Biggest changeYear Ended December 31, 2022 2021 2020 (dollars in thousands) Gross profit $ 742,631 $ 509,292 $ 330,004 Gross margin 76 % 78 % 77 % Loss from operations $ (201,203) $ (127,684) $ (106,768) Non-GAAP income (loss) from operations $ 35,679 $ (7,024) $ (33,892) Operating margin (21) % (19) % (25) % Non-GAAP operating margin 4 % (1) % (8) % Net cash provided by (used in) operating activities $ 123,595 $ 64,648 $ (17,129) Net cash used in investing activities $ (235,696) $ (709,322) $ (515,273) Net cash provided by financing activities $ 6,347 $ 847,486 $ 504,912 Free cash flow $ (39,769) $ (43,090) $ (92,091) Net cash provided by (used in) operating activities (as a percentage of revenue) 13 % 10 % (4) % Free cash flow margin (4) % (7) % (21) % Paying customers 162,086 140,096 111,183 Paying customers (> $100,000 Annualized Revenue) 2,042 1,416 828 The following table summarizes the revenue by region based on the billing address of customers who use the Company’s products: Year Ended December 31, 2022 2021 2020 (dollars in thousands) Amount Percentage of Revenue Amount Percentage of Revenue Amount Percentage of Revenue United States $ 515,722 53 % $ 342,578 52 % $ 218,191 51 % Europe, Middle East, and Africa 258,291 26 % 172,129 26 % 109,274 25 % Asia Pacific 133,353 14 % 96,537 15 % 76,177 18 % Other 67,875 7 % 45,182 7 % 27,417 6 % Total $ 975,241 100 % $ 656,426 100 % $ 431,059 100 % Non-GAAP Financial Measures In addition to our results determined in accordance with generally accepted accounting principles in the United States (U.S.
Biggest changeThe following table summarizes the revenue by region based on the billing address of customers who use the Company’s products: Year Ended December 31, 2023 2022 2021 (dollars in thousands) Amount Percentage of Revenue Amount Percentage of Revenue Amount Percentage of Revenue United States $ 678,184 52 % $ 515,722 53 % $ 342,578 52 % Europe, Middle East, and Africa 356,569 28 % 258,291 26 % 172,129 26 % Asia Pacific 168,826 13 % 133,353 14 % 96,537 15 % Other 93,166 7 % 67,875 7 % 45,182 7 % Total $ 1,296,745 100 % $ 975,241 100 % $ 656,426 100 % Non-GAAP Financial Measures In addition to our results determined in accordance with generally accepted accounting principles in the United States (U.S.
Our actual results may differ materially from those anticipated in these forward-looking statements as a result of various factors, including those other factors discussed in the section titled “Risk Factors” and in other parts of this Annual Report on Form 10-K. Our fiscal year end is December 31. Overview Cloudflare’s mission is to help build a better Internet.
Our actual results may differ materially from those anticipated in these forward-looking statements as a result of various factors, including those factors discussed in the section titled “Risk Factors” and in other parts of this Annual Report on Form 10-K. Our fiscal year end is December 31. Overview Cloudflare’s mission is to help build a better Internet.
GAAP financial measures, and not to rely on any single financial measure to evaluate our business. Non-GAAP Income (Loss) from Operations and Non-GAAP Operating Margin We define non-GAAP income (loss) from operations and non-GAAP operating margin as U.S. GAAP loss from operations and U.S.
GAAP financial measures, and not to rely on any single financial measure to evaluate our business. Non-GAAP Income (Loss) from Operations and Non-GAAP Operating Margin We define non-GAAP income (loss) from operations and non-GAAP operating margin as U.S. GAAP income (loss) from operations and U.S.
Additionally, some of the factors that may influence our operations are not within our control, such as general economic conditions. We may be required to seek additional equity or debt financing from time to time in the future.
Additionally, some of the factors that may influence our operations are not within our control, such as general economic conditions. We may seek, or be required to seek, additional equity or debt financing from time to time in the future.
Investing Activities Net cash used in investing activities during the year ended December 31, 2022 of $235.7 million resulted primarily from the purchases of available-for-sale securities of $1,133.0 million, capital expenditures of $143.6 million, cash paid for acquisitions, net of cash acquired of $88.2 million, and capitalization of internal-use software development costs of $19.8 million.
Net cash used in investing activities during the year ended December 31, 2022 of $235.7 million resulted primarily from the purchases of available-for-sale securities of $1,133.0 million, capital expenditures of $143.6 million, cash paid for acquisitions, net of cash acquired of $88.2 million, and capitalization of internal-use software development costs of $19.8 million.
The net cash outflow from changes in operating assets and liabilities was primarily the result of a $67.9 million increase in deferred contract acquisition costs due to increased sales commissions from the addition of new customers, a $56.2 million increase in accounts receivable, net, which increased due to our growing customer base and timing of collections from our customers, a $31.7 million decrease in operating lease liabilities, a $9.6 million decrease in accounts payable related to operating activities, a $7.7 million increase in prepaid expenses and other current 86 Table of contents assets related to operating activities, a $5.4 million decrease in accrued expenses and other current liabilities related to operating activities, and a $2.2 million increase in contract assets, which were partially offset by a $102.2 million increase in deferred revenue.
The net cash 88 Table of contents outflow from changes in operating assets and liabilities was primarily the result of a $67.9 million increase in deferred contract acquisition costs due to increased sales commissions from the addition of new customers, a $56.2 million increase in accounts receivable, net, which increased due to our growing customer base and timing of collections from our customers, a $31.7 million decrease in operating lease liabilities, a $9.6 million decrease in accounts payable related to operating activities, a $7.7 million increase in prepaid expenses and other current assets related to operating activities, a $5.4 million decrease in accrued expenses and other current liabilities related to operating activities, and a $2.2 million increase in contract assets, which were partially offset by a $102.2 million increase in deferred revenue.
Discussions of 2020 items and year-to-year comparisons between 2021 and 2020 are not included in this Form 10-K, and such disclosure can be found in “Management’s Discussion and Analysis of Financial Condition and Results of Operations” in Part II, Item 7 of the Company’s Annual Report on Form 10-K for the fiscal year ended December 31, 2021, which information is incorporated herein by reference.
Discussions of 2021 items and year-to-year comparisons between 2022 and 2021 are not included in this Form 10-K, and such disclosure can be found in “Management’s Discussion and Analysis of Financial Condition and Results of Operations” in Part II, Item 7 of the Company’s Annual Report on Form 10-K for the fiscal year ended December 31, 2022, which information is incorporated herein by reference.
We offer a variety of plans to our free and paying customers depending on their required features and functionality. • Contracted customers . Our contracted customers, which consist of customers that enter into contracts for our Enterprise subscription plan, have contracts that typically range from one to three years and are typically billed on a monthly basis.
We offer a variety of plans to our free and paying customers depending on their required features and functionality. • Contracted customers . Our contracted customers, which consist of customers that enter into contracts for our Enterprise subscription plan, have contracts that typically range from one to three years and are typically billed on a monthly or annual basis.
Our actual results could vary as a result of, and our near- and long-term future capital requirements will depend on, many factors, including our growth rate, subscription renewal activity, the timing and extent of spending to support our infrastructure and research and development efforts, the expansion of sales and marketing activities, the timing of new introductions of products or features, the continuing market adoption of our global network and products, and the impact of macroeconomic conditions to our and our customers', vendors', and partners' businesses.
Our actual results could vary as a result of, and our near- and long-term future capital requirements will depend on, many factors, including our growth rate, subscription renewal activity, the timing and extent of 87 Table of contents spending to support our infrastructure and research and development efforts, the expansion of sales and marketing activities, the timing of new introductions of products or features, the continuing market adoption of our global network and products, and the impact of macroeconomic conditions to our and our customers', vendors', and partners' businesses.
International markets represented 47%, 48% and 49% of our revenue in the years ended December 31, 2022, 2021, and 2020, respectively, and we intend to continue to invest in our international growth as a strategy to expand our customer base around the world. • Free customer base . Free customers are an important part of our business.
International markets represented 48%, 47% and 48% of our revenue in the years ended December 31, 2023, 2022, and 2021, respectively, and we intend to continue to invest in our international growth as a strategy to expand our customer base around the world. • Free customer base . Free customers are an important part of our business.
Interest Expense 79 Table of contents Interest expense consists primarily of contractual interest expense and amortization of the debt issuance costs on our 0.75% Convertible Senior Notes due 2025 (the 2025 Notes) and 0% Convertible Senior Notes due 2026 (the 2026 Notes, and together with the 2025 Notes, the Notes).
Interest Expense 81 Table of contents Interest expense consists primarily of contractual interest expense and amortization of the debt issuance costs on our 0.75% Convertible Senior Notes due 2025 (the 2025 Notes) and 0% Convertible Senior Notes due 2026 (the 2026 Notes, and together with the 2025 Notes, the Notes).
The level and timing of investment in these areas could affect our cost of revenue in the future. Gross Profit and Gross Margin 78 Table of contents Gross profit is revenue less cost of revenue and gross margin is gross profit as a percentage of revenue.
The level and timing of investment in these areas could affect our cost of revenue in the future. Gross Profit and Gross Margin 80 Table of contents Gross profit is revenue less cost of revenue and gross margin is gross profit as a percentage of revenue.
The provision for income taxes of $2.6 million for the year ended December 31, 2022 was primarily related to withholding taxes in the U.S. and income tax expense from profitable foreign jurisdictions, offset by the partial release of the U.S. valuation allowance in connection with acquisitions.
The income tax expense of $2.6 million for the year ended December 31, 2022 was primarily related to withholding taxes in the United States and income tax expense from profitable foreign jurisdictions, offset by the partial release of the U.S. valuation allowance in connection with acquisitions.
Our Annualized Revenue metric also includes any usage charges by a customer during a period, which represents a small portion of our total revenue and may not be recurring. As a result, Annualized Revenue may be higher than actual revenue over the course of the year.
Our Annualized Revenue metric also includes any usage charges by a customer during a period, which represents a small portion of our total revenue and may not be recurring. As a result, Annualized Revenue may be higher than actual revenue over the 79 Table of contents course of the year.
In addition, other companies, including companies in our industry, may calculate similarly-titled non-GAAP measures differently or may use other measures to evaluate their performance, all of which could reduce the usefulness of our non-GAAP financial measures as tools for comparison.
In addition, other companies, including companies in our industry, may calculate similarly-titled non-GAAP measures 77 Table of contents differently or may use other measures to evaluate their performance, all of which could reduce the usefulness of our non-GAAP financial measures as tools for comparison.
However, non-GAAP financial information is presented for supplemental informational purposes only, has limitations as an analytical tool, and should not be considered in isolation or as a substitute for financial information presented in accordance with U.S. GAAP. In particular, free cash flow is not a substitute for cash 75 Table of contents provided by (used in) operating activities.
However, non-GAAP financial information is presented for supplemental informational purposes only, has limitations as an analytical tool, and should not be considered in isolation or as a substitute for financial information presented in accordance with U.S. GAAP. In particular, free cash flow is not a substitute for cash provided by (used in) operating activities.
Our dollar-based net retention rates for the three months ended December 31, 2022, 2021, and 2020 were 122%, 125%, and 119%, respectively. Components of Our Results of Operations Revenue We generate revenue primarily from sales to our customers of subscriptions to access our network and products, together with related support services.
Our dollar-based net retention rates for the three months ended December 31, 2023, 2022, and 2021 were 115%, 122%, and 125%, respectively. Components of Our Results of Operations Revenue We generate revenue primarily from sales to our customers of subscriptions to access our network and products, together with related support services.
We expect to continue to incur operating losses and cash flow that may fluctuate between positive and negative for the foreseeable future 85 Table of contents due to the investments we intend to make in our business, and as a result we may require additional capital resources to execute on our strategic initiatives to grow our business.
We expect to continue to incur operating losses and cash flow that may fluctuate between positive and negative for the foreseeable future due to the investments we intend to make in our business, and as a result we may require additional capital resources to execute on our strategic initiatives to grow our business.
We are not aware of any specific event or circumstance that would require an update to our estimates or assumptions or a revision of the carrying value of assets or liabilities as of February 24, 2023, the date of issuance of this Annual Report on Form 10-K.
We are not aware of any specific event or circumstance that would require an update to our estimates or assumptions or a revision of the carrying value of assets or liabilities as of February 21, 2024, the date of issuance of this Annual Report on Form 10-K.
This section of this Form 10-K generally discusses 2022 and 2021 items and year-to-year comparisons between 2022 and 2021.
This section of this Form 10-K generally discusses 2023 and 2022 items and year-to-year comparisons between 2023 and 2022.
An entity is defined as a company, a government institution, a non-profit organization, or a distinct business unit of a large company. An active contract is defined as a customer relationship for which we have provided services during the quarter. The number of paying customers was 162,086, 140,096, and 111,183 as of December 31, 2022, 2021, and 2020, respectively.
An entity is defined as a company, a government institution, a non-profit organization, or a distinct business unit of a large company. An active contract is defined as a customer relationship for which we have provided services during the quarter. The number of paying customers was 189,791, 162,086, and 140,096 as of December 31, 2023, 2022, and 2021, respectively.
Financing Activities Net cash provided by financing activities of $6.3 million during the year ended December 31, 2022 was primarily due to $15.3 million proceeds from the issuance of Class A common stock pursuant to the 2019 Employee Stock Purchase Plan (ESPP) and $10.1 million of proceeds from the exercise of vested and unvested stock options, which were partially offset by $16.6 million of repayments of convertible senior notes, and $2.5 million payment of tax withholding on Restricted Stock Unit (RSU) settlements.
Net cash provided by financing activities of $6.3 million during the year ended December 31, 2022 was primarily due to $15.3 million proceeds from the issuance of Class A common stock pursuant to the ESPP and $10.1 million of proceeds from the exercise of vested and unvested stock options, which were partially offset by $16.6 million of repayments of the 2025 Notes, and $2.5 million payment of tax withholding on RSU settlements.
The remainder of the increase was primarily due to an increase of $20.4 million in co-location and bandwidth expenses for free customers, an increase of $11.4 million in expenses for marketing programs due to investments in brand awareness advertising, third-party industry events, and digital performance marketing, an increase of $5.6 million in travel-related expenses, an increase of $3.0 million in subscriptions, and an increase of $2.9 million in allocated overhead costs.
The remainder of the increase was primarily due to an increase of $15.7 million in expenses for marketing programs due to investments in brand awareness advertising, third-party industry events, and digital performance marketing, an increase of $13.0 million in co-location and bandwidth expenses for free customers, an increase of $6.9 million in travel-related expenses, an increase of $3.6 million in allocated overhead costs, an increase of $2.8 million in subscriptions expenses, and an increase of $1.4 million in consulting expenses.
Year Ended December 31, 2022 2021 2020 (dollars in thousands) Loss from operations $ (201,203) $ (127,684) $ (106,768) Add: Stock-based compensation expense and related employer payroll taxes 217,766 117,334 63,516 Amortization of acquired intangible assets 15,169 2,946 3,081 Acquisition-related and other expenses 3,947 380 6,279 Non-GAAP income (loss) from operations $ 35,679 $ (7,024) $ (33,892) Operating margin (21) % (19) % (25) % Non-GAAP operating margin (non-GAAP income (loss) from operations as a percentage of revenue) 4 % (1) % (8) % Free Cash Flow and Free Cash Flow Margin Free cash flow is a non-GAAP financial measure that we calculate as net cash provided by (used in) operating activities less cash used for purchases of property and equipment and capitalized internal-use software.
Year Ended December 31, 2023 2022 2021 (dollars in thousands) Loss from operations $ (185,485) $ (201,203) $ (127,684) Add: Stock-based compensation expense and related employer payroll taxes 287,500 217,766 117,334 Amortization of acquired intangible assets 20,002 15,169 2,946 Acquisition-related and other expenses — 3,947 380 Non-GAAP income (loss) from operations $ 122,017 $ 35,679 $ (7,024) Operating margin (14) % (21) % (19) % Non-GAAP operating margin (non-GAAP income (loss) from operations as a percentage of revenue) 9 % 4 % (1) % Free Cash Flow and Free Cash Flow Margin Free cash flow is a non-GAAP financial measure that we calculate as net cash provided by (used in) operating activities less cash used for purchases of property and equipment and capitalized internal-use software.
We are closely monitoring macroeconomic developments and global events, such as the Russia-Ukraine conflict and other areas of geopolitical tension around the world, and how they may impact our and our customers’ businesses.
Impact of Macroeconomic Developments We are closely monitoring macroeconomic developments and global events, such as the Hamas-Israel and the Russia-Ukraine conflicts and the potential expansion of those conflicts and other areas of geopolitical tension around the world, and how they may adversely impact our and our customers’ businesses.
As of December 31, 2022, the Company's investment portfolio consisted of investment grade securities with an average credit rating of AA. We have generated significant operating losses from our operations as reflected in our accumulated deficit of $839.9 million as of December 31, 2022.
As of December 31, 2023, our investment portfolio consisted of investment grade securities with an average credit rating of AA. We have generated significant operating losses from our operations as reflected in our accumulated deficit of $1,023.8 million as of December 31, 2023.
Additionally, free cash flow does not represent the total increase or decrease in our cash balance for a given period. 76 Table of contents Year Ended December 31, 2022 2021 2020 (dollars in thousands) Net cash provided by (used in) operating activities $ 123,595 $ 64,648 $ (17,129) Less: Purchases of property and equipment (143,606) (92,986) (56,375) Less: Capitalized internal-use software (19,758) (14,752) (18,587) Free cash flow $ (39,769) $ (43,090) $ (92,091) Net cash used in investing activities $ (235,696) $ (709,322) $ (515,273) Net cash provided by financing activities $ 6,347 $ 847,486 $ 504,912 Net cash provided by (used in) operating activities (as a percentage of revenue) 13 % 10 % (4) % Less: Purchases of property and equipment (as a percentage of revenue) (15) % (14) % (13) % Less: Capitalized internal-use software (as a percentage of revenue) (2) % (2) % (4) % Free cash flow margin (4) % (7) % (21) % Key Business Metrics In addition to our results determined in accordance with U.S.
Additionally, free cash flow does not represent the total increase or decrease in our cash balance for a given period. 78 Table of contents Year Ended December 31, 2023 2022 2021 (dollars in thousands) Net cash provided by operating activities $ 254,406 $ 123,595 $ 64,648 Less: Purchases of property and equipment (114,396) (143,606) (92,986) Less: Capitalized internal-use software (20,546) (19,758) (14,752) Free cash flow $ 119,464 $ (39,769) $ (43,090) Net cash used in investing activities $ (186,201) $ (235,696) $ (709,322) Net cash provided by (used in) financing activities $ (192,185) $ 6,347 $ 847,486 Net cash provided by operating activities (as a percentage of revenue) 20 % 13 % 10 % Less: Purchases of property and equipment (as a percentage of revenue) (9) % (15) % (14) % Less: Capitalized internal-use software (as a percentage of revenue) (2) % (2) % (2) % Free cash flow margin 9 % (4) % (7) % Key Business Metrics In addition to our results determined in accordance with U.S.
The increase was primarily driven by $92.8 million in increased employee-related costs due to a 40% increase in headcount in our sales and marketing organization, including an increase of $22.8 million in stock-based compensation expense.
The increase was primarily driven by $86.1 million in increased employee-related costs due to a 15% increase in headcount in our sales and marketing organization, including an increase of $26.2 million in stock-based compensation expense.
Net cash provided by operating activities during the year ended December 31, 2021 was $64.6 million, which resulted from a net loss of $260.3 million, adjusted for non-cash charges of $321.6 million and net cash inflow of $3.4 million from changes in operating assets and liabilities.
Net cash provided by operating activities during the year ended December 31, 2022 was $123.6 million, which resulted from a net loss of $193.4 million, adjusted for non-cash charges of $396.3 million and net cash outflow of $79.3 million from changes in operating assets and liabilities.
As of December 31, 2022, we had cash and cash equivalents of $204.2 million, including $23.6 million held by our foreign subsidiaries. Our cash and cash equivalents primarily consist of cash and highly liquid money market funds. We also had available-for-sale securities of $1,445.8 million consisting of U.S. treasury securities, commercial paper, and corporate bonds.
As of December 31, 2023, we had cash and cash equivalents of $86.9 million, including $19.5 million held by our foreign subsidiaries. Our cash and cash equivalents primarily consist of cash and highly liquid money market funds. We also had available-for-sale securities of $1,586.9 million consisting of U.S. treasury securities, commercial paper, and corporate bonds.
Due in part to the Russia-Ukraine conflict, and other geopolitical and macroeconomic conditions, there is ongoing uncertainty and significant disruption in the global economy and financial markets.
Due in part to the Hamas-Israel and Russia-Ukraine conflicts, and other geopolitical and macroeconomic conditions, there is ongoing uncertainty and significant 89 Table of contents disruption in the global economy and financial markets.
Refer to Note 7 to our consolidated financial statements in Part II, Item 8 of this Annual Report on Form 10-K for more information regarding the Notes.
Recent Accounting Pronouncements Refer to Note 2 to our consolidated financial statements in Part II, Item 8 of this Annual Report on Form 10-K for more information regarding recently adopted accounting pronouncements.
These effects could include, among others, increased slowness in purchasing decisions by existing and potential new paying customers, additional lengthening of the sales cycle for some of our existing and potential new paying customers, further reduction or delays in purchasing decisions by our paying customers, potential customer requests for concessions or delayed payments, potential losses of paying customers as a result of economic distress or bankruptcy (particularly among our small and medium paying customer base), potential reductions in new non-U.S. customers and expansion of sales to existing non-U.S. paying customers as a result of our products, which we currently only sell for U.S. dollars, becoming relatively more expensive for such customers, and increased costs for employee compensation and equipment purchases resulting from continued inflationary cost pressures.
These effects could include, among others, reduction or increased delays in purchasing decisions by existing and potential new paying customers, additional lengthening of the sales cycle for some of our existing and potential new paying customers, potential customer requests for concessions (including in terms of payment amounts and/or timing and earlier or additional termination rights), potential losses of paying customers as a result of economic distress or bankruptcy (particularly among our small and medium paying customer base), potential reductions in new non-U.S. customers and expansion of sales to existing non-U.S. paying customers as a result of our products, which are substantially all sold in U.S. dollars, becoming relatively more expensive for such customers due to the higher value of the U.S. dollar relative to other currencies, and increased costs for employee compensation and equipment purchases resulting from continued inflationary cost pressures.
GAAP. The preparation of these consolidated financial statements requires us to make estimates and assumptions that affect the reported amounts of assets, liabilities, revenue and expenses, and related disclosures.
Critical Accounting Estimates Our consolidated financial statements are prepared in accordance with U.S. GAAP. The preparation of these consolidated financial statements requires us to make estimates and assumptions that affect the reported amounts of assets, liabilities, revenue and expenses, and related disclosures.
We make our pay-as-you-go product solutions available in several configurations. For customers securing and accelerating their Internet properties using our external-facing infrastructure products, we offer Pro and Business subscription plans through our website per registered domain, and it is common for customers to purchase subscriptions to cover multiple Internet properties (e.g., domains, websites, application programming interfaces (APIs), and mobile applications).
For customers securing and accelerating their Internet properties using our website and application services, we offer Pro and Business subscription plans through our website per registered domain, and it is common for customers to purchase subscriptions to cover multiple Internet properties (e.g., domains, websites, application programming interfaces (APIs), and mobile applications).
Refer to Notes 6, 7, and 8 to our consolidated financial statements in Part II, Item 8 of this Annual Report on Form 10-K for more information regarding these material cash requirements.
As of December 31, 2023, our material cash requirements include contractual obligations from the 2026 Notes, purchase commitments and lease obligations. Refer to Notes 6, 7, and 8 to the consolidated financial statements in Part II, Item 8 of this Annual Report on Form 10-K for more information regarding these material cash requirements.
Cash Flows The following table summarizes our cash flows for the periods presented: Year Ended December 31, 2022 2021 2020 (in thousands) Net cash provided by (used) in operating activities $ 123,595 $ 64,648 $ (17,129) Net cash used in investing activities $ (235,696) $ (709,322) $ (515,273) Net cash provided by financing activities $ 6,347 $ 847,486 $ 504,912 Operating Activities Net cash provided by operating activities during the year ended December 31, 2022 was $123.6 million, which resulted from a net loss of $193.4 million, adjusted for non-cash charges of $396.3 million and net cash outflow of $79.3 million from changes in operating assets and liabilities.
Cash Flows The following table summarizes our cash flows for the periods presented: Year Ended December 31, 2023 2022 2021 (in thousands) Net cash provided by operating activities $ 254,406 $ 123,595 $ 64,648 Net cash used in investing activities $ (186,201) $ (235,696) $ (709,322) Net cash provided by (used in) financing activities $ (192,185) $ 6,347 $ 847,486 Operating Activities Net cash provided by operating activities during the year ended December 31, 2023 was $254.4 million, which resulted from a net loss of $183.9 million, adjusted for non-cash charges of $543.1 million and net cash outflow of $104.7 million from changes in operating assets and liabilities.
We have a full valuation allowance on our U.S. federal, U.S. state, and U.K. deferred tax assets as we have concluded that it is more likely than not that the deferred tax assets will not be realized. 80 Table of contents Results of Operations The following tables set forth our consolidated results of operations for the periods presented in dollars and as a percentage of our revenue for those periods: Year Ended December 31, 2022 2021 2020 (in thousands) Revenue $ 975,241 $ 656,426 $ 431,059 Cost of revenue (1) 232,610 147,134 101,055 Gross profit 742,631 509,292 330,004 Operating expenses: Sales and marketing (1) 465,762 328,065 217,875 Research and development (1) 298,303 189,408 127,144 General and administrative (1) 179,769 119,503 91,753 Total operating expenses 943,834 636,976 436,772 Loss from operations (201,203) (127,684) (106,768) Non-operating income (expense): Interest income 14,877 1,970 6,588 Interest expense (4,984) (49,234) (24,964) Loss on extinguishment of debt — (72,234) — Other income (expense), net 577 (794) 171 Total non-operating income (expense), net 10,470 (120,292) (18,205) Loss before income taxes (190,733) (247,976) (124,973) Provision for (benefit from) income taxes 2,648 12,333 (5,603) Net loss $ (193,381) $ (260,309) $ (119,370) _______________ (1) Includes stock-based compensation expense as follows: Year Ended December 31, 2022 2021 2020 (in thousands) Cost of revenue $ 6,251 $ 2,583 $ 1,225 Sales and marketing 50,317 27,277 16,019 Research and development 103,276 44,196 26,090 General and administrative 42,933 16,081 13,000 Total stock-based compensation expense $ 202,777 $ 90,137 $ 56,334 81 Table of contents Year Ended December 31, 2022 2021 2020 Percentage of Revenue Data: Revenue 100 % 100 % 100 % Cost of revenue 24 22 23 Gross margin 76 78 77 Operating expenses: Sales and marketing 48 50 51 Research and development 31 29 30 General and administrative 18 18 21 Total operating expenses 97 97 102 Loss from operations (21) (19) (25) Non-operating income (expense): Interest income 2 — 2 Interest expense (1) (8) (6) Loss on extinguishment of debt — (11) — Other income (expense), net — — — Total non-operating income (expense), net 1 (19) (4) Loss before income taxes (20) (38) (29) Provision for (benefit from) income taxes — 2 (1) Net loss (20) % (40) % (28) % Comparison of the Years Ended December 31, 2022 and 2021 Revenue Year Ended December 31, Change 2022 2021 $ % (dollars in thousands) Revenue $ 975,241 $ 656,426 $ 318,815 49 % Revenue increased by $318.8 million, or 49%, for the year ended December 31, 2022 compared to the year ended December 31, 2021.
We have a full valuation allowance on our U.S. federal, U.S. state, and U.K. deferred tax assets as we have concluded that it is more likely than not that the deferred tax assets will not be realized. 82 Table of contents Results of Operations The following tables set forth our consolidated results of operations for the periods presented in dollars and as a percentage of our revenue for those periods: Year Ended December 31, 2023 2022 2021 (in thousands) Revenue $ 1,296,745 $ 975,241 $ 656,426 Cost of revenue (1) 307,005 232,610 147,134 Gross profit 989,740 742,631 509,292 Operating expenses: Sales and marketing (1) 599,117 465,762 328,065 Research and development (1) 358,143 298,303 189,408 General and administrative (1) 217,965 179,769 119,503 Total operating expenses 1,175,225 943,834 636,976 Loss from operations (185,485) (201,203) (127,684) Non-operating income (expense): Interest income 68,167 14,877 1,970 Interest expense (5,872) (4,984) (49,234) Loss on extinguishment of debt (50,300) — (72,234) Other income (expense), net (4,372) 577 (794) Total non-operating income (expense), net 7,623 10,470 (120,292) Loss before income taxes (177,862) (190,733) (247,976) Provision for income taxes 6,087 2,648 12,333 Net loss $ (183,949) $ (193,381) $ (260,309) _______________ (1) Includes stock-based compensation expense as follows: Year Ended December 31, 2023 2022 2021 (in thousands) Cost of revenue $ 7,967 $ 6,251 $ 2,583 Sales and marketing 73,682 50,317 27,277 Research and development 132,417 103,276 44,196 General and administrative 59,923 42,933 16,081 Total stock-based compensation expense $ 273,989 $ 202,777 $ 90,137 83 Table of contents Year Ended December 31, 2023 2022 2021 Percentage of Revenue Data: Revenue 100 % 100 % 100 % Cost of revenue 24 24 22 Gross margin 76 76 78 Operating expenses: Sales and marketing 46 48 50 Research and development 27 31 29 General and administrative 17 18 18 Total operating expenses 90 97 97 Loss from operations (14) (21) (19) Non-operating income (expense): Interest income 5 2 — Interest expense — (1) (8) Loss on extinguishment of debt (4) — (11) Other income (expense), net — — — Total non-operating income (expense), net 1 1 (19) Loss before income taxes (13) (20) (38) Provision for income taxes 1 — 2 Net loss (14) % (20) % (40) % Comparison of the Years Ended December 31, 2023 and 2022 Revenue Year Ended December 31, Change 2023 2022 $ % (dollars in thousands) Revenue $ 1,296,745 $ 975,241 $ 321,504 33 % Revenue increased by $321.5 million, or 33%, for the year ended December 31, 2023 compared to the year ended December 31, 2022.
Loss on Extinguishment of Debt Year Ended December 31, Change 2022 2021 $ % (dollars in thousands) Loss on extinguishment of debt $ — $ (72,234) $ 72,234 * ______________ * Not meaningful Loss on extinguishment of debt decreased by $72.2 million for the year ended December 31, 2022 as compared to the year ended December 31, 2021.
Loss on Extinguishment of Debt Year Ended December 31, Change 2023 2022 $ % (dollars in thousands) Loss on extinguishment of debt $ (50,300) $ — $ (50,300) * ______________ * Not meaningful Loss on extinguishment of debt increased by $50.3 million for the year ended December 31, 2023 as compared to the year ended December 31, 2022.
Off-Balance Sheet Arrangements As of December 31, 2022, we did not have any relationships with unconsolidated organizations or financial partnerships, such as structured finance or special purpose entities, which would have been established for the purpose of facilitating off-balance sheet arrangements or other contractually narrow or limited purposes. 87 Table of contents Critical Accounting Estimates Our consolidated financial statements are prepared in accordance with U.S.
Off-Balance Sheet Arrangements As of December 31, 2023, we did not have any relationships with unconsolidated organizations or financial partnerships, such as structured finance or special purpose entities, which would have been established for the purpose of facilitating off-balance sheet arrangements or other contractually narrow or limited purposes.
The increase was primarily driven by $112.5 million in increased employee-related costs due to a 31% increase in headcount in our research and development organization, including an increase of $61.7 million in stock-based compensation expense.
The increase was primarily driven by $55.1 million in increased employee-related costs due to a 11% increase in headcount in our research and development organization, including an increase of $30.3 million in stock-based compensation expense. The remainder of the increase was primarily due to an increase of $3.3 million in allocated overhead costs.
The increase in revenue was primarily due to the addition of new paying customers, which increased by 16% during the year ended December 31, 2022, as well as expansion within our existing paying customers, which was reflected by our dollar-based net retention rates remaining over 120% during the four quarters ended December 31, 2022.
The increase in revenue was primarily due to the addition of new paying customers, which increased by 17% during the year ended December 31, 2023, as well as expansion within our existing paying customers, which was reflected by our dollar-based net retention rate of 115% for the three months ended December 31, 2023.
Net cash used in investing activities during the year ended December 31, 2021 of $709.3 million resulted primarily from the purchases of available-for-sale securities of $1,589.3 million, capital expenditures of $93.0 million, capitalization of internal-use software development costs of $14.8 million and cash paid for acquisitions, net of cash acquired of $5.6 million.
Investing Activities Net cash used in investing activities during the year ended December 31, 2023 of $186.2 million resulted primarily from the purchases of available-for-sale securities of $1,877.5 million, capital expenditures of $114.4 million, capitalization of internal-use software development costs of $20.5 million, and cash paid for asset acquisitions of $6.1 million.
The net cash inflow from changes in operating assets and liabilities was primarily the result of a $64.4 million increase in deferred revenue, a $58.9 million increase in accrued expenses and other current liabilities, which were partially offset by a $55.4 million increase in deferred contract acquisition costs due to increased sales commissions from the addition of new customers, a $35.8 million increase in accounts receivable, net, which increased due to our growing customer base and timing of collections from our customers, a $23.1 million decrease in operating lease liabilities, and a $4.6 million decrease in other noncurrent liabilities.
The net cash outflow from changes in operating assets and liabilities was primarily the result of a $113.4 million increase in accounts receivable, net, which increased due to our growing customer base and timing of collections from our customers, a $101.5 million increase in deferred contract acquisition costs due to increased sales commissions from the addition of new customers, a $40.0 million increase in payments for operating lease liabilities, a $22.1 million increase in prepaid expenses and other current assets related to operating activities, which were partially offset by a $134.5 million increase in deferred revenue, a $25.8 million increase in accrued expenses and other current liabilities related to operating activities, and a $11.8 million increase in accounts payable related to operating activities.
If we are unable to raise additional capital when desired, or if we cannot expand our operations or otherwise capitalize on our business opportunities because we lack sufficient capital, our business, operating results, and financial condition would be adversely affected. As of December 31, 2022, our material cash requirements include contractual obligations from the Notes, purchase commitments and lease obligations.
If we are unable to raise additional capital when desired, or if we cannot expand our operations or otherwise capitalize on our business opportunities because we lack sufficient capital, our business, operating results, and financial condition would be adversely affected.
The increase in the cost of revenue was primarily due to an increase of $33.5 million in expenses related to operating in co-location facilities and network and bandwidth costs for operating our global 82 Table of contents network for our expanded customer base, as well as increased capacity to support our growth, an increase of $15.7 million in depreciation expense related to purchases of equipment located in co-location facilities, an increase of $14.2 million in employee-related costs due to a 7% increase in headcount in our customer support and technical operations organizations, and an increase of $12.7 million related to the amortization of acquired developed technology and capitalized internal-use software costs.
The increase in the cost of revenue was primarily due to an increase of $24.2 million in expenses related to operating in co-location facilities and network and bandwidth costs for operating our global 84 Table of contents network for our expanded customer base, as well as increased capacity to support our growth, an increase of $17.4 million in depreciation expense related to purchases of equipment located in co-location facilities, an increase of $14.2 million in third-party technology services costs, registry fees, and payment processing fees, and an increase of $10.1 million in employee-related costs due to a 41% increase in headcount in our customer support and technical operations organizations.
In addition, for developers building serverless applications, we offer 71 Table of contents our Cloudflare Workers to these customers on a usage-based plan that is metered by requests and execution time. Key elements of our business model include: • Significant investment in ongoing product development. We invest significantly in research and development.
In addition, for developers building serverless applications, we offer our Cloudflare Workers product to these customers on a usage-based plan that is metered by requests and execution time.
These activities were partially offset by the maturities of available-for-sale securities of $967.5 million and sales of available-for-sale securities of $25.7 million.
These activities were partially offset by the maturities of available-for-sale securities of $1,812.0 million and the sales of available-for-sale securities of $20.2 million.
Our pay-as-you-go customers typically pay with a credit card on a monthly basis for add-on products. For pay-as-you-go or contracted customers who need a scalable zero trust solution to secure users and internal resources using our Cloudflare One products, we make these products available on a per seat basis.
Pay-as-you-go customers can subscribe to more than one solution and purchase add-on products and network functionality we offer to meet their more advanced needs. For pay-as-you-go or contracted customers who need a scalable Zero Trust security solution to secure users and internal resources using our Cloudflare One suite of products, we make these products available on a per seat basis.
Dollar-Based Net Retention Rate Our ability to maintain long-term revenue growth and achieve profitability is dependent on our ability to retain and grow revenue generated from our existing paying customers. We believe that we will achieve these objectives by continuing to focus on customer loyalty and adding additional products and functionality to our network.
We believe that we will achieve these objectives by continuing to focus on customer loyalty and adding additional products and functionality to our network. Our dollar-based net retention rate is a key way we measure our performance in these areas. Dollar-based net retention measures our ability to retain and expand recurring revenue from existing customers.
Cost of Revenue and Gross Margin Year Ended December 31, Change 2022 2021 $ % (dollars in thousands) Cost of revenue $ 232,610 $ 147,134 $ 85,476 58 % Gross margin 76 % 78 % Cost of revenue increased by $85.5 million, or 58%, for the year ended December 31, 2022 compared to the year ended December 31, 2021.
Cost of Revenue and Gross Margin Year Ended December 31, Change 2023 2022 $ % (dollars in thousands) Cost of revenue $ 307,005 $ 232,610 $ 74,395 32 % Gross margin 76 % 76 % Cost of revenue increased by $74.4 million, or 32%, for the year ended December 31, 2023 compared to the year ended December 31, 2022.
Operating Expenses Sales and Marketing Year Ended December 31, Change 2022 2021 $ % (dollars in thousands) Sales and marketing $ 465,762 $ 328,065 $ 137,697 42 % Sales and marketing expenses increased by $137.7 million, or 42%, for the year ended December 31, 2022 compared to the year ended December 31, 2021.
Operating Expenses Sales and Marketing Year Ended December 31, Change 2023 2022 $ % (dollars in thousands) Sales and marketing $ 599,117 $ 465,762 $ 133,355 29 % Sales and marketing expenses increased by $133.4 million, or 29%, for the year ended December 31, 2023 compared to the year ended December 31, 2022.
Research and Development Year Ended December 31, Change 2022 2021 $ % (dollars in thousands) Research and development $ 298,303 $ 189,408 $ 108,895 57 % Research and development expenses increased by $108.9 million, or 57%, for the year ended December 31, 2022 compared to the year ended December 31, 2021.
Research and Development Year Ended December 31, Change 2023 2022 $ % (dollars in thousands) Research and development $ 358,143 $ 298,303 $ 59,840 20 % Research and development expenses increased by $59.8 million, or 20%, for the year ended December 31, 2023 compared to the year ended December 31, 2022.
General and Administrative Year Ended December 31, Change 2022 2021 $ % (dollars in thousands) General and administrative $ 179,769 $ 119,503 $ 60,266 50 % General and administrative expenses increased by $60.3 million, or 50%, for the year ended December 31, 2022 compared to the year ended December 31, 2021.
General and Administrative Year Ended December 31, Change 2023 2022 $ % (dollars in thousands) General and administrative $ 217,965 $ 179,769 $ 38,196 21 % General and administrative expenses increased by $38.2 million, or 21%, for the year ended December 31, 2023 compared to the year ended December 31, 2022.
Finally, the enthusiastic engagement of our free customer base represents a "virtual quality assurance" function that allows us to maintain a high rate of product innovation, while ensuring our products are extensively tested in real world environments before they are deployed to our paying customers. 72 Table of contents Opportunities, Challenges, and Risks We believe that the growth of our business and our future success are dependent upon many factors, including growing our paying customer base, particularly large customers, expanding our relationships with existing paying customers, developing and successfully launching new products and features, expanding into additional market segments, expanding our base of free customers, and developing and maintaining favorable peering and co-location relationships.
Opportunities, Challenges, and Risks 75 Table of contents We believe that the growth of our business and our future success are dependent upon many factors, including growing our paying customer base, particularly large customers, expanding our relationships with existing paying customers, developing and successfully launching new products and features, expanding into additional market segments, expanding our base of free customers, and developing and maintaining favorable peering and co-location relationships.
The increase was primarily driven by an increase in interest rates. ______________ * Not meaningful Interest Expense Year Ended December 31, Change 2022 2021 $ % (dollars in thousands) Interest expense $ (4,984) $ (49,234) $ 44,250 (90) % Interest expense decreased by $44.3 million, or 90%, during the year ended December 31, 2022 as compared to the year ended December 31, 2021.
The increase was primarily driven by an increase in interest rates. ______________ * Not meaningful Interest Expense Year Ended December 31, Change 2023 2022 $ % (dollars in thousands) Interest expense $ (5,872) $ (4,984) $ (888) 18 % Interest expense did not significantly fluctuate during the year ended December 31, 2023 as compared to the year ended December 31, 2022.
Net cash provided by financing activities of $847.5 million during the year ended December 31, 2021 was primarily due to $1,293.8 million of gross proceeds from issuance of the 2026 Notes, $21.5 million of proceeds from the exercise of vested and unvested stock options, and $15.0 million proceeds from the issuance of Class A common stock pursuant to the ESPP, which were partially offset by $370.6 million cash consideration paid in the 2025 Notes Exchange, $86.3 million purchases of capped calls related to the 2026 Notes, $19.8 million cash paid for issuance costs on the 2026 Notes, $3.6 million payment of tax withholding on RSU settlements, and $2.2 million payment of the indemnity holdback for the acquisition of S2 Systems Corporation.
Financing Activities Net cash used in financing activities of $192.2 million during the year ended December 31, 2023 was primarily due to $207.6 million of repayments of the 2025 Notes, $10.5 million of payments of indemnity holdback, and $8.0 million payment of tax withholding on Restricted Stock Unit (RSU) settlements, which were partially offset by $19.1 million proceeds from the issuance of Class A common stock pursuant to the 2019 Employee Stock Purchase Plan (ESPP) and $14.9 million of proceeds from the exercise of vested and unvested stock options.
Provision for (Benefit from) Income Taxes Year Ended December 31, Change 2022 2021 $ % (dollars in thousands) Provision for (benefit from) income taxes $ 2,648 $ 12,333 $ (9,685) * ______________ * Not meaningful We recorded an income tax expense of $2.6 million during the year ended December 31, 2022 as compared to an income tax expense of $12.3 million for the year ended December 31, 2021.
Other Income (Expense), net Year Ended December 31, Change 2023 2022 $ % (dollars in thousands) Other income (expense), net $ (4,372) $ 577 $ (4,949) * ______________ * Not meaningful Other income (expense), net did not significantly fluctuate during the year ended December 31, 2023 as compared to the year ended December 31, 2022. 86 Table of contents Provision for Income Taxes Year Ended December 31, Change 2023 2022 $ % (dollars in thousands) Provision for income taxes $ 6,087 $ 2,648 $ 3,439 * ______________ * Not meaningful We recorded an income tax expense of $6.1 million during the year ended December 31, 2023 as compared to an income tax expense of $2.6 million for the year ended December 31, 2022.
Additionally, through our pay-as-you-go offering, a customer can subscribe to one of our many plans and begin using our network within minutes, with minimal technical skill and no professional services. This has allowed us to acquire a large portion of our paying customers very rapidly and at significantly lower customer acquisition costs. ◦ Expansion of our existing customers.
Additionally, through our pay-as-you-go offering, a customer can subscribe to one of our many plans and begin using our network quickly, with minimal technical skill and no professional services.
The remainder of the increase was primarily due to $11.5 million of increased third-party technology services costs, registry fees, and payment processing fees. Gross margin did not significantly fluctuate during the year ended December 31, 2022 as compared to the year ended December 31, 2021.
The remainder of the increase was primarily due to an increase of $5.6 million related to the amortization of acquired developed technology and capitalized internal-use software costs. Gross margin did not significantly fluctuate during the year ended December 31, 2023 as compared to the year ended December 31, 2022.
Non-cash charges primarily consisted of $90.1 million for stock-based compensation expense, $72.2 million for loss on extinguishment of debt, $66.6 million for depreciation and amortization expense, $46.2 million for amortization of convertible note discount and issuance costs, $29.3 million for amortization of deferred contract acquisition costs, $25.1 million for non-cash operating lease costs, $8.7 million for deferred income taxes, $8.4 million for net accretion of discounts and amortization premiums on available-for-sale securities, $3.8 million for provision for bad debt, which were partially offset by $29.4 million for exchange of convertible senior notes attributable to the accreted interest related to debt discount.
Non-cash charges primarily consisted of $274.0 million for stock-based compensation expense, $135.8 million for depreciation and amortization expense, $61.4 million for amortization of deferred contract acquisition costs, $50.3 million for loss on extinguishment of debt, $44.8 million for non-cash operating lease costs, $13.6 million for provision for bad debt, and $4.5 million for amortization of convertible note issuance costs, which were partially offset by $44.4 million for net accretion of discounts.
We believe that our network enables a large opportunity for growth within our existing customer base given the breadth of products we offer on our infrastructure platform. Our relationships with customers often start with servicing a portion of their overall needs and expand over time as they realize the significant value we deliver.
Our relationships with customers often start with servicing a portion of their overall needs and expand over time as they realize the significant value we deliver. Once a customer has adopted one product on our network, it can easily add additional products.
Once a customer has adopted one product on our network, it can easily add additional products. As we add more products and functionality to our network, we see opportunities to drive upsell as customers seek to consolidate onto one infrastructure platform to meet all of their security, performance, and reliability network requirements.
As we add more products and functionality to our network, we see opportunities to drive upsell as customers seek to consolidate onto one infrastructure platform to meet all of their security, performance, and reliability network requirements. We also intend to continue to invest in market awareness of our new products to improve growth within our existing customers. ◦ International reach.
We also intend to continue to invest in market awareness of our new products to improve growth within our existing customers. ◦ International reach. Our global network, with a presence in more than 275 cities and over 100 countries worldwide, has helped to foster our strong international growth.
Our global network, with a presence in more than 310 cities and over 120 countries worldwide, has helped to foster our strong international growth.
For further discussion of the challenges and risks we confront related to macroeconomic conditions and geopolitical tension around the world, please refer to Part I, Item 1A “Risk Factors” of this Annual Report on Form 10-K, including the risk factors titled "Adverse economic conditions, including reduced spending on products and solutions for network security, performance, and reliability, and the impacts of geopolitical developments and uncertainty, may adversely impact our revenue and profitability." and “The Russia-Ukraine conflict, other areas of geopolitical tension around the world, or the worsening of that conflict or tensions, and the related challenging macroeconomic 73 Table of contents conditions globally and in various countries in which we and our customers operate may materially adversely affect our customers, vendors, and partners, and the duration and extent to which these factors may impact our future business and operations, results of operations, financial condition, and cash flows remain uncertain." 74 Table of contents Non-GAAP Financial Measures and Key Business Metrics We review a number of financial and operating metrics, including the following non-GAAP financial measures and key metrics to evaluate our business, measure our performance, identify trends affecting our business, formulate business plans, and make strategic decisions.
For further discussion of the challenges and risks we confront related to macroeconomic conditions and geopolitical tension around the world, please refer to Part I, Item 1A “Risk Factors” of this Annual Report on Form 10-K. 76 Table of contents Non-GAAP Financial Measures and Key Business Metrics We review a number of financial and operating metrics, including the following non-GAAP financial measures and key metrics to evaluate our business, measure our performance, identify trends affecting our business, formulate business plans, and make strategic decisions.
In addition to the contractual obligations described above, as of December 31, 2022, we had $11.0 million recognized as total restricted cash on our consolidated balance sheet which mainly consisted of $10.5 million of indemnity holdback consideration associated with business combinations.
In addition to the contractual obligations described above, as of December 31, 2023, we had $4.4 million recognized as total restricted cash on our consolidated balance sheets which mainly related to irrevocable standby letters of credit and bank guarantees that are required under lease agreements and indemnity holdback consideration associated with asset acquisitions.
The remainder of the increase was primarily due to an increase of $2.3 million in allocated overhead costs, partially offset by increased capitalized internal-use software development costs of $7.6 million.
The remainder of the increase was primarily due to an increase of $8.8 million in bad debt expense, an increase of $2.6 million in subscription 85 Table of contents expenses, and an increase of $2.3 million in travel-related expenses, partially offset by $7.4 million of decreased allocated overhead costs.
The provision for income taxes of $12.3 million for the year ended December 31, 2021 was primarily related to withholding taxes in the U.S., income tax expense from profitable foreign jurisdictions, the recording of a valuation allowance on the Company’s U.K. deferred tax assets, and income tax expense related to an acquisition.
The income tax expense of $6.1 million for the year ended December 31, 2023 was primarily related to withholding taxes in the United States and income tax expense from profitable foreign jurisdictions.
To the extent challenging macroeconomic conditions persist, we may experience an extension and worsening of these effects as well as additional adverse effects on our business, financial condition, or results of operations in future periods.
We believe macroeconomic uncertainty could persist through 2024. As a result, we expect that some or all of the negative trends described in this paragraph may emerge or recur during future quarters. To the extent challenging macroeconomic conditions persist, we may experience additional adverse effects on our business, financial condition, or results of operations in future periods.
These increases were partially offset by $8.7 million of decreased allocated overhead costs. Non-Operating Income (Expense) Interest Income Year Ended December 31, Change 2022 2021 $ % (dollars in thousands) Interest income $ 14,877 $ 1,970 $ 12,907 * Interest income increased by $12.9 million, for the year ended December 31, 2022 compared to the year ended December 31, 2021.
Non-Operating Income (Expense) Interest Income Year Ended December 31, Change 2023 2022 $ % (dollars in thousands) Interest income $ 68,167 $ 14,877 $ 53,290 * Interest income increased by $53.3 million, for the year ended December 31, 2023 compared to the year ended December 31, 2022.
The number of paying customers with Annualized Revenue greater than $100,000 was 2,042, 1,416, and 828 as of December 31, 2022, 2021, and 2020, respectively.
The number of paying customers with Annualized Revenue greater than $100,000 was 2,756, 2,042, and 1,416 as of December 31, 2023, 2022, and 2021, respectively. Dollar-Based Net Retention Rate Our ability to maintain long-term revenue growth and achieve profitability is dependent on our ability to retain and grow revenue generated from our existing paying customers.
These estimates and assumptions may change in the future, however, as new events occur and additional information is obtained. Our actual results could differ from these estimates. Recent Accounting Pronouncements Refer to Note 2 to our consolidated financial statements in Part II, Item 8 of this Annual Report on Form 10-K for more information regarding recently adopted accounting pronouncements.
These estimates and assumptions may change in the future, however, as new events occur and additional information is obtained. Our actual results could differ from these estimates.
Other Income (Expense), Net Other income (expense), net consists primarily of gain on sale of property and equipment and foreign currency transaction gains and losses.
Refer to Note 7 to the consolidated financial statements in Part II, Item 8 of this Annual Report on Form 10-K for further detail. Other Income (Expense), Net Other income (expense), net consists primarily of gain on sale of property and equipment and foreign currency transaction gains and losses.
The decrease was driven by the loss on extinguishment of debt we recognized in connection with the 2025 Notes Exchange.
The increase was driven by the loss on extinguishment of debt we recognized in connection with the 2025 Notes Repurchases. Refer to Note 7 to the consolidated financial statements in Part II, Item 8 of this Annual Report on Form 10-K.
For example, during the first half of 2022, potentially as a result of these various macroeconomic impacts on our customers, we experienced a lengthening of the sales cycle for our large customers, a slowdown in our pipeline of potential new customers, and a lengthening of the timing of payment from some of our customers.
Starting in the first half of 2022, potentially as a result of these various macroeconomic impacts on our customers, we periodically have experienced lengthening of the average sales cycle for certain types of customers and sales (including sales to new customers and expansion sales to existing customers), slowdowns in our pipeline of potential new customers and in the rate of converting sales pipeline opportunities into new sales, increase in average days sales outstanding, higher levels of churn in our paying customer base (which is when any of our paying customers cease to be a paying customer for any reason, including any pay-as-you-go customer converting to a free subscription plan), and lengthening of the timing of payment from some of our customers, all of which may have contributed to a slowdown in our revenue growth over that period (including with respect to new customers).
The increase was primarily driven by $47.7 million in increased employee-related costs due to a 24% increase in headcount in our general and administrative organization, an increase of $6.7 million in travel-related expenses, an increase of $6.3 million in rent and office related costs, primarily driven by the new Austin lease that commenced in the three months ended September 30, 2021, an 83 Table of contents increase of $3.0 million in third-party accounting, consulting, and legal services, and an increase of $2.8 million in software subscription costs, cloud computing services, and payment processing fees.
The increase was primarily driven by $30.3 million in increased employee-related costs due to a 10% increase in headcount in our general and administrative organization, including an increase of $14.9 million in stock-based compensation expense.