Biggest changeNet Loss Net loss increased by $502.9 million during fiscal year 2022 as compared to fiscal year 2021, mainly due to non-cash items including $305.4 million related to asset write-down charges on our prepaid sales commission balance, a $188.1 million increase of unrealized net losses recognized from our long-term investments, and $108.2 million of incremental amortization from certain intangible assets we acquired in the prior year, partially offset by a $59.6 million reduction in non-cash interest expense from the amortization of the debt discount and issuances costs related to our 2025 and 2026 Notes as a result of our adoption of ASU No. 2020-06. 62 Table of Contents Liquidity and Capital Resources Liquidity is a measure of our ability to access sufficient cash flows to meet the short-term and long-term cash requirements of our business operations.
Biggest changeThe remaining reduction is driven by a gain of $53.4 million from the partial repurchase of our Convertible Notes, $12.5 million increase in interest income, and $11.5 million gain recognized in connection with our amended agreement with a strategic partner, partially offset by incremental interest expense of $31.2 million recorded during fiscal year 2023. 68 Table of Contents Liquidity and Capital Resources Liquidity is a measure of our ability to access sufficient cash flows to meet the short-term and long-term cash requirements of our business operations, and debt obligations as they become due.
Refer to Note 8 – Commitments and Contingencies of the notes to the consolidated financial statements included in Part II, Item 8, “Consolidated Financial Statements and Supplementary Data” in this Annual Report on Form 10-K for additional information. Critical Accounting Policies and Estimates We prepare our consolidated financial statements in accordance with U.S. GAAP.
Refer to Note 10 – Commitments and Contingencies of the notes to the consolidated financial statements included in Part II, Item 8, “Consolidated Financial Statements and Supplementary Data” in this Annual Report on Form 10-K for additional information. Critical Accounting Policies and Estimates We prepare our consolidated financial statements in accordance with U.S. GAAP.
Cost of Revenues and Gross Margin Our cost of subscriptions revenue primarily consists of fees paid to third-party telecommunications providers, network operations, costs to build out and maintain data centers, including co-location fees for the right to place our servers in data centers owned by third parties, depreciation of servers and equipment, along with related utilities and maintenance costs, amortization of acquired technology related intangible assets, personnel costs associated with customer care and support of the functionality of our platform and data center operations, including share-based compensation expenses, and allocated costs of facilities and information technology.
Cost of Revenues and Gross Margin Our cost of subscriptions revenue primarily consists of fees paid to third-party telecommunications providers, network operations, costs to build out and maintain data centers, including co-location fees for the right to place our servers in data centers owned by third parties, depreciation of servers and equipment, along with related utilities and maintenance costs, amortization of acquired technology related intangible assets, personnel costs associated with customer support of the functionality of our platform and data center operations, including share-based compensation expenses, and allocated costs of facilities and information technology.
We believe that the accounting policies discussed below are critical to understanding our historical and future performance, as these policies relate to the more significant areas involving management’s judgments and estimates. Revenue Recognition We derive our revenues from subscriptions, sale of products, and professional services. Subscriptions revenue is generally recognized over the period of the subscription contract.
We believe that the accounting policies discussed below are critical to understanding our historical and future performance, as these policies relate to the more significant areas involving management’s judgments and estimates. Revenue Recognition We primarily derive our revenues from subscriptions, sale of products, and professional services. Subscriptions revenue is generally recognized over the period of the subscription contract.
Factors that could cause or contribute to these differences include, but are not limited to, those discussed below and elsewhere in this report, particularly in the section entitled “Risk Factors” included under Part I, Item1A. This section of this Form 10-K generally discusses 2022 and 2021 items and year-to-year comparisons between 2022 and 2021.
Factors that could cause or contribute to these differences include, but are not limited to, those discussed below and elsewhere in this report, particularly in the section entitled “Risk Factors” included under Part I, Item1A. This section of this Form 10-K generally discusses 2023 and 2022 items and year-to-year comparisons between 2023 and 2022.
Overview We are a leading provider of global enterprise cloud communications, video meetings, collaboration, and contact center software-as-a-service (“SaaS”) solutions. We believe that our innovative, cloud-based communication and contact center solutions disrupt the large market for business communications and collaboration by providing flexible and cost-effective solutions that support mobile and distributed workforces.
Overview We are a leading provider of AI-driven global enterprise cloud communications, video meetings, collaboration, and contact center software-as-a-service (“SaaS”) solutions. We believe that our innovative, cloud-based communication and contact center solutions disrupt the large market for business communications and collaboration by providing flexible and cost-effective solutions that support mobile and distributed workforces.
Refer to Note 5 – Strategic Partnerships and Asset Acquisitions the accompanying notes to the consolidated financial statements included in Part II, Item 8, “Consolidated Financial Statements and Supplementary Data” of this Annual Report on Form 10-K for further information regarding our assessment of our deferred and prepaid sales commission balances with our strategic partners.
Refer to Note 5 – Strategic Partnerships the accompanying notes to the consolidated financial statements included in Part II, Item 8, “Consolidated Financial Statements and Supplementary Data” of this Annual Report on Form 10-K for further information regarding our assessment of our deferred and prepaid sales commission balances with our strategic partners.
Recent Accounting Pronouncements For a summary of recent accounting pronouncements and the anticipated effects on our consolidated financial statements, see Note 1 to the consolidated financial statements included in Part II, Item 8, “Consolidated Financial Statements and Supplementary Data” in this Annual Report on Form 10-K, which is incorporated herein by reference. 67 Table of Contents
Recent Accounting Pronouncements For a summary of recent accounting pronouncements and the anticipated effects on our consolidated financial statements, see Note 1 to the consolidated financial statements included in Part II, Item 8, “Consolidated Financial Statements and Supplementary Data” in this Annual Report on Form 10-K, which is incorporated herein by reference. 73 Table of Contents
We believe information regarding free cash flow provides useful information to management and investors in understanding the strength of liquidity and available cash. A limitation of the use of free cash flow is that it does not represent the total increase or decrease in our cash balance for the period.
We believe information regarding adjusted, unlevered free cash flow provides useful information to management and investors in understanding the strength of liquidity and available cash. A limitation of the use of adjusted, unlevered free cash flow is that it does not represent the total increase or decrease in our cash balance for the period.
Our solutions can be deployed rapidly and configured and managed easily. Our cloud-based solutions are location and device independent and better suited to address the needs of modern mobile and global enterprise workforces than are legacy on-premise systems.
Our solutions can be deployed rapidly and configured and managed easily. Our cloud-based solutions are location and device independent and better suited to address the needs of modern mobile and global enterprise workforces than are legacy on-premises systems.
To date, we have not incurred any material costs as a result of such indemnification provisions and have not accrued any liabilities related to such obligations in the consolidated financial statements as of December 31, 2022.
To date, we have not incurred any material costs as a result of such indemnification provisions and have not accrued any liabilities related to such obligations in the consolidated financial statements as of December 31, 2023.
Free cash flow should not be considered in isolation or as an alternative to cash flows from operations, and should be considered alongside our other GAAP-based financial liquidity performance measures, such as net cash provided by (used in) operating activities and our other GAAP financial results.
Adjusted, unlevered free cash flow should not be considered in isolation or as an alternative to cash flows from operations and should be considered alongside our other GAAP-based financial liquidity performance measures, such as net cash provided by operating activities and our other GAAP financial results.
Non-GAAP Free Cash Flow To supplement our statements of cash flows presented on a GAAP basis, we use non-GAAP measures of cash flows to analyze cash flow generated from our operations.
Non-GAAP Adjusted, Unlevered Free Cash Flow To supplement our statements of cash flows presented on a GAAP basis, we use non-GAAP measures of cash flows to analyze cash flow generated from our operations.
A summary of our significant accounting policies is included in Note 1 of the notes to the 66 Table of Contents consolidated financial statements included in Part II, Item 8, which is incorporated herein by reference.
A summary of our significant accounting policies is included in Note 1 of the notes to the consolidated financial statements included in Part II, Item 8, which is incorporated herein by reference.
In many instances, we could reasonably use different accounting estimates, and in some instances changes in the accounting estimates are reasonably likely to occur from period to period. Accordingly, our actual results could differ significantly from the estimates made by our management.
In many instances, we could reasonably use different accounting estimates, and in some instances changes in the accounting estimates are reasonably likely to occur from period to period. Accordingly, our 72 Table of Contents actual results could differ significantly from the estimates made by our management.
Other significant components of general and administrative expenses include professional service fees, allocated costs of facilities and information technology, cost of compliance with certain government-imposed taxes, the costs of legal matters, business acquisition costs, loss contingencies, and the impact of the RIF undertaken in 2022.
Other significant components of general and administrative expenses include professional service fees, allocated costs of facilities and information technology, cost of compliance with certain government-imposed taxes, the costs of legal matters, business acquisition costs, loss contingencies, and the impact of the restructuring activities in 2023 and 2022.
Our future capital requirements will depend on many factors, including revenue growth and costs incurred to support customer growth, acquisitions and expansions, sales and marketing, research and development, increased general and administrative expenses to support the anticipated growth in our operations, and capital equipment required to support our headcount and in support of our co-location data center facilities, repurchase, repayment or otherwise settlement of a portion of our 2025 Notes and/or the 2026 Notes, as well as the impact of the global macroeconomic conditions.
Our future capital requirements will depend on many factors, including revenue growth and costs incurred to support customer growth, acquisitions and expansions, sales and marketing, research and development, increased general and administrative expenses to support the anticipated growth in our operations, and capital equipment required to support our headcount and in support of our co-location data center facilities, our interest payments for both our Term Loan and 2030 Senior Notes, the repurchase, repayment or otherwise settlement of a portion of our 2025 Convertible Notes and/or our 2026 Convertible Notes, as well as the impact of the global macroeconomic conditions.
We continuously monitor the impact of these circumstances on our business and financial results, as well as the overall global economy and geopolitical landscape. The implications of macroeconomic conditions on our business, results of operations and overall financial position, particularly in the long term, remain uncertain.
If these conditions continue, they could have an adverse impact on our results. We continuously monitor the impact of these circumstances on our business and financial results, as well as the overall global economy and geopolitical landscape. The implications of macroeconomic conditions on our business, results of operations and overall financial position, particularly in the long term, remain uncertain.
Due to evolving hybrid work environments, we continued to see a shift towards using RingCentral apps on laptops and mobile devices over traditional desktop phones which impacted the demand of phones and timing of professional services.
Due to evolving hybrid work environments, we continued to see a shift towards using RingCentral apps on laptops and mobile devices over traditional desktop phones which impacted the demand of phones and timing of professional services. We will continue to monitor the impact of the macroeconomic factors on phone and professional services revenue.
Our Monthly Recurring Subscriptions equals the monthly value of all customer recurring charges at the end of a given month. For example, our Monthly Recurring Subscriptions at December 31, 2022 was $175.0 million. As such, our ARR at December 31, 2022 was $2.1 billion compared to $1.8 billion at December 31, 2021.
Our Monthly Recurring Subscriptions equals the monthly value of all customer recurring charges at the end of a given month. For example, our Monthly Recurring Subscriptions at December 31, 2023 was $194.1 million. As such, our ARR at December 31, 2023 was $2.33 billion compared to $2.10 billion at December 31, 2022.
GAAP”) and financial measures such as total revenues, gross margin, and cash flows from operations, we regularly review a number of key business metrics to evaluate growth trends, measure our performance, and make strategic decisions.
Key Business Metrics In addition to United States generally accepted accounting principles (“U.S. GAAP”) and financial measures such as total revenues, gross margin, and cash flows from operations, we regularly review a number of key business metrics to evaluate growth trends, measure our performance, and make strategic decisions.
The increase was primarily a combination of the acquisition of new customers and upsells of seats and additional offerings to our existing customer base from our MVP and customer engagement solutions, and an increase in recurring license and other fees, derived from sales through our direct and indirect sales channels, including resellers and distributors, strategic partners and global service providers.
The increase was primarily due to the acquisition of new customers, upsells of MVP seats and additional offerings to our existing customer base, derived from sales through our direct and indirect sales channels, including resellers and distributors, strategic partners and global service providers.
Given the variability in our contract length, we believe that backlog is not a reliable indicator of future revenues and we do not utilize backlog as a key management metric internally.
Until we meet our performance obligations, we do not recognize them as revenues in our consolidated financial statements. Given the variability in our contract length, we believe that backlog is not a reliable indicator of future revenues and we do not utilize backlog as a key management metric internally.
We primarily generate revenues from the sale of subscriptions to our offerings. Our subscription plans have monthly, annual, or multi-year contractual terms. We believe that this flexibility in contract duration is important to meet the different needs of our customers.
We primarily generate revenues from the sale of subscriptions to our offerings. Our subscription plans have monthly, annual, or multi-year contractual terms. We believe that this flexibility in contract duration is important to meet the different needs of our customers. For the years ended December 31, 2023 and 2022, subscriptions revenues accounted for 90% or more of our total revenues.
Net cash provided by operating activities was $191.3 million for the year ended December 31, 2022. The cash flow from operating activities was driven by timing of cash receipts from customers and global service providers, primarily offset by cash payments for personnel related costs and to vendors.
Net cash provided by operating activities was $399.7 million for the year ended December 31, 2023. The cash flow from operating activities was driven by timing of cash receipts from customers and global service providers, primarily offset by cash payments for personnel-related costs and to vendors and interest expense on our debt obligations.
Discussion regarding our financial condition and results of operations for fiscal 2021 as compared to fiscal 2020 is included in Item 7 of our Annual Report on Form 10-K for the year ended December 31, 2021, filed with the SEC on March 1, 2022, as amended, which information is incorporated herein by reference.
Discussion regarding our financial condition and results of operations for fiscal 2022 as compared to fiscal 2021 is included in Item 7 of our Annual Report on Form 10-K for the year ended December 31, 2022, filed with the SEC on February 23, 2023.
When we control the performance of the contractual obligations, we record the revenues on a gross basis and amounts retained by our resellers are recorded as sales and marketing expense.
We also generate revenues through sales of our subscriptions and products by resellers, strategic partners, and global service providers. When we control the performance of the contractual obligations, we record the revenues on a gross basis and amounts retained by our resellers are recorded as sales and marketing expense.
Net cash provided by operating activities for the year ended December 31, 2022, increased by $39.2 million as compared to the year ended December 31, 2021. This change reflects working capital impacts resulting from the timing of payments and collections.
Net cash provided by operating activities for the year ended December 31, 2023, increased by $208.4 million as compared to the year ended December 31, 2022. This change reflects working capital impacts resulting from the timing of payments and collections as well as higher operating margin driven by cost efficiencies.
We define free cash flow, a non-GAAP financial measure, as GAAP net cash provided by (used in) operating activities plus (subtract) cash paid (received) for strategic partnerships and repayments of convertible notes attributable to debt discount, reduced by purchases of property and equipment and capitalized internal-use software.
We define adjusted, unlevered free cash flow, a non-GAAP financial measure, as GAAP net cash provided by (used in) operating activities adjusted for capital expenditures including purchases of property and equipment and capitalized internal-use software, strategic partnerships, repayment of convertible notes attributable to debt discount, restructuring and other non-recurring payments, and cash paid for interest.
We define subscriptions gross margins as subscriptions revenue minus the cost of subscriptions revenue expressed as a percentage of subscriptions revenue. Cost of other revenue is comprised primarily of the cost associated with the purchase of phones, personnel costs for employees and contractors, including share-based compensation expenses, cost of professional services, and allocated costs of facilities and information technology.
Cost of other revenue is comprised primarily of the cost associated with the purchase of phones, personnel costs for employees and contractors, including share-based compensation expenses, cost of third parties used for professional services, and allocated costs of facilities and information technology.
The historical results presented below are not necessarily indicative of the results that may be expected for any future period (in thousands): Year ended December 31, 2022 2021 2020 Revenues Subscriptions $ 1,887,756 $ 1,482,080 $ 1,086,276 Other 100,574 112,674 97,381 Total revenues 1,988,330 1,594,754 1,183,657 Cost of revenues Subscriptions 531,098 345,948 236,990 Other 110,633 102,421 86,617 Total cost of revenues 641,731 448,369 323,607 Gross profit 1,346,599 1,146,385 860,050 Operating expenses Research and development 362,256 309,739 189,484 Sales and marketing 1,057,231 854,156 583,773 General and administrative 292,898 284,276 200,032 Asset write-down charges 283,689 — — Total operating expenses 1,996,074 1,448,171 973,289 Loss from operations (649,475) (301,786) (113,239) Other income (expense), net Interest expense (4,807) (64,382) (49,281) Other income (expense) (219,771) (7,554) 80,458 Other income (expense), net (224,578) (71,936) 31,177 Loss before income taxes (874,053) (373,722) (82,062) Provision for income taxes 5,113 2,528 934 Net loss $ (879,166) $ (376,250) $ (82,996) 58 Table of Contents Percentage of Total Revenues* Year ended December 31, 2022 2021 2020 Revenues Subscriptions 95 % 93 % 92 % Other 5 7 8 Total revenues 100 100 100 Cost of revenues Subscriptions 27 22 20 Other 6 6 7 Total cost of revenues 32 28 27 Gross profit 68 72 73 Operating expenses Research and development 18 19 16 Sales and marketing 53 54 49 General and administrative 15 18 17 Asset write-down charges 14 — — Total operating expenses 100 91 82 Loss from operations (33) (19) (10) Other income (expense), net Interest expense — (4) (4) Other income (expense) (11) 0 7 Other income (expense), net (11) (5) 3 Loss before income taxes (44) (23) (7) Provision for income taxes — — — Net loss (44 %) (24 %) (7 %) * Percentages may not add up due to rounding.
The historical results presented below are not necessarily indicative of the results that may be expected for any future period (in thousands): Year ended December 31, 2023 2022 2021 Revenues Subscriptions $ 2,100,329 $ 1,887,756 $ 1,482,080 Other 102,100 100,574 112,674 Total revenues 2,202,429 1,988,330 1,594,754 Cost of revenues Subscriptions 557,050 531,098 345,948 Other 107,241 110,633 102,421 Total cost of revenues 664,291 641,731 448,369 Gross profit 1,538,138 1,346,599 1,146,385 Operating expenses Research and development 335,851 362,256 309,739 Sales and marketing 1,068,050 1,057,231 854,156 General and administrative 333,048 292,898 284,276 Asset write-down charges — 283,689 — Total operating expenses 1,736,949 1,996,074 1,448,171 Loss from operations (198,811) (649,475) (301,786) Other income (expense), net Interest expense (35,997) (4,807) (64,382) Other income (expense) 77,963 (219,771) (7,554) Other income (expense), net 41,966 (224,578) (71,936) Loss before income taxes (156,845) (874,053) (373,722) Provision for income taxes 8,395 5,113 2,528 Net loss $ (165,240) $ (879,166) $ (376,250) 64 Table of Contents Percentage of Total Revenues* Year ended December 31, 2023 2022 2021 Revenues Subscriptions 95 % 95 % 93 % Other 5 5 7 Total revenues 100 100 100 Cost of revenues Subscriptions 25 27 22 Other 5 6 6 Total cost of revenues 30 32 28 Gross profit 70 68 72 Operating expenses Research and development 15 18 19 Sales and marketing 48 53 54 General and administrative 15 15 18 Asset write-down charges — 14 — Total operating expenses 79 100 91 Loss from operations (9) (33) (19) Other income (expense), net Interest expense (2) 0 (4) Other income (expense) 4 (11) — Other income (expense), net 2 (11) (5) Loss before income taxes (7) (44) (23) Provision for income taxes — — — Net loss (8 %) (44 %) (24 %) * Percentages may not add up due to rounding.
Cost of subscriptions revenues increased by $185.2 million, or 54%, during fiscal year 2022 as compared to fiscal year 2021.
Cost of subscriptions revenues increased by $26.0 million, or 5%, during fiscal year 2023 as compared to fiscal year 2022.
Of the total increase in personnel and contractor costs, $3.3 million was mainly due to higher share-based compensation expense primarily driven by equity awards granted to new and existing employees, and $2.7 million was due to restructuring costs.
Of the total increase in personnel and contractor costs, $34.1 million was due to higher share-based compensation expense primarily driven by equity awards granted to new and existing employees including performance stock units (“PSUs”), partially offset by a decrease of $3.2 million due to reduction in headcount.
We expect general and administrative expenses to continue to increase in absolute dollars as we continue to make additional investments in processes, systems, and personnel to support our anticipated revenue growth. 61 Table of Contents Asset Write-Down Charges Year ended December 31, Year ended December 31, (in thousands, except percentages) 2022 2021 $ Change % Change 2021 2020 $ Change % Change Asset write-down charges $ 283,689 $ — $ 283,689 nm $ — $ — $ — nm Percentage of total revenues 14 % — % — % — % nm - not meaningful Asset write-down charges increased by $283.7 million during fiscal year 2022 as compared to fiscal year 2021, primarily due to the non-cash write-down of our prepaid sales commission balances in the second half of 2022 in connection with our strategic partnerships for Avaya.
Asset Write-Down Charges Year ended December 31, Year ended December 31, (in thousands, except percentages) 2023 2022 $ Change % Change 2022 2021 $ Change % Change Asset write-down charges $ — $ 283,689 $ (283,689) nm $ 283,689 $ — $ 283,689 nm Percentage of total revenues — % 14 % 14 % — % nm - not meaningful Asset write-down charges decreased by $283.7 million during fiscal year 2023 as compared to fiscal year 2022, primarily due to the non-cash write-down of our prepaid sales commission balances in the second half of 2022 in connection with our strategic partnerships with Avaya.
S ubscriptions revenue increased by $405.7 million, or 27%, during fiscal year 2022 as compared to fiscal year 2021.
S ubscriptions revenue increased by $212.6 million, or 11%, during fiscal year 2023 as compared to fiscal year 2022.
Cash Flows The table below provides selected cash flow information for the periods indicated (in thousands): Year ended December 31, 2022 2021 2020 Net cash provided by (used in) operating activities $ 191,305 $ 152,151 $ (35,191) Net cash used in investing activities (87,210) (396,829) (107,686) Net cash provided by (used in) financing activities (98,218) (127,051) 437,590 Effect of exchange rate changes (3,055) (962) 1,534 Net increase (decrease) in cash and cash equivalents $ 2,822 $ (372,691) $ 296,247 Net Cash Provided by Operating Activities Cash used in or provided by operating activities is driven by the timing of customer collections, as well as the amount and timing of disbursements to our vendors, the amount of cash we invest in personnel, marketing, and infrastructure costs to support the anticipated growth of our business, and payments under strategic arrangements.
The uncertainty created by the global economic conditions, including concerns about rising inflation and an associated economic downturn, may also impact our customers’ ability to pay on a timely basis, which could negatively impact our operating cash flows. 69 Table of Contents Cash Flows The table below provides selected cash flow information for the periods indicated (in thousands): Year ended December 31, 2023 2022 2021 Net cash provided by operating activities $ 399,662 $ 191,305 $ 152,151 Net cash used in investing activities (90,449) (87,210) (396,829) Net cash used in financing activities (358,018) (98,218) (127,051) Effect of exchange rate changes 1,016 (3,055) (962) Net increase (decrease) in cash and cash equivalents $ (47,789) $ 2,822 $ (372,691) Net Cash Provided by Operating Activities Cash provided by operating activities is driven by the timing of customer collections, as well as the amount and timing of disbursements to our vendors, the amount of cash we invest in personnel, marketing, and infrastructure costs to support the anticipated growth of our business, and payments under strategic arrangements.
Net cash used in investing activities for the year ended December 31, 2022 decreased by $309.6 million as compared to the year ended December 31, 2021.
Net cash used in financing activities for the year ended December 31, 2023, increased by $259.8 million as compared to the year ended December 31, 2022.
Other income (expenses) consist primarily of the following items: • unrealized gains and losses from fair value adjustments on our long-term investments • the realized impact on foreign exchange resulting from the settlement of our foreign currency assets and liabilities as well as unrealized impact on foreign exchange resulting from remeasurement of transactions and monetary assets and liabilities denominated in non-functional currencies; and • interest income from our investments.
Other income (expenses) consist primarily of the following items: • unrealized gains and losses from fair value adjustments on our long-term investments; • Gains and losses on extinguishment of debt relating to the partial repurchase of our convertible notes; • the realized impact on foreign exchange resulting from the settlement of our foreign currency assets and liabilities as well as unrealized impact on foreign exchange resulting from remeasurement of transactions and monetary assets and liabilities denominated in non-functional currencies; and • interest income from our investments. 63 Table of Contents Results of Operations The following tables set forth selected consolidated statements of operations data and such data as a percentage of total revenues.
Comparison of Fiscal Years Ended December 31, 2022, 2021, and 2020: Revenues Year ended December 31, Year ended December 31, (in thousands, except percentages) 2022 2021 $ Change % Change 2021 2020 $ Change % Change Revenues Subscriptions $ 1,887,756 $ 1,482,080 $ 405,676 27 % $ 1,482,080 $ 1,086,276 $ 395,804 36 % Other 100,574 112,674 (12,100) (11) % 112,674 97,381 15,293 16 % Total revenues $ 1,988,330 $ 1,594,754 $ 393,576 25 % $ 1,594,754 $ 1,183,657 $ 411,097 35 % Percentage of revenues Subscriptions 95 % 93 % 93 % 92 % Other 5 7 7 8 Total 100 % 100 % 100 % 100 % Subscriptions revenue.
Comparison of Fiscal Years Ended December 31, 2023, 2022, and 2021: Revenues Year ended December 31, Year ended December 31, (in thousands, except percentages) 2023 2022 $ Change % Change 2022 2021 $ Change % Change Revenues Subscriptions $ 2,100,329 $ 1,887,756 $ 212,573 11 % $ 1,887,756 $ 1,482,080 $ 405,676 27 % Other 102,100 100,574 1,526 2 % 100,574 112,674 (12,100) (11) % Total revenues $ 2,202,429 $ 1,988,330 $ 214,099 11 % $ 1,988,330 $ 1,594,754 $ 393,576 25 % Percentage of revenues Subscriptions 95 % 95 % 95 % 93 % Other 5 5 5 7 Total 100 % 100 % 100 % 100 % Subscriptions revenue.
Our Average Monthly Recurring Subscriptions would equal $109, or the sum of $100 plus $118, divided by two. Our Net Monthly Subscription Dollar Retention Rate would then equal 99.4%, or approximately 99%, or one plus the quotient of the Dollar Net Change divided by the Average Monthly Recurring Subscriptions.
Our Average Monthly Recurring Subscriptions would equal $109, or the sum of $100 plus $118, divided by two.
Cost of Revenues and Gross Margin Year ended December 31, Year ended December 31, (in thousands, except percentages) 2022 2021 $ Change % Change 2021 2020 $ Change % Change Cost of revenues Subscriptions $ 531,098 $ 345,948 $ 185,150 54 % $ 345,948 $ 236,990 $ 108,958 46 % Other 110,633 102,421 8,212 8 % 102,421 86,617 15,804 18 % Total cost of revenues $ 641,731 $ 448,369 $ 193,362 43 % $ 448,369 $ 323,607 $ 124,762 39 % Percentage of revenues Subscriptions 27 % 22 % 22 % 20 % Other 6 % 6 % 6 % 7 % Gross margins Subscriptions 72 % 77 % 77 % 78 % Other (10) % 9 % 9 % 11 % Total gross margin % 68 % 72 % 72 % 73 % Subscription cost of revenues and gross margin.
Cost of Revenues and Gross Margin Year ended December 31, Year ended December 31, (in thousands, except percentages) 2023 2022 $ Change % Change 2022 2021 $ Change % Change Cost of revenues Subscriptions $ 557,050 $ 531,098 $ 25,952 5 % $ 531,098 $ 345,948 $ 185,150 54 % Other 107,241 110,633 (3,392) (3) % 110,633 102,421 8,212 8 % Total cost of revenues $ 664,291 $ 641,731 $ 22,560 4 % $ 641,731 $ 448,369 $ 193,362 43 % Percentage of revenues Subscriptions 25 % 27 % 27 % 22 % Other 5 % 6 % 6 % 6 % Gross margins Subscriptions 73 % 72 % 72 % 77 % Other (5) % (10) % (10) % 9 % Total gross margin % 70 % 68 % 68 % 72 % Subscription cost of revenues and gross margin.
We believe that continued investment in our products is important for our future growth, and we expect our research and development expenses to continue to increase in absolute dollars for the foreseeable future, although these expenses may fluctuate as a percentage of our total revenues from period to period depending on the timing of these expenses. 56 Table of Contents Sales and marketing expenses are the largest component of our operating expenses and consist primarily of personnel costs for employees and contractors directly associated with our sales and marketing activities including share-based compensation expenses, internet advertising fees, television, radio and billboard advertising, public relations, commissions paid to employees, resellers and other third parties, amortization of capitalized sales commissions, trade shows, travel expenses, credit card fees, marketing and promotional activities, amortization of acquired customer relationship intangibles, allocated costs of facilities and information technology, and the impact of the RIF undertaken in 2022.
Sales and marketing expenses are the largest component of our operating expenses and consist primarily of personnel costs for employees and contractors directly associated with our sales and marketing activities including share-based compensation expenses, internet advertising fees, television, radio and billboard advertising, public relations, commissions paid to employees, resellers and other third parties, amortization of capitalized sales commissions, trade shows, credit card fees, marketing and promotional activities, amortization of acquired customer relationship intangibles, allocated costs of facilities and information technology, and the impact of the restructuring activities in 2023 and 2022.
General and Administrative Year ended December 31, Year ended December 31, (in thousands, except percentages) 2022 2021 $ Change % Change 2021 2020 $ Change % Change General and administrative $ 292,898 $ 284,276 $ 8,622 3 % $ 284,276 $ 200,032 $ 84,244 42 % Percentage of total revenues 15 % 18 % 18 % 17 % General and administrative expenses increased by $8.6 million, or 3%, during fiscal year 2022 as compared to fiscal year 2021, primarily due to increases in personnel and contractor costs of $7.9 million, business fees and taxes of $3.6 million, and overhead costs of $1.6 million, partially offset by a $4.4 million reduction in professional fees.
General and Administrative Year ended December 31, Year ended December 31, (in thousands, except percentages) 2023 2022 $ Change % Change 2022 2021 $ Change % Change General and administrative $ 333,048 $ 292,898 $ 40,150 14 % $ 292,898 $ 284,276 $ 8,622 3 % Percentage of total revenues 15 % 15 % 15 % 18 % General and administrative expenses increased by $40.2 million, or 14%, during fiscal year 2023 as compared to fiscal year 2022, primarily due to an increase in personnel and contractor costs of $33.2 million, and professional fees of $5.2 million.
Research and development expenses consist primarily of personnel costs for employees and contractors, including share-based compensation expenses, and allocated costs of facilities and information technology, software tools, product certification, and the impact of the “reductions in force” (“RIF”) undertaken in 2022. We expense research and development costs as incurred, except for certain internal-use software development costs that we capitalize.
Research and development expenses consist primarily of personnel costs for employees and contractors, including share-based compensation 62 Table of Contents expenses, and allocated costs of facilities and information technology, software tools, product certification, and the impact of the restructuring activities in 2023 and 2022.
Our key business metrics for the five quarterly periods ended December 31, 2022 were as follows (dollars in millions): December 31, 2022 September 30, 2022 June 30, 2022 March 31, 2022 December 31, 2021 Net Monthly Subscription Dollar Retention Rate >99% >99% >99% >99% >99% Annualized Exit Monthly Recurring Subscriptions $ 2,099.7 $ 2,046.9 $ 1,980.7 $ 1,894.8 $ 1,799.9 55 Table of Contents Components of Results of Operations Revenues Our revenues for the years presented consisted of subscriptions and other revenues.
Our Net Monthly Subscription Dollar Retention Rate would then equal 99.4%, or approximately 99%, or one plus the quotient of the Dollar Net Change divided by the Average Monthly Recurring Subscriptions. 61 Table of Contents Our key business metrics for the five quarterly periods ended December 31, 2023 were as follows (dollars in billions): December 31, 2023 September 30, 2023 June 30, 2023 March 31, 2023 December 31, 2022 Net Monthly Subscription Dollar Retention Rate >99% >99% >99% >99% >99% Annualized Exit Monthly Recurring Subscriptions $ 2.33 $ 2.26 $ 2.22 $ 2.16 $ 2.10 Components of Results of Operations Revenues Our revenues for the years presented consisted of subscriptions and other revenues.
Sales and Marketing Year ended December 31, Year ended December 31, (in thousands, except percentages) 2022 2021 $ Change % Change 2021 2020 $ Change % Change Sales and marketing $ 1,057,231 $ 854,156 $ 203,075 24 % $ 854,156 $ 583,773 $ 270,383 46 % Percentage of total revenues 53 % 54 % 54 % 49 % Sales and marketing expenses increased by $203.1 million, or 24%, during fiscal year 2022 as compared to fiscal year 2021, primarily due to increases in third-party commissions of $64.0 million, personnel and contractor costs of $50.9 million, amortization of deferred sales commission costs of $42.4 million, advertising, marketing and related travel costs of $42.2 million, and overhead costs of $4.5 million.
Sales and Marketing Year ended December 31, Year ended December 31, (in thousands, except percentages) 2023 2022 $ Change % Change 2022 2021 $ Change % Change Sales and marketing $ 1,068,050 $ 1,057,231 $ 10,819 1 % $ 1,057,231 $ 854,156 $ 203,075 24 % Percentage of total revenues 48 % 53 % 53 % 54 % Sales and marketing expenses increased by $10.8 million, or 1%, during fiscal year 2023 as compared to fiscal year 2022, primarily due to an increase in third-party commissions of $57.9 million, amortization of deferred sales commission costs of $20.6 million, and professional fees of $6.1 million, partially offset by decrease in advertising and marketing costs of $45.8 million, and decrease in personnel and contractor costs of $26.5 million primarily attributed to reduction in headcount.
The higher cost of other revenues and lower gross margin were primarily due to the increase in professional fees of $5.9 million and personnel costs of $5.0 million, partially offset by a decrease in hardware costs of $3.4 million. 60 Table of Contents Research and Development Year ended December 31, Year ended December 31, (in thousands, except percentages) 2022 2021 $ Change % Change 2021 2020 $ Change % Change Research and development $ 362,256 $ 309,739 $ 52,517 17 % $ 309,739 $ 189,484 $ 120,255 63 % Percentage of total revenues 18 % 19 % 19 % 16 % Research and development expenses increased by $52.5 million, or 17%, during fiscal year 2022 as compared to fiscal year 2021, primarily driven by an increase in personnel and contractor costs of $50.2 million, and $6.8 million in overhead costs to support our research and development efforts, partially offset by a $5.2 million reduction in professional fees.
Research and Development Year ended December 31, Year ended December 31, (in thousands, except percentages) 2023 2022 $ Change % Change 2022 2021 $ Change % Change Research and development $ 335,851 $ 362,256 $ (26,405) (7) % $ 362,256 $ 309,739 $ 52,517 17 % Percentage of total revenues 15 % 18 % 18 % 19 % Research and development expenses decreased by $26.4 million, or (7)%, during fiscal year 2023 as compared to fiscal year 2022, primarily due to a $31.1 million reduction in personnel and contractor costs, partially offset by $5.7 million increase in professional fees.
The growth of our business and our future success depend on many factors, including our ability to expand our customer base to larger customers, expand our indirect sales channels, continue to innovate, grow revenues from our existing customer base, expand our distribution channels, and scale internationally.
The growth of our business and our future success depend on many factors, including our ability to expand our customer base, expand our indirect sales channels, continue to innovate, grow revenues from our existing customer base, expand our distribution channels, and scale internationally. 60 Table of Contents In the fourth quarter of each of 2023 and 2022, our board of directors approved a reduction-in-force plan as part of broader efforts to optimize the Company cost structure.
Asset write-down charges consist of write-offs related to our assets, including deferred and prepaid sales commission and acquired intangibles balances, whenever events or changes in circumstances have occurred that could indicate the carrying amount of such assets may not be recoverable. 57 Table of Contents Other Income (Expense), Net Interest expenses consist primarily of amortization of the debt discount and issuance costs in connection with our convertible senior notes.
We will continue to invest in processes, systems, and personnel to support our anticipated revenue growth while driving efficiencies. Asset write-down charges consist of write-offs related to our assets, including deferred and prepaid sales commission and acquired intangibles balances, whenever events or changes in circumstances have occurred that could indicate the carrying amount of such assets may not be recoverable.
Subsequent Events Share Repurchase Program On February 13, 2023, our board of directors authorized a share repurchase program under which we may repurchase up to $175 million of our outstanding shares of Class A Common Stock.
In February, May and November 2023, our board of directors authorized a share repurchase program up to an aggregate of $400.0 million of our outstanding shares of Class A Common Stock, subject to certain limitations.
Net Cash Used In Investing Activities Our primary investing activities have consisted of our capital expenditures and expenditures for internal-use software, intellectual property assets, and long-term investments, partially offset by proceeds from sales of our marketable equity investments. As our business grows, we expect our capital expenditures to continue to increase.
Net Cash Used In Investing Activities Our primary investing activities have consisted of our capital expenditures and expenditures for internal-use software, intellectual property assets, and cash paid for business acquisitions.
We offer our subscriptions based on the functionalities and services selected by a customer, and generally our subscription arrangements automatically renew for additional periods at the end of the initial subscription term. We believe that this flexibility in contract duration is important to meet the different needs of our customers. We generally bill our subscription fees in advance.
We provide subscription services to our customers pursuant to contractual arrangements that range in duration typically from one month to five years. Our subscription services are based on the functionalities and services selected by a customer and may automatically renew for additional periods at the end of the initial subscription term.
Net cash used in investing activities was $87.2 million for the year ended December 31, 2022, primarily due to capital expenditures including personnel-related costs associated with development of internal-use software of $86.4 million, our acquisition of intellectual property of $4.0 million to complement and support our product development and enhancement initiatives, partially offset by proceeds from the sales of our marketable equity investments of $3.2 million.
Net cash used in investing activities for the year ended December 31, 2023 increased by $3.2 million as compared to the year ended December 31, 2022. The increase was primarily due to net cash paid of $14.7 million to acquire Hopin, partially offset by $10.7 million from lower capital expenditures and costs associated with internal-use software development.
We define a “customer” as any party that purchases or subscribes to our products and services directly or indirectly through our channel partners. As of December 31, 2022, we had customers from a range of industries, including financial services, education, healthcare, legal services, real estate, retail, technology, insurance, construction, hospitality, and state and local government, among others.
As of December 31, 2023, we had customers from a range of industries, including financial services, education, healthcare, legal services, real estate, retail, technology, insurance, construction, hospitality, and state and local government, among others. For the years ended December 31, 2023, 2022 and 2021, the vast majority of our total revenues were generated in the U.S. and Canada.
Our indirect sales channels who sell our solutions consist of: • Regional and global network of resellers and distributors; • Strategic partners who market and sell our MVP and solutions, including co-branded solutions.
Our indirect sales channels who sell our solutions consist of: • Regional and global network of resellers and distributors; • Strategic partners who market and sell our MVP or other solutions, including co-branded solutions. • Global Service Providers including AT&T, TELUS, BT, Vodafone, DT, Optus, 1&1 Versatel and Ecotel in Germany, MCM in Mexico, Frontier, Charter Communications and others.
During the year ended December 31, 2022, we repurchased and subsequently retired 2,297,330 shares of our Class A Common Stock for an aggregate amount of approximately $100 million. We completed our share repurchase program on December 31, 2022.
During fiscal year 2023, we repurchased and subsequently retired 10 million shares of our Class A Common Stock, for an aggregate amount of approximately $315 million. As of December 31, 2023, approximately $85.0 million remained authorized and available under our share repurchase programs for future share repurchases.
At any point in the contract term, there can be amounts allocated to services that we have not yet contractually performed, which constitute a backlog. Until we meet our performance obligations, we do not recognize them as revenues in our consolidated financial statements.
Backlog We have generally signed new customers contracts with varying length, from month-to-month to multi-year terms for our subscription services. At any point in the contract term, there can be amounts allocated to services that we have not yet contractually performed, which constitute a backlog.
Net Cash Used In Financing Activities Our primary financing activities have consisted of the issuance of stock under our stock plans, offset by payments toward the repurchase of our Class A Common Stock and our current financing obligations.
Net Cash Used In Financing Activities Our primary financing activities have consisted of raising capital through the issuance of stock under our stock plans and incurrence of debt including from the drawdown of our Term Loan in connection with our Credit Agreement, and the offering of our 2030 Senior Notes, offset by repurchases of our Class A Common Stock and the partial repurchase of our Convertible Notes.
In addition, these macroeconomic factors could have an impact on customer buying behavior and demand, contract duration, churn, upsell and down-sell, payment terms, and credit card declines, all of which could cause variability in our revenue. Other revenues. Other revenues are primarily comprised of product revenue from the sale of pre-configured phones and professional services.
Although we expect to continue to add new customers and increase the usage of our product for existing customers, we will monitor the impact of macroeconomic factors that could 65 Table of Contents have an impact on customer buying behavior and demand, including contract duration, timing of customer purchases, churn, upsell and down-sell, renewals, payment terms, and credit card declines, all of which could cause variability in our revenue.
The higher cost of subscription revenues and lower gross margin were due to incremental amortization of $108.2 million primarily from intangible assets we acquired in the fourth quarter of 2021, third-party costs of $31.8 million to support our solution offerings, infrastructure support costs of $29.2 million, personnel and contractor-related costs of $14.2 million, and professional fees of $1.4 million.
The higher cost of subscription revenues was primarily due to an increase in third-party costs of $29.5 million to support our solution offerings, infrastructure support costs of $13.1 million, and personnel and contractor-related costs of $5.7 million, partially offset by $23.3 million decrease in the amortization of our intangible assets.
Refer to Note 16 – Subsequent Events of the notes to the consolidated financial statements included in Part II, Item 8, “Consolidated Financial Statements and Supplementary Data” in this Annual Report on Form 10-K for additional information. 63 Table of Contents The proceeds of the loans under the Revolving Facility may be used for working capital and general corporate purposes.
Refer to Note 5 – Strategic Partnerships the accompanying notes to the consolidated financial statements included in Part II, Item 8, “Consolidated Financial Statements and Supplementary Data” of 67 Table of Contents this Annual Report on Form 10-K for further information regarding our assessment of our deferred and prepaid sales commission balances with our strategic partners.
We expect our sales and marketing expenses to continue to increase in absolute dollars for the foreseeable future as we expand our sales and marketing efforts domestically and internationally and continue to build our brand, although these expenses may fluctuate as a percentage of our total revenues from period to period depending on the timing of these expenses.
We expect to incur incremental sales and marketing expenses to support our growth while driving cost efficiencies by further optimizing our go-to-market strategies, although these expenses may fluctuate as a percentage of our total revenues from period to period depending on the timing of these expenses.
Cost of other revenues increased by $8.2 million, or 8%, during fiscal year 2022 as compared to fiscal year 2021.
Other revenues. Other revenues increased by $1.5 million, or 2%, during fiscal year 2023 as compared to fiscal year 2022, primarily due to higher professional services revenue compared to the respective prior year period.
The increase in personnel and contractor costs was mainly driven by $18.5 million in incremental expenses associated with relocation of our third-party contractors as a result of the Russia-Ukraine conflict, $13.3 million related to headcount growth, $7.4 million related to contractor-related costs, $5.8 million related to share-based compensation expense primarily driven by equity awards granted to new and existing employees, and $5.3 million was due to restructuring costs.
Of the total decrease in personnel and contractor costs, $21.2 million was due to reduction in headcount, and $14.2 million was due to reduction in costs associated with the relocation of our third-party contractors resulting from the Russia-Ukraine conflict, partially offset by $5.1 million due to higher share-based compensation expense primarily driven by equity awards granted to new and existing employees. 66 Table of Contents We believe that continued investment in our products is important for our future growth, and we expect our research and development expenses to continue to increase in absolute dollars, although these expenses may fluctuate as a percentage of our total revenues from period to period depending on the timing of these expenses.
We recognize subscription revenue over the term of the agreement. Amounts billed in excess of revenue recognized for the period are reported as deferred revenue on our Consolidated Balance Sheets. We also generate revenues through sales of our subscriptions and products by resellers, strategic partners, and global service providers.
We believe that this flexibility in contract duration is important to meet the different needs of our customers. We generally bill our subscription fees in advance. We recognize subscription revenue over the term of the agreement. Amounts billed in excess of revenue recognized for the period are reported as deferred revenue on our Consolidated Balance Sheets.
The increase in expenses was driven by amortization of intangible assets we acquired in prior year, investments in our infrastructure and capacity to improve the availability of our subscription offerings, while also supporting the growth of new customers and increased usage of our subscriptions by our existing customer base. Other cost of revenues and gross margin .
During fiscal year 2023 as compared to fiscal year 2022, our subscription gross margin improved due to lower amortization of acquired intangible assets and higher subscription revenue. We expect to continue investing in our infrastructure and capacity to improve the availability of our subscription offerings, supporting the growth of both our new and existing customers.
Net cash used in financing activities was $98.2 million for the year ended December 31, 2022, primarily due to payments of $99.8 million to repurchase and retire 2,297,330 shares of our Class A Common Stock pursuant to our share repurchase program, $7.6 million for net taxes paid in connection with our stock plans, and $4.8 million in payments toward our current financing obligations, partially offset by $15.9 million in proceeds from issuance of stock in connection with our stock plans. 64 Table of Contents Net cash used in financing activities for the year ended December 31, 2022, decreased by $28.8 million as compared to the year ended December 31, 2021.
Net cash used in financing activities was $358.0 million for the year ended December 31, 2023, primarily due to payments of approximately $311.1 million to repurchase and retire 10 million shares of our Class A Common Stock pursuant to our share repurchase program, and $821.0 million paid toward the partial repurchase of our Convertible Notes from $785.7 million of proceeds, net of debt issuance costs, from the issuance of both our Term Loan and 2030 Senior Notes in fiscal year 2023.
Macroeconomic Conditions and Other Factors We are subject to risks and exposures, including those caused by the current macroeconomic environment, the Russia-Ukraine conflict and the COVID-19 pandemic. Macroeconomic factors include increased inflation, increased interest rates, supply chain disruptions, decreased economic output and fluctuations in currency exchange rates, all of which can cause uncertainty.
Macroeconomic factors include increased inflation, increased interest rates, supply chain disruptions, decreased economic output, geopolitical conflict and fluctuations in currency exchange rates, all of which can cause uncertainty. We have experienced more cautious buying behavior from larger customers manifesting itself in smaller initial deployments.
We also finance our operations from proceeds from issuance of convertible senior notes, proceeds from issuance of convertible preferred stock, and proceeds from issuance of stock under our stock plans. As of December 31, 2022 and 2021, we had cash and cash equivalents of $270.0 million and $267.2 million, respectively.
We also have access to additional liquidity from our term loan and revolving credit facility. As of December 31, 2023 and 2022, we had cash and cash equivalents of $222.2 million and $270.0 million, respectively.
We have experienced sales cycles normalizing to pre-COVID norms and more cautious buying behavior from larger customers manifesting itself in smaller initial deployments. We also noted sales cycle times for up-market customers elongated incrementally in 2022, as customers often required additional approvals before making purchase decisions. We anticipate this behavior may persist until the macroenvironment becomes less uncertain.
We have experienced elevated sales cycle times for our up-market customers, as customers required additional approvals before making purchase decisions. We are also seeing less upsell of additional MVP services within our existing base as customers have slowed hiring and rationalized their employee counts. We anticipate this behavior may persist until the macroeconomic environment becomes less uncertain.
We rely on third-party providers to develop and manufacture these devices and fulfillment partners to successfully serve our customers. We continue to support our direct inside sales force while also developing indirect sales channels to market our brand and our subscription offerings.
We use our direct inside sales force and indirect sales channels to market our brand and our subscription offerings.
We expect interest income to further fluctuate in the future due to interest rate volatility in the current macroeconomic environment and reduction of our investments in money market funds.
Other income and expense, net, can fluctuate in the future due to changes in interest rates on our money market funds, interest expense on our Credit Agreement, asset write-down charges, and fluctuations in currency exchange rates in the current macroeconomic environment.
Such partnerships include Mitel, Amazon, ALE, Avaya, Atos, and Unify. • Global Service Providers including AT&T, TELUS, BT, Vodafone, Verizon, DT, 1&1 Versatel in Germany, Ecotel in Germany, MCM in Mexico, Frontier, Charter Communications and others. 53 Table of Contents Our revenue growth has primarily been driven by our flagship RingCentral MVP, RingCentral customer engagement solutions product offering, recurring license and other fees, derived from sales through our direct and indirect sales channels, including resellers and distributors, strategic partners and global service providers, which has resulted in an increased number of customers, relatively stable average subscription revenue per user, and relatively stable retention of our existing customer and user base.
Our revenue growth has primarily been driven by our flagship RingCentral MVP, RingCentral contact center solutions, and recurring license and other fees. Our revenue is derived from sales through our direct and indirect sales channels, including resellers and distributors, strategic partners and global service providers.
The following table presents a reconciliation of free cash flow to net cash provided by (used in) operating activities, the most directly comparable GAAP measure, for each of the periods presented (in thousands): Year Ended December 31, 2022 2021 2020 Net cash provided by (used in) operating activities $ 191,305 $ 152,151 $ (35,191) Strategic partnerships (30,000) — 141,584 Repayment of convertible senior notes attributable to debt discount — 10,131 35,020 Non-GAAP net cash provided by operating activities 161,305 162,282 141,413 Purchases of property and equipment (32,713) (28,959) (43,618) Capitalized internal-use software (53,730) (43,692) (38,113) Non-GAAP free cash flow $ 74,862 $ 89,631 $ 59,682 Backlog We have generally signed new customers contracts with varying length, from month-to-month to multi-year terms for our subscription services.
The following table presents a reconciliation of adjusted, unlevered free cash flow to net cash provided by operating activities, the most directly comparable GAAP measure, for each of the periods presented (in thousands): Year Ended December 31, 2023 2022 2021 Net cash provided by operating activities $ 399,662 $ 191,305 $ 152,151 Less: Capitalized expenditures (75,740) (86,443) (72,651) Strategic partnerships (1) (50,250) (30,000) — Add: Repayment of convertible notes attributable to debt discount — — 10,131 Restructuring and other payments 35,102 28,010 — Cash paid for interest, net of interest rate swap 16,629 347 309 Non-GAAP adjusted, unlevered free cash flow $ 325,403 $ 103,219 $ 89,940 (1) During the year ended December 31, 2022, the Company updated the terms of its arrangement with certain strategic partners and, in connection with these changes, a portion of the original advance payments were refunded.
Accordingly, we believe that deferred revenue is not a reliable indicator of future revenues and we do not utilize deferred revenue as a key management metric internally. 65 Table of Contents Contractual Obligations The following summarizes our contractual obligations as of December 31, 2022 (in thousands): Payments due by period Up to 1 year 1 to 3 years 3 to 5 years More than 5 years Total Operating lease obligations $ 18,984 $ 14,505 $ 5,361 $ 2,078 $ 40,928 Financing obligations 4,972 1,791 — — 6,763 Long-term debt — 1,000,000 650,000 — 1,650,000 Purchase obligations 77,201 75,981 53,131 32,160 238,473 Total $ 101,157 $ 1,092,277 $ 708,492 $ 34,238 $ 1,936,164 Purchase obligations represent an estimate of open purchase orders and contractual obligations in the normal course of business for which we have not received the goods or services as of December 31, 2022.
Accordingly, we believe that deferred revenue is not a reliable indicator of future revenues and we do not utilize deferred revenue as a key management metric internally. 71 Table of Contents Contractual Obligations The following summarizes our contractual obligations as of December 31, 2023 (in thousands): Payments due by period Up to 1 year 1 to 3 years 3 to 5 years More than 5 years Total Operating lease obligations (1) $ 18,643 $ 23,237 $ 7,228 $ 701 $ 49,809 Supplier financing arrangements (2) 2,464 1,267 463 — 4,194 Principal payments on long-term debt (3) 20,000 810,391 330,000 400,000 1,560,391 Contractual interest payments on long-term debt (3) 65,641 126,492 97,886 68,000 358,019 Purchase obligations (4) 95,405 78,490 56,193 4,135 234,223 Total $ 202,153 $ 1,039,877 $ 491,770 $ 472,836 $ 2,206,636 (1) Represents obligations under non-cancellable lease agreements for our corporate and worldwide offices, and colocation data centers.
Other Income (Expense), Net Year ended December 31, Year ended December 31, (in thousands, except percentages) 2022 2021 $ Change % Change 2021 2020 $ Change % Change Interest expense $ (4,807) $ (64,382) $ 59,575 nm $ (64,382) $ (49,281) $ (15,101) nm Other income (expense) (219,771) (7,554) (212,217) nm (7,554) 80,458 (88,012) nm Other income (expense), net $ (224,578) $ (71,936) $ (152,642) nm $ (71,936) $ 31,177 $ (103,113) nm nm - not meaningful Other expense, net, increased by $152.6 million during fiscal year 2022 as compared to fiscal year 2021, primarily due to incremental net unrealized losses of $188.1 million recognized from our long-term investments, and a write-down charge of $21.7 million related to accrued interest on our prepaid sales commission balance, partially offset by a $59.6 million reduction in non-cash interest expense from the amortization of the debt discount and issuances costs related to our 2025 and 2026 Notes as a result of adopting ASU No. 2020-06 in the first quarter of 2022.
Other Income (Expense), Net Year ended December 31, Year ended December 31, (in thousands, except percentages) 2023 2022 $ Change % Change 2022 2021 $ Change % Change Interest expense $ (35,997) $ (4,807) $ (31,190) nm $ (4,807) $ (64,382) $ 59,575 nm Other income (expense) 77,963 (219,771) 297,734 nm (219,771) (7,554) (212,217) nm Other income (expense), net $ 41,966 $ (224,578) $ 266,544 nm $ (224,578) $ (71,936) $ (152,642) nm nm - not meaningful Other expense, net, decreased by $266.5 million during fiscal year 2023 as compared to fiscal year 2022.