Biggest changeCash used in financing activities of $3.4 million for the year ended December 31, 2021 was due primarily to $16.6 million in proceeds from option exercises and $8.9 million in proceeds from shares issued in connection with our employee stock purchase plan, offset by $27.1 million in taxes withheld related to net share settlement of our stock-based compensation awards and an aggregate $1.7 million in payments on finance lease obligations.
Biggest changeCash used in financing activities of $1.6 million for the year ended December 31, 2022 consisted of $12.5 million in taxes paid related to net share settlements of stock-based compensation awards and $1.6 million in principal payments on finance lease obligations partially offset by $9.3 million in proceeds from shares issued in connection with our employee stock purchase plan and $3.3 million in proceeds from option exercises. 57 Table of Contents Contractual Obligations and Commitments The following table represents our contractual obligations as of December 31, 2023, aggregated by type: Payments due by period Total Less than 1 year 1-3 years 3-5 years More than 5 years (in thousands) Convertible senior notes $ 819,441 $ 9,496 $ 90,395 $ 719,550 $ — Operating leases including imputed interest 18,830 6,048 7,198 3,220 2,364 Finance leases, including interest 22,605 1,315 2,630 2,630 16,030 Other contractual commitments 28,137 24,298 3,839 — — Total contractual obligations $ 889,013 $ 41,157 $ 104,062 $ 725,400 $ 18,394 Total future payments related to our convertible senior notes shown in the table above includes $773.2 million aggregate principal amount and future interest payments associated with the Notes of $46.2 million.
The increase in deferred contract costs was primarily due to additional payments made to our sales force related to the direct and incremental costs of obtaining a customer contract.
The increase in deferred costs was primarily due to additional payments made to our sales force related to the direct and incremental costs of obtaining a customer contract.
With the exception of September 2020 and September 2021 when we transitioned to a virtual event, sales and marketing expense has historically been higher in the third quarter due to our annual user conference in September, which was held as a hybrid in-person/virtual event in 2022.
With the exception of September 2021 when we transitioned to a virtual event, sales and marketing expense has historically been higher in the third quarter due to our annual user conference in September, which was held as a hybrid in-person/virtual event in 2022.
Professional service agreements that do not contain a material right are accounted for when the customer exercises its option to purchase additional services. 58 Table of Contents Revenue is recognized for document set ups when the service is complete and control has transferred to the customer. Revenues from XBRL tagging and consulting services are recognized as the services are performed.
Professional service agreements that do not contain a material right are accounted for when the customer exercises its option to purchase additional services. 59 Table of Contents Revenue is recognized for document set ups when the service is complete and control has transferred to the customer. Revenues from XBRL tagging and consulting services are recognized as the services are performed.
Many of our customers employ our professional services just before they file their Form 10-K, often in the first calendar quarter. As of December 31, 2022, the majority of our SEC customers reported their financials on a calendar-year basis. Our sales and marketing expense also has some degree of seasonality.
Many of our customers employ our professional services just before they file their Form 10-K, often in the first calendar quarter. As of December 31, 2023, the majority of our SEC customers reported their financials on a calendar-year basis. Our sales and marketing expense also has some degree of seasonality.
We have generated significant operating losses and negative cash flows as reflected in our accumulated deficit and consolidated statements of cash flows.
We have generated significant operating losses as reflected in our accumulated deficit and consolidated statements of cash flows.
For more information on our convertible senior notes, refer to Note 8 of our accompanying Notes to the Consolidated Financial Statements included elsewhere in this Annual Report on Form 10-K. 56 Table of Contents We lease certain office space, residential space, buildings and land with various lease terms which are primarily accounted for as operating leases.
For more information on our convertible senior notes, refer to Note 8 of our accompanying notes to the consolidated financial statements included elsewhere in this Annual Report on Form 10-K. We lease certain office space, residential space, buildings and land with various lease terms which are primarily accounted for as operating leases.
We recognize subscription and support revenue on a ratable basis over the contract term beginning on the date that our service is made available to the customer. Amounts that are invoiced are initially recorded as deferred revenue. 48 Table of Contents Professional Services Revenue . We believe our professional services facilitate the sale of our subscription service to certain customers.
We recognize subscription and support revenue on a ratable basis over the contract term beginning on the date that our service is made available to the customer. Amounts that are invoiced are initially recorded as deferred revenue. Professional Services Revenue . We believe our professional services facilitate the sale of our subscription service to certain customers.
For each of the years ended December 31, 2022, 2021 and 2020, no single customer represented more than 1% of our revenue, and our largest 10 customers accounted for less than 5% of our revenue in the aggregate. We generate sales directly through our sales force and partners.
For each of the years ended December 31, 2023, 2022 and 2021, no single customer represented more than 1% of our revenue, and our largest 10 customers accounted for less than 10% of our revenue in the aggregate. We generate sales directly through our sales force and partners.
Recent Accounting Pronouncements Refer to Note 1 of the notes to consolidated financial statements for a full description of recent accounting pronouncements. 59 Table of Contents
Recent Accounting Pronouncements Refer to Note 1 of the notes to consolidated financial statements for a full description of recent accounting pronouncements. 60 Table of Contents
Our subscription and support revenue retention rate was 97.8% as of December 31, 2022, up from 97.0% as of December 31, 2021. We believe that our success in maintaining a high rate of revenue retention is attributable primarily to our robust technology platform and strong customer service.
Our subscription and support revenue retention rate was 97.9% as of December 31, 2023, up from 97.8% as of December 31, 2022. We believe that our success in maintaining a high rate of revenue retention is attributable primarily to our robust technology platform and strong customer service.
Investing Activities Cash used in investing activities of $68.0 million for the year ended December 31, 2022 was due primarily to $130.8 million in purchases of marketable securities, $99.2 million for the acquisition of ParsePort, and $3.5 million in purchases of fixed assets partially offset by $150.6 million from the maturities of marketable securities as well as $15.0 million from the sale of marketable securities.
Cash used in investing activities of $68.0 million for the year ended December 31, 2022 consisted of $130.8 million in purchases of marketable securities, $99.2 million for the acquisition of ParsePort, and $3.5 million in purchases of fixed assets partially offset by $150.6 million from the maturities of marketable securities as well as $15.0 million from the sale of marketable securities.
We enter into certain non-cancelable agreements with third-party providers in the ordinary course of business. Our total commitments under these agreements are $40.0 million and are primarily for cloud infrastructure and cloud services.
We enter into certain non-cancelable agreements with third-party providers in the ordinary course of business. Our total commitments under these agreements are $28.1 million and are primarily for cloud infrastructure and cloud services.
Management’s Discussion and Analysis of Financial Condition and Results of Operations” of our annual report on Form 10-K for the fiscal year ended December 31, 2021, filed with the SEC on February 22, 2022.
Management’s Discussion and Analysis of Financial Condition and Results of Operations” of our annual report on Form 10-K for the fiscal year ended December 31, 2022, filed with the SEC on February 21, 2023.
Liquidity and Capital Resources Overview of Sources and Uses of Cash As of December 31, 2022, our principal sources of liquidity were cash, cash equivalents, and marketable securities totaling $430.8 million, which were held for working capital purposes. We have financed our operations primarily through the proceeds of offerings of equity, convertible debt, and cash from operating activities.
Liquidity and Capital Resources Overview of Sources and Uses of Cash As of December 31, 2023, our principal sources of liquidity were cash, cash equivalents, and marketable securities totaling $813.7 million, which were held for working capital purposes. We have financed our operations primarily through the proceeds of offerings of equity, convertible debt, and cash from operating activities.
Year ended December 31, 2022 2021 2020 Subscription and support revenue from customers with annual contract value of $100k+ as a percent of total subscription and support revenue 62.1% 60.5% 53.3% Subscription and support revenue from customers with annual contract value of $150k+ as a percent of total subscription and support revenue 47.4% 45.2% 37.3% Subscription and support revenue from customers with annual contract value of $300k+ as a percent of total subscription and support revenue 27.6% 26.1% 19.3% Components of Results of Operations Revenue We generate revenue through the sale of subscriptions to our cloud-based software and the delivery of professional services.
Year ended December 31, 2023 2022 2021 Subscription and support revenue from customers with annual contract value of $100k+ as a percent of total subscription and support revenue 66.3% 62.1% 60.5% Subscription and support revenue from customers with annual contract value of $150k+ as a percent of total subscription and support revenue 51.7% 47.4% 45.2% Subscription and support revenue from customers with annual contract value of $300k+ as a percent of total subscription and support revenue 31.7% 27.6% 26.1% Components of Results of Operations Revenue We generate revenue through the sale of subscriptions to our cloud-based software and the delivery of professional services.
Effects of Volatility in the IPO/SPAC Markets In the United States, volatility in the public markets led to a decrease in the number of initial public offerings (“IPOs”) and special-purpose acquisition companies (“SPACs”) in 2022. New sales of our SEC and capital markets solutions were adversely affected by this decline in the IPO and SPAC markets.
Effects of Volatility in the IPO/SPAC Markets In the U.S., volatility in the public markets led to a decrease in the number of initial public offerings (“IPOs”) and special-purpose acquisition companies (“SPACs”) since fiscal 2022. New sales of our SEC and capital markets solutions were adversely affected by this decline in the IPO and SPAC markets.
We calculate our subscription and support revenue retention rate including add-ons by annualizing the subscription and support revenue recorded in the current quarter for our base customers that were active at the end of the current quarter. We divide the result by the annualized subscription and support revenue in the same quarter of the prior year for all base customers.
We calculate our subscription and support revenue retention rate including add-ons by annualizing the subscription and support revenue recorded in the current quarter for our base customers that were active at the end of the current quarter.
Customers use our platform to create, review and publish data-linked documents and reports with greater control, consistency, accuracy and productivity. Customers collaborate in the same document simultaneously, which improves efficiency and version control. Our platform is flexible and scalable, so customers can easily adapt it to define, automate and change their business processes in real time.
Customers use our platform to create, review and publish data-linked documents, presentations, and reports with greater control, consistency, accuracy, and productivity. Our platform is flexible and scalable, so customers can easily adapt it to define, automate, and change their business processes in real time.
In addition, the timing of the payments of cash bonuses to employees during the first and fourth calendar quarters may result in some seasonality in operating cash flow. 46 Table of Contents Key Performance Indicators Year ended December 31, 2022 2021 2020 (dollars in thousands) Financial metrics Total revenue $ 537,875 $ 443,285 $ 351,594 Year-over-year percentage increase in total revenue 21.3% 26.1% 18.0% Subscription and support revenue $ 464,935 $ 379,340 $ 295,877 Year-over-year percentage increase in subscription and support revenue 22.6% 28.2% 20.4% Subscription and support as a percent of total revenue 86.4% 85.6% 84.2% As of December 31, 2022 2021 2020 Operating metrics Number of customers 5,664 4,315 3,723 Subscription and support revenue retention rate 97.8% 97.0% 95.0% Subscription and support revenue retention rate including add-ons 108.5% 110.0% 109.5% Number of customers with annual contract value $100k+ 1,345 1,121 847 Number of customers with annual contract value $150k+ 718 578 419 Number of customers with annual contract value $300k+ 236 183 119 Total customers .
In addition, the timing of the payments of cash bonuses to employees during the first and fourth calendar quarters may result in some seasonality in operating cash flow. 48 Table of Contents Key Performance Indicators Year ended December 31, 2023 2022 2021 (dollars in thousands) Financial metrics Total revenue $ 630,039 $ 537,875 $ 443,285 Year-over-year percentage increase in total revenue 17.1% 21.3% 26.1% Subscription and support revenue $ 558,645 $ 464,935 $ 379,340 Year-over-year percentage increase in subscription and support revenue 20.2% 22.6% 28.2% Subscription and support as a percent of total revenue 88.7% 86.4% 85.6% As of December 31, 2023 2022 2021 Operating metrics Number of customers 6,034 5,664 4,315 Subscription and support revenue retention rate 97.9% 97.8% 97.0% Subscription and support revenue retention rate including add-ons 110.3% 108.5% 110.0% Number of customers with annual contract value $100k+ 1,631 1,345 1,121 Number of customers with annual contract value $150k+ 915 718 578 Number of customers with annual contract value $300k+ 311 236 183 Total customers .
Cost of Revenue Cost of revenue consists primarily of personnel and related costs directly associated with our professional services, customer success teams and training personnel, including salaries, benefits, bonuses, and stock-based compensation; the costs of contracted third-party vendors; the costs of server usage by our customers; information technology costs; and facility costs.
Revenues from XBRL tagging and consulting services are recognized as the services are performed. 50 Table of Contents Cost of Revenue Cost of revenue consists primarily of personnel and related costs directly associated with our professional services, customer success teams and training personnel, including salaries, benefits, bonuses, and stock-based compensation; the costs of contracted third-party vendors; the costs of server usage by our customers; information technology costs; and facility costs.
We calculate our subscription and support revenue retention rate based on all customers that were active at the end of the same calendar quarter of the prior year (“base customers”).
Companies with publicly-listed securities account for a substantial majority of our customers. Subscription and support revenue retention rate . We calculate our subscription and support revenue retention rate based on all customers that were active at the end of the same calendar quarter of the prior year (“base customers”).
These amounts are included in the table above under “other contractual commitments”. 57 Table of Contents Critical Accounting Policies and Estimates Our consolidated financial statements are prepared in accordance with accounting principles generally accepted in the United States.
These amounts are included in the table above under other contractual commitments. 58 Table of Contents Critical Accounting Policies and Estimates Our consolidated financial statements are prepared in accordance with accounting principles generally accepted in the U.S.
General and Administrative Expenses General and administrative expenses consist primarily of personnel and related costs for our executive, finance and accounting, legal, human resources, and administrative personnel, including salaries, benefits, bonuses, and stock-based compensation; legal, accounting, and other professional service fees; other corporate expenses; information technology costs; and facility costs. 49 Table of Contents Results of Operations The following table sets forth selected consolidated statement of operations data for each of the periods indicated: Year ended December 31, 2022 2021 2020 (in thousands) Revenue Subscription and support $ 464,935 $ 379,340 $ 295,877 Professional services 72,940 63,945 55,717 Total revenue 537,875 443,285 351,594 Cost of revenue Subscription and support (1) 77,711 60,551 49,503 Professional services (1) 52,174 43,282 40,674 Total cost of revenue 129,885 103,833 90,177 Gross profit 407,990 339,452 261,417 Operating expenses Research and development (1) 151,716 115,735 94,844 Sales and marketing (1) 245,260 178,785 144,687 General and administrative (1) 99,778 74,287 59,688 Total operating expenses 496,754 368,807 299,219 Loss from operations (88,764) (29,355) (37,802) Interest income 4,880 1,041 3,282 Interest expense (6,042) (14,015) (13,964) Other income and (expense), net 926 3,229 (205) Loss before provision for income taxes (89,000) (39,100) (48,689) Provision (benefit) for income taxes 1,947 (1,370) (291) Net loss $ (90,947) $ (37,730) $ (48,398) (1) Stock-based compensation expense included in these line items was as follows: Year ended December 31, 2022 2021 2020 (in thousands) Cost of revenue Subscription and support $ 3,437 $ 2,868 $ 1,709 Professional services 2,128 1,729 1,434 Operating expenses Research and development 12,554 9,590 8,100 Sales and marketing 19,323 13,901 11,062 General and administrative 33,218 20,545 23,466 Total stock-based compensation expense $ 70,660 $ 48,633 $ 45,771 The following table sets forth our consolidated statement of operations data as a percentage of revenue for each of the periods indicated: 50 Table of Contents Year ended December 31, 2022 2021 2020 Revenue Subscription and support 86.4% 85.6% 84.2% Professional services 13.6 14.4 15.8 Total revenue 100.0 100.0 100.0 Cost of revenue Subscription and support 14.4 13.7 14.1 Professional services 9.7 9.8 11.6 Total cost of revenue 24.1 23.5 25.7 Gross profit 75.9 76.5 74.3 Operating expenses Research and development 28.2 26.1 27.0 Sales and marketing 45.6 40.3 41.2 General and administrative 18.6 16.8 17.0 Total operating expenses 92.4 83.2 85.2 Loss from operations (16.5) (6.7) (10.9) Interest income 0.9 0.2 0.9 Interest expense (1.1) (3.2) (4.0) Other income and (expense), net 0.2 0.7 (0.1) Loss before provision for income taxes (16.5) (9.0) (14.1) Provision (benefit) for income taxes 0.4 (0.3) (0.1) Net loss (16.9) % (8.7) % (14.0) % Revenue Comparison of Years Ended December 31, 2022 and 2021 Year ended December 31, Period-to-period change 2022 2021 Amount % Change (dollars in thousands) Revenue Subscription and support $ 464,935 $ 379,340 $ 85,595 22.6% Professional services 72,940 63,945 8,995 14.1% Total revenue $ 537,875 $ 443,285 $ 94,590 21.3% Total revenue increased $94.6 million in 2022 compared to 2021 due primarily to the increase in subscription and support revenue of $85.6 million.
General and Administrative Expenses General and administrative expenses consist primarily of personnel and related costs for our executive, finance and accounting, legal, human resources, and administrative personnel, including salaries, benefits, bonuses, and stock-based compensation; legal, accounting, and other professional service fees; other corporate expenses; information technology costs; and facility costs. 51 Table of Contents Results of Operations The following table sets forth selected consolidated statement of operations data for each of the periods indicated: Year ended December 31, 2023 2022 2021 (in thousands) Revenue Subscription and support $ 558,645 $ 464,935 $ 379,340 Professional services 71,394 72,940 63,945 Total revenue 630,039 537,875 443,285 Cost of revenue Subscription and support (1) 99,193 77,711 60,551 Professional services (1) 55,029 52,174 43,282 Total cost of revenue 154,222 129,885 103,833 Gross profit 475,817 407,990 339,452 Operating expenses Research and development (1) 172,790 151,716 115,735 Sales and marketing (1) 287,035 245,260 178,785 General and administrative (1) 110,519 99,778 74,287 Total operating expenses 570,344 496,754 368,807 Loss from operations (94,527) (88,764) (29,355) Interest income 25,882 4,880 1,041 Interest expense (53,639) (6,042) (14,015) Other (expense) income, net (1,814) 926 3,229 Loss before provision for income taxes (124,098) (89,000) (39,100) Provision (benefit) for income taxes 3,427 1,947 (1,370) Net loss $ (127,525) $ (90,947) $ (37,730) (1) Stock-based compensation expense included in these line items was as follows: Year ended December 31, 2023 2022 2021 (in thousands) Cost of revenue Subscription and support $ 5,030 $ 3,437 $ 2,868 Professional services 2,540 2,128 1,729 Operating expenses Research and development 18,441 12,554 9,590 Sales and marketing 27,774 19,323 13,901 General and administrative 44,980 33,218 20,545 Total stock-based compensation expense $ 98,765 $ 70,660 $ 48,633 The following table sets forth our consolidated statement of operations data as a percentage of revenue for each of the periods indicated: 52 Table of Contents Year ended December 31, 2023 2022 2021 Revenue Subscription and support 88.7% 86.4% 85.6% Professional services 11.3 13.6 14.4 Total revenue 100.0 100.0 100.0 Cost of revenue Subscription and support 15.7 14.4 13.7 Professional services 8.7 9.7 9.8 Total cost of revenue 24.4 24.1 23.5 Gross profit 75.6 75.9 76.5 Operating expenses Research and development 27.4 28.2 26.1 Sales and marketing 45.6 45.6 40.3 General and administrative 17.5 18.6 16.8 Total operating expenses 90.5 92.4 83.2 Loss from operations (14.9) (16.5) (6.7) Interest income 4.1 0.9 0.2 Interest expense (8.5) (1.1) (3.2) Other (expense) income, net (0.3) 0.2 0.7 Loss before provision (benefit) for income taxes (19.6) (16.5) (9.0) Provision (benefit) for income taxes 0.5 0.4 (0.3) Net loss (20.1) % (16.9) % (8.7) % Revenue Comparison of Years Ended December 31, 2023 and 2022 Year ended December 31, Period-to-period change 2023 2022 Amount % Change (dollars in thousands) Revenue Subscription and support $ 558,645 $ 464,935 $ 93,710 20.2% Professional services 71,394 72,940 (1,546) (2.1)% Total revenue $ 630,039 $ 537,875 $ 92,164 17.1% Total revenue increased $92.2 million in 2023 compared to 2022 due primarily to a $93.7 million increase in subscription and support revenue.
Growth in subscription and support revenue in 2022 was attributable mainly to strong demand and continued solution expansion across our customer base. The total number of our customers increased 31.3% from December 31, 2021 to December 31, 2022.
Growth in subscription and support revenue in 2023 was attributable mainly to strong demand and continued solution expansion across our customer base. The total number of our customers increased 6.5% from December 31, 2022 to December 31, 2023. Professional services revenue decreased $1.5 million in 2023 compared to 2022.
We continue to invest for future growth and are focused on several key drivers, including focusing on multi-solution adoption by new and existing customers, further developing our partner program, accelerating international expansion and our fit-for-purpose solutions.
We incurred net losses of $127.5 million and $90.9 million in 2023 and 2022, respectively. 46 Table of Contents We continue to invest for future growth and are focused on several key drivers, including focusing on multi-solution adoption by new and existing customers, further developing our partner program, accelerating international expansion and our fit-for-purpose solutions.
Customer growth accounted for most of the increase in deferred revenue. The increases in accounts receivable, prepaid expenses, other assets and account payable as well as the decrease in accrued expenses and other liabilities were attributable primarily to the timing of our billings, cash collections, and cash payments.
The increases in accounts receivable, prepaid expenses, other assets and account payable as well as the decrease in accrued expenses and other liabilities were attributable primarily to the timing of our billings, cash collections, and cash payments. The increase in other receivables was attributable primarily to an increase in our refundable research and development tax credit.
The increases in headcount, cloud infrastructure services, and outsourced service fees resulted primarily from our continued investment in and support of our platform and solutions. The increase in travel expense was due to a return to travel as travel restrictions and company policies originally implemented in response to the COVID-19 pandemic ease.
The increases in compensation, cloud infrastructure services, software expense, and outsourced service fees resulted primarily from our continued investment in and support of our platform and solutions. The increase in travel expense was due to a modest continued return to travel.
We recognize revenue for document set ups when the service is complete and control has transferred to the customer. Revenues from XBRL tagging and consulting services are recognized as the services are performed.
We recognize revenue for document set ups when the service is complete and control has transferred to the customer.
Our advance planning team assesses customer needs, conducts industry-based research and defines new markets. This vetting process involves our sales, product marketing, customer success, professional services, research and development, finance and senior management teams. Expand Across Enterprises. Our success in delivering multiple solutions has created demand from customers for a broader-based, enterprise-wide Workiva platform.
This vetting process involves our sales, product marketing, customer success, professional services, research and development, finance and senior management teams. Expand Across Enterprises. Our success in delivering multiple solutions has created demand from customers for a broader-based, enterprise-wide Workiva platform. In response, we have been improving our technology and realigning sales and marketing to capitalize on our growing enterprise-wide opportunities.
Financing Activities Cash used in financing activities of $1.6 million for the year ended December 31, 2022 was due primarily to $12.5 million in taxes paid related to net share settlements of stock-based compensation awards and $1.6 million in principal payments on finance lease obligations partially offset by $9.3 million in proceeds from shares issued in connection with our employee stock purchase plan and $3.3 million in proceeds from option exercises.
Financing Activities Cash provided by financing activities of $301.3 million for the year ended December 31, 2023 consisted of $691.1 million in proceeds from the issuance of our 2028 Notes, net of issuance costs, $12.5 million in proceeds from shares issued in connection with our employee stock purchase plan, and $4.5 million in proceeds from option exercises, partially offset by $396.9 million paid for the partial repurchase of our 2026 Notes and $9.5 million in taxes paid related to net share settlements of stock-based compensation awards.
Customers whose securities were deregistered due to merger or acquisition or financial distress accounted for just over half of our revenue attrition in the latest quarter.
Customers whose securities were deregistered due to merger or acquisition or financial distress accounted for just over half of our revenue attrition in the latest quarter. Subscription and support revenue retention rate including add-ons . Add-on revenue includes the change in both solutions and pricing for existing customers.
General and Administrative General and administrative expenses increased $25.5 million in 2022 compared to 2021, due primarily to $3.4 million in higher cash-based compensation and benefits, $12.5 million of additional stock-based compensation, a $1.8 million increase in travel expense, a $0.9 million increase in software expense, and a $4.9 million increase related to consulting, recruiting, and professional services fees.
General and Administrative General and administrative expenses increased $10.7 million in 2023 compared to 2022, due primarily to $1.4 million in higher cash-based compensation and benefits, $11.6 million of additional stock-based compensation, and a $0.9 million increase in public relations expense, partially offset by a $3.1 million decrease related to consulting, recruiting and professional services fees and a $1.4 million decrease in goods and service tax expense.
The increases in accounts receivable and accrued expenses and other liabilities were attributable primarily to the timing of our billings, cash collections, and cash payments. The increase in prepaid expenses was attributable primarily to the timing of annual contracts.
The change in operating assets and liabilities was driven by an increase in deferred revenue which was primarily due to customer growth. The increases in accounts receivable, other receivables and accrued expenses and other liabilities prepaid expenses and other assets were attributable primarily to the timing of our billings, cash collections, and cash payments.
Our platform lets our customers connect data from Enterprise Resource Planning (“ERP”), Governance, Risk and Compliance (“GRC”), Human Capital Management (“HCM”) and Customer Relationship Management (“CRM”) systems, as well as other third-party cloud and on-premise applications.
From data to disclosure, the Workiva platform empowers customers by connecting and transforming data from hundreds of enterprise resource planning (“ERP”), human capital management (“HCM”), and customer relationship management (“CRM”) systems, as well as other third-party cloud and on-premise applications.
Our close and trusted relationships with our customers are a source for new use cases, features and solutions. We have a disciplined process for tracking, developing and releasing new solutions that are designed to have immediate, broad applicability; a strong value proposition; and a high return on investment for both Workiva and our customers.
We have a disciplined process for tracking, developing and releasing new solutions that are designed to have immediate, broad applicability; a strong value proposition; and a high return on investment for both Workiva and our customers. Our advance planning team assesses customer needs, conducts industry-based research and defines new markets.
Cash Flows The following table summarizes cash flow activity during the years ended December 31, 2022, 2021 and 2020 (in thousands): Year ended December 31, 2022 2021 2020 Cash flow provided by operating activities $ 11,334 $ 49,844 $ 33,243 Cash flow used in investing activities (68,012) (68,631) (103,750) Cash flow (used in) provided by financing activities (1,587) (3,388) 11,118 Net decrease in cash and cash equivalents, net of impact of exchange rates $ (60,189) $ (22,445) $ (58,911) 54 Table of Contents Operating Activities For the year ended December 31, 2022, cash provided by operating activities was $11.3 million.
Cash Flows The following table summarizes cash flow activity during the years ended December 31, 2023, 2022 and 2021 (in thousands): Year ended December 31, 2023 2022 2021 Cash flow provided by operating activities $ 70,875 $ 11,334 $ 49,844 Cash flow used in investing activities (357,253) (68,012) (68,631) Cash flow provided by (used in) financing activities 301,265 (1,587) (3,388) Net increase (decrease) in cash and cash equivalents, net of impact of exchange rates $ 16,524 $ (60,189) $ (22,445) 56 Table of Contents Operating Activities Our largest source of operating cash is cash collections from customers for subscription and support access to our platform.
Our subscription fee includes the use of our software and technical support. Our subscription pricing is based primarily on a solution-based licensing model. Under this model, operating metrics related to a customer’s expected use of each solution determine the price. We charge customers additional fees primarily for document setup and XBRL tagging services.
Under this model, operating metrics related to a customer’s expected use of each solution determine the price. We charge customers additional fees primarily for document setup and XBRL tagging services. We generate sales primarily through our direct sales force. In addition, we augment our direct sales channel with partnerships.
We believe the increase in the number of larger contracts shows our progress in expanding our customers’ adoption of our platform. Our ACV metrics as of December 31, 2022 include information related to ParsePort.
Our annual contract value (“ACV”) for each customer is calculated by annualizing the subscription and support revenue recognized during each quarter. We believe the increase in the number of larger contracts shows our progress in expanding our customers’ adoption of our platform. Our ACV metrics as of December 31, 2023 include information related to ParsePort.
Non-Operating Income (Expenses) Comparison of Years Ended December 31, 2022 and 2021 Year ended December 31, Period-to-period change 2022 2021 Amount (dollars in thousands) Interest income $ 4,880 $ 1,041 $ 3,839 Interest expense (6,042) (14,015) 7,973 Other income and (expense), net 926 3,229 (2,303) Interest income increased $3.8 million in 2022 compared to 2021 due primarily to higher interest rates on investments.
Non-Operating Income (Expenses) Comparison of Years Ended December 31, 2023 and 2022 Year ended December 31, Period-to-period change 2023 2022 Amount (dollars in thousands) Interest income $ 25,882 $ 4,880 $ 21,002 Interest expense (53,639) (6,042) (47,597) Other (expense) income, net (1,814) 926 (2,740) Interest income increased $21.0 million in 2023 compared to 2022 due primarily to larger investment balances coupled with higher interest rates.
Professional services revenue increased $9.0 million due primarily to growth in revenue from XBRL professional services. 51 Table of Contents Cost of Revenue Comparison of Years Ended December 31, 2022 and 2021 Year ended December 31, Period-to-period change 2022 2021 Amount % Change (dollars in thousands) Cost of revenue Subscription and support $ 77,711 $ 60,551 $ 17,160 28.3% Professional services 52,174 43,282 8,892 20.5% Total cost of revenue $ 129,885 $ 103,833 $ 26,052 25.1% Cost of revenue increased $26.1 million in 2022 compared to 2021 due primarily to $18.0 million in higher cash-based compensation and benefits due in part to increased headcount, $1.0 million of additional stock-based compensation, a $3.4 million increase in the cost of cloud infrastructure services, a $1.4 million increase in travel expense, $0.8 million increase in outsourced service fees, and a $1.4 million increase in information technology and facility costs in support of our employees.
We expect the revenue growth rate from subscription and support to continue to outpace revenue growth from professional services on an annual basis. 53 Table of Contents Cost of Revenue Comparison of Years Ended December 31, 2023 and 2022 Year ended December 31, Period-to-period change 2023 2022 Amount % Change (dollars in thousands) Cost of revenue Subscription and support $ 99,193 $ 77,711 $ 21,482 27.6% Professional services 55,029 52,174 2,855 5.5% Total cost of revenue $ 154,222 $ 129,885 $ 24,337 18.7% Cost of revenue increased $24.3 million in 2023 compared to 2022 due primarily to $16.1 million in higher cash-based compensation and benefits costs due in part to increased headcount, $2.0 million of additional stock-based compensation, a $3.2 million increase in the cost of cloud infrastructure services, a $1.1 million increase in travel expense, a $0.7 million increase in software expense, and a $0.5 million increase in outsourced service fees.
Our technology partners enable more data and process integrations to help customers connect critical transactional systems directly to our platform. We continue to invest in the development of our solutions, infrastructure and sales and marketing to drive long-term growth. Our full-time employee headcount expanded to 2,447 at December 31, 2022 from 2,106 at December 31, 2021, an increase of 16.2%.
We continue to invest in the development of our solutions, infrastructure and sales and marketing to drive long-term growth. Our full-time employee headcount expanded to 2,526 at December 31, 2023 from 2,447 at December 31, 2022, an increase of 3.2%. We have achieved significant revenue growth in recent periods.
In addition, we market to teams responsible for environmental, social and governance reporting, and governance, risk and compliance programs. We intend to continue to build our sales and marketing organization and leverage our brand equity to attract new customers. Offer More Solutions. We intend to introduce new solutions to continue to meet growing demand for our platform.
We intend to continue to build our sales and marketing organization and leverage our brand equity to attract new customers. Offer More Solutions. We intend to introduce new solutions to continue to meet growing demand for our platform. Our close and trusted relationships with our customers are a source for new use cases, features and solutions.
However, we expect that enterprise-wide deals will be larger and more complex, which tend to lengthen the sales cycle. 45 Table of Contents Add Partners. We continue to expand and deepen our relationships with global and regional partners, including consulting firms, system integrators, large and mid-sized independent software vendors, and implementation partners.
We continue to expand and deepen our relationships with global and regional partners, including consulting firms, system integrators, large and mid-sized independent software vendors, and implementation partners.
Other income, net decreased $2.3 million in 2022 compared to 2021 due primarily to a $3.7 million gain recognized upon the settlement of our equity interest in OneCloud in 2021 which did not recur in 2022. 53 Table of Contents Results of Operations for Fiscal 2021 Compared to 2020 For a comparison of our results of operations for the fiscal years ended December 31, 2021 and 2020, see “Part II, Item 7.
Other expense increased $2.7 million in 2023 compared to 2022 due primarily to losses on the sale of available-for-sale securities and losses on foreign currency transactions. 55 Table of Contents Results of Operations for Fiscal 2022 Compared to 2021 For a comparison of our results of operations for the fiscal years ended December 31, 2022 and 2021, see “Part II, Item 7.
Operating Expenses Comparison of Years Ended December 31, 2022 and 2021 Year ended December 31, Period-to-period change 2022 2021 Amount % Change (dollars in thousands) Operating expenses Research and development $ 151,716 $ 115,735 $ 35,981 31.1% Sales and marketing 245,260 178,785 66,475 37.2% General and administrative 99,778 74,287 25,491 34.3% Total operating expenses $ 496,754 $ 368,807 $ 127,947 34.7% Research and Development Research and development expenses increased $36.0 million in 2022 compared to 2021 due primarily to $21.5 million in higher cash-based compensation and benefits, $3.0 million of additional stock-based compensation, a $2.8 million increase in the cost of cloud infrastructure services, a $2.8 million increase in travel expense, a $2.4 million increase related to the amortization of acquisition-related intangible assets, a $1.9 million increase in information technology and facility costs in support of our research development organization, and a $1.6 million increase related to consulting fees.
Operating Expenses Comparison of Years Ended December 31, 2023 and 2022 Year ended December 31, Period-to-period change 2023 2022 Amount % Change (dollars in thousands) Operating expenses Research and development $ 172,790 $ 151,716 $ 21,074 13.9% Sales and marketing 287,035 245,260 41,775 17.0% General and administrative 110,519 99,778 10,741 10.8% Total operating expenses $ 570,344 $ 496,754 $ 73,590 14.8% Research and Development Research and development expenses increased $21.1 million in 2023 compared to 2022 due primarily to $14.4 million in higher cash-based compensation and benefits, $5.9 million of additional stock-based compensation, and a $0.7 million increase in travel expense.
The increase in cash-based compensation and stock-based compensation were due primarily to an increase in employee headcount. The increase in cloud infrastructure services and consulting fees resulted primarily from our continued investment in and support of our platform and solutions.
The increase in compensation resulted primarily from our continued investment in and support of our platform and solutions. During 2023 we recognized an additional $3.1 million in cash-based and stock-based compensation pursuant to certain severance obligations.
Since solution-based licensing offers our customers an unlimited number of seats for each solution purchased, we expect customers to add more seats over time. As more employees in an enterprise use our platform, additional opportunities for collaboration and automation drive demand among their colleagues for additional solutions. Pursue New Customers .
As more employees in an enterprise use our platform, additional opportunities for collaboration and automation drive demand among their colleagues for additional solutions. Pursue New Customers . We sell to organizations that manage large, complex processes with distributed teams of contributors and disparate sets of business data.
Our subscription and support revenue retention rate including add-ons was 108.5% as of the year ended December 31, 2022, down from 110.0% as of December 31, 2021.
We divide the result by the annualized subscription and support revenue in the same quarter of the prior year for all base customers. 49 Table of Contents Our subscription and support revenue retention rate including add-ons was 110.3% as of the year ended December 31, 2023, up from 108.5% as of December 31, 2022. Annual contract value.
We sell to organizations that manage large, complex processes with distributed teams of contributors and disparate sets of business data. We market our platform to professionals and executives in the areas of financial and non-financial reporting, including regulatory, multi-entity and performance reporting.
We market our platform to professionals and executives in the areas of financial and non-financial reporting, including regulatory, multi-entity and performance reporting. In addition, we market to teams responsible for environmental, social and governance reporting, and governance, risk and compliance programs.
The increase in cash-based compensation was due primarily to an increase in employee headcount. During 2022, we recognized an additional $1.4 million in stock-based compensation pursuant to certain severance obligations. The increase in the cost of marketing programs was due to an increase in-person events as well as costs related to our annual user conference.
During 2023, we recognized an additional $2.9 million in cash-based and stock-based compensation pursuant to certain severance obligations. The remaining increase in compensation, as well as the increase in software expense, were primarily due to an increase in employee headcount as we continue to invest in our go-to-market activities.
We expect reduced valuation multiples caused by higher interest rates, inflation, and geopolitical instability to continue to negatively impact the number of IPOs and SPACs in fiscal year 2023. Accordingly, we expect this volatility to continue to apply pressure to new sales of our SEC and capital markets solutions.
We expect reduced valuation multiples caused by higher interest rates, inflation, and geopolitical instability to continue to negatively impact the number of IPOs and SPACs in fiscal year 2024. Whether and to what extent the IPO and SPAC markets will moderate cannot be accurately predicted. Key Factors Affecting Our Performance Generate Growth From Existing Customers.
We have achieved significant revenue growth in recent periods. Our revenue grew to $537.9 million in 2022 from $443.3 million in 2021, an increase of 21.3%.
Our revenue grew to $630.0 million in 2023 from $537.9 million in 2022, an increase of 17.1%.
The increase in travel expense was due to a return to travel as travel restrictions and company policies originally implemented in response to the COVID-19 pandemic ease. 52 Table of Contents Sales and Marketing Sales and marketing expenses increased $66.5 million in 2022 compared to 2021 due primarily to $42.7 million in higher cash-based compensation and benefits, $5.4 million of additional stock-based compensation, a $5.5 million increase in the cost of marketing programs, a $5.7 million increase in travel expense, a $1.9 million increase related to the amortization of acquisition-related intangible assets, and a $3.8 million increase in information technology and facility costs in support of sales and marketing.
The increase in travel expense was primarily due to our annual internal research and development event and a modest continued return to travel. 54 Table of Contents Sales and Marketing Sales and marketing expenses increased $41.8 million in 2023 compared to 2022 due primarily to $24.9 million in higher cash-based compensation and benefits, $8.4 million of additional stock-based compensation, a $4.3 million increase in travel expense, a $1.5 million increase in professional service fees, a $1.1 million increase in marketing and advertising, and a $1.0 million increase in software expense.
Our capital expenditures were associated primarily with computer equipment in support of expanding our infrastructure and work force. 55 Table of Contents Cash used in investing activities of $68.6 million for the year ended December 31, 2021 was due primarily to $170.1 million for the purchase of marketable securities, $37.5 million for acquisitions, net of cash acquired, and $3.5 million of capital expenditures, partially offset by $143.2 million from the maturities of marketable securities.
Investing Activities Cash used in investing activities of $357.3 million for the year ended December 31, 2023 consisted of investing $573.3 million in various marketable securities, as well as purchases of fixed assets of $2.1 million primarily for computer equipment in support of expanding our infrastructure and work force.
While our customers use our platform for dozens of different use cases, our sales and marketing resources are organized into four solution groups: Financial Reporting, ESG, GRC and Industry Verticals. We operate our business on a Software-as-a-Service (“SaaS”) model. Customers enter into annual and multi-year subscription contracts to gain access to our platform.
We operate our business on a SaaS model. Customers enter into annual and multi-year subscription contracts to gain access to our platform. Our subscription fee includes the use of our software and technical support. Our subscription pricing is based primarily on a solution-based licensing model.
We generate sales primarily through our direct sales force and, to a lesser extent, our customer success and professional services teams. In addition, we augment our direct sales channel with partnerships. Our advisory and service partners offer a wider range of domain and functional expertise that broadens the capabilities of our platform, bringing scale and support to customers and prospects.
Our advisory and service partners offer a wider range of domain and functional expertise that broadens the capabilities of our platform, bringing scale and support to customers and prospects. Our technology partners enable more data and process integrations to help customers connect critical transactional systems directly to our platform.
The increases in software, consulting, recruiting and professional service fees were the result of our continued investment in and support of our platform and solutions. The increase in travel expense was due to a return to travel as travel restrictions and company policies originally implemented in response to the COVID-19 pandemic ease.
The increase in professional service fees was the result of our continued investment in and support of our platform and solutions. The increase in marketing and advertising expenses are primarily due to increased events and advertising activities.
In response, we have been improving our technology and realigning sales and marketing to capitalize on our growing enterprise-wide opportunities. We believe this expansion will add seats and revenue and continue to support our high revenue retention rates.
We believe this expansion will add seats and revenue and continue to support our high revenue retention rates. However, we expect that enterprise-wide deals will be larger and more complex, which tend to lengthen the sales cycle. 47 Table of Contents Add Partners.
The increase in cash-based compensation was due to an increase in employee headcount. During 2022 we recognized an additional $3.8 million in stock-based compensation pursuant to certain severance agreements. The remaining increase in stock-based compensation was due primarily to increased employee headcount in addition to the issuance of performance-based stock units to our executives.
The remaining decrease in stock-based compensation is primarily due to a reduction in employee headcount in 2023 and $2.5 million in stock-based compensation pursuant to certain severance agreements executed in 2022 which did not recur in 2023. Public relations expense increased during 2023 as we continue to execute on our brand strategy.
Whether and to what extent the IPO and SPAC markets will moderate cannot be accurately predicted. Key Factors Affecting Our Performance Generate Growth From Existing Customers. The Workiva platform can exhibit a powerful network effect within an enterprise, meaning that the usefulness of our platform attracts additional users.
The Workiva platform can exhibit a powerful network effect within an enterprise, meaning that the usefulness of our platform attracts additional users. Since solution-based licensing offers our customers an unlimited number of seats for each solution purchased, we expect customers to add more seats over time.
Convertible Debt In August 2019, we issued $345.0 million aggregate principal amount of 1.125% convertible senior notes due 2026, including the exercise in full by the initial purchasers of their option to purchase an additional $45.0 million principal amount.
Convertible Debt In August 2023, we issued $702.0 million aggregate principal amount of 1.250% convertible senior notes due 2028 (the “2028 Notes”). Proceeds from the issuance of the 2028 Notes totaled $691.1 million, net of initial purchaser discounts and issuance costs.