expect our total cash and cash flows from operating activities to be impacted when a quarter ends on a Sunday. As ofSeptember 30, 2021 andDecember 31, 2020 , funds held in escrow were$172.7 million and$135.0 million , respectively. Term and Revolving Loans InSeptember 2017 , we entered into a Loan and Security Agreement, as amended, which we refer to as the Loan Agreement. Under the Loan Agreement, the aggregate amount of the facility was up to$49.0 million , consisting of a term loan in the original principal amount of$15.0 million , which we refer to as the First Term Loan, a term loan in the original principal amount of$9.0 million , which we refer to as the Second Term Loan, and, together with the First Term Loan, as the Term Loans, and a revolving line of credit, which permitted borrowings of up to$25.0 million subject to customary conditions. The First Term Loan was scheduled to mature inMarch 2022 , and the Second Term Loan and revolving line of credit were scheduled to mature inSeptember 2022 . All borrowings under the Loan Agreement bore interest at floating rates. OnAugust 5, 2021 , we entered into an agreement, which we refer to as the Payoff Agreement, with our lender to fully repay the remaining outstanding principal amounts plus accrued and unpaid interest outstanding under our Term Loans and terminate the Loan Agreement. There were no amounts outstanding under our line of credit as ofAugust 5, 2021 . Pursuant to the Payoff Agreement, the final repayment on the Term Loans totaled$5.8 million , and as ofAugust 5, 2021 , the Loan Agreement, including the Term Loans and the revolving line of credit, was terminated. As ofSeptember 30, 2021 , no amounts remained outstanding under the Loan Agreement. We were in compliance with our covenants under the Loan Agreement as ofDecember 31, 2020 . 26 -------------------------------------------------------------------------------- During the three and nine months endedSeptember 30, 2021 , we repaid$3.8 million and$6.3 million related to the First Term Loan, respectively, and$3.2 million and$4.5 million related to the Second Term Loan, respectively. During the three and nine months endedSeptember 30, 2020 , we repaid$1.3 million and$3.8 million related to the First Term Loan, respectively, and$0.6 million and$1.9 million related to the Second Term Loan, respectively. As ofSeptember 30, 2021 andDecember 31, 2020 , no amounts were outstanding on the revolving line of credit. Convertible Senior Notes Due 2026 OnAugust 10, 2021 , we issued the Notes pursuant to an Indenture between us andWells Fargo Bank, National Association , as trustee, which we refer to as the Indenture. The Notes are senior, unsecured obligations and will bear interest at a rate of 0.25% per year, payable semiannually in arrears, and are dueAugust 15, 2026 . Upon conversion, we have an option to pay or deliver, as the case may be, cash, shares of our common stock, or a combination of cash and shares of our common stock. The net proceeds from the issuance of the Notes were approximately$560.1 million , after deducting debt issuance costs. We used approximately$49.4 million of the net proceeds from the Notes offering to pay the cost of the Capped Calls (as defined below). We intend to use the remainder of the net proceeds from the offering for general corporate purposes, including marketing, brand awareness and sales, and which may include working capital, capital expenditures, and investments in and acquisitions of other companies, products or technologies that we may identify in the future. Capped Calls In connection with the issuance of the Notes, we used approximately$49.4 million of the net proceeds from the issuance of the Notes to enter into privately negotiated capped call transactions, which we refer to as the Capped Calls, with various financial institutions. The Capped Calls are expected generally to reduce the potential dilution to our common stock upon any conversion of the Notes and/or offset any cash payments we are required to make in excess of the principal amount of converted Notes, as the case may be, with such reduction and/or offset subject to a cap based on the cap price. The initial cap price of the Capped Calls is$92.74 per share of common stock, subject to certain customary adjustments under the terms of the Capped Calls. See "Note 7-Debt" of the notes to our condensed consolidated financial statements included elsewhere in this Quarterly Report for additional information regarding the Notes and the Capped Calls. Cash Flows The following table summarizes our cash flows for the periods presented (in thousands): Nine Months Ended September 30, 2021 2020 Net cash provided by operating activities$ 23,284 $ 13,412 Net cash provided by (used in) investing activities (26,114) 7,008 Net cash provided by financing activities 546,975 39,684 Net increase in cash, cash equivalents, and restricted cash(1)$ 544,145 $ 60,104 (1) Includes increases in funds held in escrow, including funds in transit of$37.6 million and$19.4 million during the nine months endedSeptember 30, 2021 and 2020, respectively. Operating Activities Our largest source of cash from operating activities is revenue generated from our work marketplace. Our primary uses of cash from operating activities are for personnel-related expenditures, marketing activities, including advertising, payment processing fees, amounts paid to freelancers to deliver services for clients under our managed services offering, and third-party hosting costs. In addition, because we are licensed as an internet escrow agent, our total cash and cash provided by (used in) operating activities may be impacted by the timing of the end of our fiscal quarter as discussed in the section titled "-Liquidity and Capital Resources-Escrow Funding Requirements." 27 -------------------------------------------------------------------------------- For the nine months endedSeptember 30, 2021 , net cash provided by operating activities was$23.3 million , which resulted from non-cash charges of$61.1 million , offset by a net loss of$33.7 million and net cash outflows of$4.1 million from changes in operating assets and liabilities. The change in operating assets and liabilities primarily resulted from the increase in trade and client receivables. Due to fluctuations in revenue and the number of transactions on our platform, coupled with fluctuations in the timing of cash receipts from clients, our trade and client receivables will likely continue to fluctuate in the future. For the nine months endedSeptember 30, 2020 , net cash provided by operating activities was$13.4 million , which resulted from a net loss of$23.8 million , offset by non-cash charges of$32.8 million and net cash inflows of$4.4 million from changes in operating assets and liabilities. The change in operating assets and liabilities primarily resulted from the increase in accounts payable of$5.1 million , which was a result of the timing of payments of invoices, and the increase in accrued expenses and other current liabilities of$10.4 million , which was a result of additional accruals related to our ongoing marketing and brand awareness and other efforts, partially offset by a reduction in trade and client receivables of$12.5 million . Investing Activities For the nine months endedSeptember 30, 2021 , net cash used in investing activities was$26.1 million , which was primarily a result of investing$108.8 million in various marketable securities, as well as$4.2 million of internal-use software and platform development costs that we paid during the period, partially offset by proceeds from maturities of marketable securities of$87.5 million . For the nine months endedSeptember 30, 2020 , net cash provided by investing activities was$7.0 million , which was primarily a result of proceeds from maturities of marketable securities of$89.0 million , offset by investing$70.2 million in various marketable securities, as well as$5.6 million of internal-use software and platform development costs that we paid during the period and purchases of property and equipment of$6.2 million primarily for leasehold improvements and furniture related to our office lease inChicago, Illinois . Financing Activities For the nine months endedSeptember 30, 2021 , net cash provided by financing activities was$547.0 million , which resulted primarily from proceeds from the Notes, net of debt issuance costs, of$560.1 million , an increase in escrow funds payable of$37.6 million , cash received from stock option exercises of$6.6 million , and proceeds received from our employee stock purchase plan of$2.7 million , partially offset by purchases of the Capped Calls of$49.4 million and repayments of borrowings on debt of$10.8 million . For the nine months endedSeptember 30, 2020 , net cash provided by financing activities was$39.7 million , which resulted primarily from an increase in escrow funds payable of$19.4 million , cash received from stock option exercises of$23.3 million , and proceeds received from our employee stock purchase plan of$2.7 million , partially offset by net repayments of borrowings on debt of$5.7 million . Obligations and Other Commitments Our principal commitments consist of obligations under our non-cancellable operating leases for office space and the Notes. The following table summarizes our contractual obligations as ofSeptember 30, 2021 (in thousands): Less than 1 - 3 3 - 5 More Than Total 1 Year Years Years 5 Years Leases(1)$ 28,123 $ 6,542 $ 13,368 $ 4,567 $ 3,646 Convertible senior notes(2) 575,000 - - 575,000 -
Total contractual obligations
(1)Represents minimum operating lease payments under operating leases for office facilities, excluding potential lease renewals and tenant improvement allowances. (2)Refer to "Note 7-Debt" of the notes to our condensed consolidated financial statements included elsewhere in this Quarterly Report for additional information. 28 -------------------------------------------------------------------------------- In the ordinary course of business, we enter into contracts and agreements that contain a variety of representations and warranties and provide for indemnification. In addition, we have entered into indemnification agreements with our directors and executive officers and certain key employees that require us, among other things, to indemnify them against certain liabilities that may arise by reason of their status or service as our directors, executive officers, or employees. The terms of such obligations may vary. To date, we have not paid any material claims or been required to defend any actions related to our indemnification obligations. As ofSeptember 30, 2021 andDecember 31, 2020 , we had accrued liabilities related to uncertain non-income tax positions based on management's best estimate of its liability, which are reflected on our condensed consolidated balance sheets. We could be subject to examination in various jurisdictions related to income and non-income tax matters. The resolution of these types of matters, giving recognition to the recorded reserve, could have an adverse impact on our business. Off-Balance Sheet Arrangements As ofSeptember 30, 2021 , we did not have any relationships with other entities or financial partnerships such as entities often referred to as structured finance or special purpose entities that have been established for the purpose of facilitating off-balance sheet arrangements or other contractually narrow or limited purposes. Critical Accounting Policies and Estimates Our condensed consolidated financial statements are prepared in accordance withU.S. GAAP. The preparation of the condensed consolidated financial statements requires us to make estimates and assumptions that affect the reported amounts of assets, liabilities, revenue, expenses, and related disclosures. We evaluate our estimates and assumptions on an ongoing basis using historical experience and other factors and adjust those estimates and assumptions when facts and circumstances dictate. Actual results could materially differ from these estimates and assumptions. An accounting policy is deemed to be critical if it requires an accounting estimate to be made based on assumptions about matters that are highly uncertain at the time the estimate is made, if different estimates reasonably could have been used, or if changes in the estimate that are reasonably possible could materially impact the financial statements. We believe estimates and assumptions associated with the evaluation of revenue recognition criteria, including the determination of revenue reporting as gross versus net in our revenue arrangements, internal-use software and platform development costs, the fair values of stock-based awards, and income taxes have the greatest potential impact on our condensed consolidated financial statements. Therefore, we consider these to be our critical accounting policies and estimates. Except as otherwise disclosed in "Note 2-Basis of Presentation and Summary of Significant Accounting Policies" of the notes to our condensed consolidated financial statements included elsewhere in this Quarterly Report and "Management's Discussion and Analysis of Financial Condition and Results of Operations," there have been no material changes to our critical accounting policies and estimates as compared to the critical accounting policies and estimates described in our Annual Report on Form 10-K for the year endedDecember 31, 2020 , which we refer to as our Annual Report. Recent Accounting Pronouncements See "Note 2-Basis of Presentation and Summary of Significant Accounting Policies" of the notes to our condensed consolidated financial statements included elsewhere in this Quarterly Report for recently issued accounting pronouncements not yet adopted as of the date of this Quarterly Report. Item 3. Quantitative and Qualitative Disclosures about Market Risk. We have operations both withinthe United States and internationally, and we are exposed to market risks in the ordinary course of our business. These risks primarily include interest rate and foreign currency exchange rates. Interest Rate Risk The primary objective of our investment activities is to preserve principal while maximizing income without significantly increasing risk. We do not make investments for trading or speculative purposes. Because our cash and cash equivalents have a relatively short maturity, our portfolio's fair value is relatively insensitive to interest rate 29 -------------------------------------------------------------------------------- changes. Borrowings under the Notes have a fixed interest rate. Borrowings under the Loan Agreement had variable interest rates. As ofSeptember 30, 2021 , we had$575.0 million aggregate principal amount of borrowings outstanding under the Notes. As ofDecember 31, 2020 , we had$10.8 million aggregate principal amount of borrowings outstanding under our Loan Agreement. We do not believe that a hypothetical increase or decrease in interest rates of 100 basis points would have a material impact on our operating results or financial condition. Foreign Currency Risk Our operating results and cash flows are subject to fluctuations due to changes in foreign currency exchange rates. In addition to theU.S. dollar, we offer clients the option to settle invoices denominated in theU.S. dollar in the following currencies: Euro, British Pound, Australian dollar, Canadian dollar,Singapore dollar, South African rand,New Zealand dollar, Polish zloty, Swiss franc, Norwegian krone, Danish krone, Swedish krona, Turkish lira, Japanese yen, andHong Kong dollar. When clients make payments in one of these currencies, we are exposed to foreign currency risk during the period between when payment is made and when the payment amounts settle. To mitigate this risk, we have entered into forward contracts. As such, the impact of foreign currency exchange rate fluctuations to our operating results have been insignificant to date. Item 4. Controls and Procedures. Evaluation of Disclosure Controls and Procedures Our management, with the participation of our Chief Executive Officer and Chief Financial Officer, evaluated the effectiveness of our disclosure controls and procedures as defined in Rules 13a-15(e) and 15d-15(e) under the Securities Exchange Act of 1934, as amended, which we refer to as the Exchange Act, as ofSeptember 30, 2021 . Our disclosure controls and procedures are designed to ensure that information we are required to disclose in the reports we file or submit under the Exchange Act is accumulated and communicated to our management, including our Chief Executive Officer and Chief Financial Officer, as appropriate to allow timely decisions regarding required disclosures, and is recorded, processed, summarized, and reported within the time periods specified in the rules and forms of theSecurities and Exchange Commission , which we refer to as theSEC . Based upon that evaluation, our Chief Executive Officer and Chief Financial Officer concluded that, as ofSeptember 30, 2021 , our disclosure controls and procedures were effective. Changes in Internal Control over Financial Reporting There were no changes to our internal control over financial reporting that occurred during the quarter endedSeptember 30, 2021 that have materially affected, or are reasonably likely to materially affect, our internal control over financial reporting. 30
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