Biggest changeYear Ended December 31, 2022 2021 2020 (in thousands) Revenue $ 720,203 $ 514,821 $ 400,291 Cost of revenue (1)(2)(3)(4)(5) 148,416 98,312 71,663 Gross profit 571,787 416,509 328,628 Operating expenses: Sales and marketing (1)(2)(3)(4)(5) 424,976 308,511 189,032 Research and development (1)(2)(3)(4)(5) 270,982 237,290 124,661 General and administrative (1)(3)(4)(5) 166,283 156,635 73,465 Total operating expenses 862,241 702,436 387,158 Loss from operations (290,454 ) (285,927 ) (58,530 ) Interest income 7,861 175 293 Interest expense (2,135 ) (2,328 ) (2,353 ) Change in fair value of Series I redeemable convertible preferred stock warrant liability - - (36,990 ) Other (expense) income, net (1,737 ) (843 ) 420 Loss before provision for (benefit from) income taxes (286,465 ) (288,923 ) (97,160 ) Provision for (benefit from) income taxes 466 (23,758 ) (993 ) Net loss $ (286,931 ) $ (265,165 ) $ (96,167 ) Year Ended December 31, 2022 2021 2020 (as a percentage of revenue) Revenue 100 % 100 % 100 % Cost of revenue (1)(2)(3)(4)(5) 21 % 19 % 18 % Gross profit 79 % 81 % 82 % Operating expenses: Sales and marketing (1)(2)(3)(4)(5) 59 % 60 % 47 % Research and development (1)(2)(3)(4)(5) 38 % 46 % 31 % General and administrative (1)(3)(4)(5) 23 % 30 % 18 % Total operating expenses 120 % 136 % 97 % Loss from operations (40 %) (56 %) (15 %) Interest income 1 % 0 % 0 % Interest expense (0 %) (0 %) (1 %) Change in fair value of Series I redeemable convertible preferred stock warrant liability 0 % 0 % (9 %) Other (expense) income, net (0 %) (0 %) 0 % Loss before provision for (benefit from) income taxes (40 %) (56 %) (24 %) Provision for (benefit from) income taxes 0 % (5 %) (0 %) Net loss (40 %) (52 %) (24 %) 46 (1) Includes stock-based compensation expense as follows: Year Ended December 31, 2022 2021 2020 (in thousands) Cost of revenue $ 7,253 $ 8,094 $ 1,722 Sales and marketing 53,397 68,755 13,385 Research and development 63,262 85,040 12,930 General and administrative 38,974 65,272 15,923 Total stock-based compensation expense $ 162,886 $ 227,161 $ 43,960 (2) Includes amortization of acquired intangible assets as follows: Year Ended December 31, 2022 2021 2020 (in thousands) Cost of revenue $ 22,428 $ 7,522 $ 3,315 Sales and marketing 12,425 3,600 1,728 Research and development 3,528 2,674 721 Total amortization of acquired intangible assets $ 38,381 $ 13,796 $ 5,764 (3) Includes employer payroll tax on employee stock transactions as follows: Year Ended December 31, 2022 2021 2020 (in thousands) Cost of revenue $ 308 $ 457 $ 7 Sales and marketing 1,955 2,325 205 Research and development 2,474 2,606 88 General and administrative 1,202 1,127 272 Total employer payroll tax on employee stock transactions $ 5,939 $ 6,515 $ 572 (4) Includes acquisition-related expenses as follows: Year Ended December 31, 2022 2021 2020 (in thousands) Cost of revenue $ - $ 2 $ - Sales and marketing 1,725 488 - Research and development 5,549 1,348 - General and administrative 2,128 7,442 792 Total acquisition-related expenses $ 9,402 $ 9,280 $ 792 ( 5 ) Includes restructuring-related charges as follows: Year Ended December 31, 2022 2021 2020 (in thousands) Cost of revenue $ - $ - $ 127 Sales and marketing - - 1,824 Research and development - - 1,681 General and administrative - - 801 Total restructuring-related charges $ - $ - $ 4,433 47 Comparison of the Years Ended December 31, 2022 and 2021 Revenue Year Ended December 31, Change 2022 2021 Dollar Percent (dollars in thousands) Revenue $ 720,203 $ 514,821 $ 205,382 40 % In 2022, our revenue increased by $205.4 million, or 40%, compared to 2021, which is primarily due to expansion within our existing customers and revenue from new customers added during the year.
Biggest changeYear Ended December 31, 2023 2022 2021 (in thousands) Revenue $ 950,010 $ 720,203 $ 514,821 Cost of revenue (1)(2)(3)(4) 174,462 148,416 98,312 Gross profit 775,548 571,787 416,509 Operating expenses Sales and marketing (1)(2)(3)(4) 494,908 424,976 308,511 Research and development (1)(2)(3)(4) 300,571 270,982 237,290 General and administrative (1)(3)(4) 195,746 166,283 156,635 Total operating expenses 991,225 862,241 702,436 Loss from operations (215,677) (290,454) (285,927) Interest income 19,779 5,826 175 Interest expense (1,957) (2,135) (2,328) Accretion income, net 9,794 2,035 — Other expense, net (360) (1,737) (843) Loss before provision for (benefit from) income taxes (188,421) (286,465) (288,923) Provision for (benefit from) income taxes 1,273 466 (23,758) Net loss $ (189,694) $ (286,931) $ (265,165) Year Ended December 31, 2023 2022 2021 (as a percentage of revenue) Revenue 100 % 100 % 100 % Cost of revenue (1)(2)(3)(4) 18 % 21 % 19 % Gross profit 82 % 79 % 81 % Operating expenses Sales and marketing (1)(2)(3)(4) 52 % 59 % 60 % Research and development (1)(2)(3)(4) 32 % 38 % 46 % General and administrative (1)(3)(4) 21 % 23 % 30 % Total operating expenses 104 % 120 % 136 % Loss from operations (23 %) (40 %) (56 %) Interest income 2 % 1 % 0 % Interest expense 0 % 0 % 0 % Accretion income, net 1 % 0 % 0 % Other expense, net 0 % 0 % 0 % Loss before provision for (benefit from) income taxes (20 %) (40 %) (56 %) Provision for (benefit from) income taxes 0 % 0 % (5 %) Net loss (20 %) (40 %) (52 %) 54 Table of Contents (1) Includes stock-based compensation expense as follows: Year Ended December 31, 2023 2022 2021 (in thousands) Cost of revenue $ 11,491 $ 7,253 $ 8,094 Sales and marketing 55,162 53,397 68,755 Research and development 68,275 63,262 85,040 General and administrative 44,406 38,974 65,272 Total stock-based compensation expense* $ 179,334 $ 162,886 $ 227,161 * Includes amortization of capitalized stock-based compensation of $4.5 million for the year ended December 31, 2023, which was initially capitalized as capitalized software and cloud-computing arrangement implementation costs.
Overview Our mission is to connect everyone in construction on a global platform. We are a leading provider of cloud-based construction management software, and are helping transform one of the oldest, largest, and least digitized industries in the world.
Overview Our mission is to connect everyone in construction on a global platform. We are the leading global provider of cloud-based construction management software, and are helping transform one of the oldest, largest, and least digitized industries in the world.
These assumptions represent management’s best 55 estimates and if different assumptions had been used, our stock-based compensation expense could have been materially different . For awards that vest solely based on continued service, the grant date fair value is recognized as compensation expense on a straight-line basis over the requisite service period of the awards, which is generally four years.
These assumptions represent management’s best estimates and if different assumptions had been used, our stock-based compensation expense could have been materially different. For awards that vest solely based on continued service, the grant date fair value is recognized as compensation expense on a straight-line basis over the requisite service period of the awards, which is generally four years.
In addition, the size and complexity of an acquisition, which often drives the magnitude of acquisition-related expenses, may not be indicative of such future costs. We believe excluding acquisition-related expenses facilitates the comparison of our financial results to the Company’s historical operating results and to other companies in our industry.
In addition, the size and complexity of an acquisition, which often drives the magnitude of acquisition-related expenses, may not be indicative of such future costs. We believe excluding acquisition-related expenses facilitates the comparison of our financial results to our historical operating results and to other companies in our industry.
Further, as of December 31, 2022, we did not have any relationships with unconsolidated organizations or financial partnerships, such as structured finance or special purpose entities, that would have been established for the purpose of facilitating off-balance sheet arrangements or other contractually narrow or limited purposes .
Further, as of December 31, 2023, we did not have any relationships with unconsolidated organizations or financial partnerships, such as structured finance or special purpose entities, that would have been established for the purpose of facilitating off-balance sheet arrangements or other contractually narrow or limited purposes.
We determine the percentage of non-U.S. revenue based on the billing location of each subscription. Fluctuations in foreign currencies may positively or negatively impact the amount of revenue that we report for our foreign subsidiaries upon the translation of these amounts into U.S. dollars.
We determine the percentage of non-U.S. revenue based on the billing location of each customer. Fluctuations in foreign currencies may positively or negatively impact the amount of revenue that we report for our foreign subsidiaries upon the translation of these amounts into U.S. Dollars.
The primary input in determining the fair value of the stock- based awards is the value of the Company’s common stock. The determination of the grant date fair value using the Black-Scholes option-pricing model is affected by volatility, expected term, dividend yield, and risk-free rate.
The primary input in determining the fair value of the stock-based awards is the value of our common stock. The determination of the grant date fair value using the Black-Scholes option-pricing model is affected by volatility, expected term, dividend yield, and risk-free rate.
Upon the effective date of the registration statement for our IPO in May 2021, the liquidity-based condition for all RSUs granted was satisfied and we recognized a cumulative catch-up stock-based compensation adjustment of $115.3 million in our consolidated statement of operations and comprehensive loss for the portion of the service period satisfied from the grant date through the effective date of the registration statement.
Upon the effective date of the registration statement for our IPO in May 2021, the liquidity-based condition for all RSUs granted was satisfied and we recognized a cumulative catch-up stock-based compensation adjustment in our consolidated statement of operations and comprehensive loss for the portion of the service period satisfied from the grant date through the effective date of the registration statement.
Non-GAAP Gross Profit, Non-GAAP Gross Margin, Non-GAAP Operating Expenses, Non-GAAP Loss from Operations, and Non-GAAP Operating Margin We define these non-GAAP financial measures as the respective GAAP measures, excluding stock-based compensation expense, amortization of acquired intangible assets, employer payroll tax related to employee stock transactions, acquisition-related expenses, and restructuring-related charges.
Non-GAAP Gross Profit, Non-GAAP Gross Margin, Non-GAAP Operating Expenses, Non-GAAP Income (Loss) from Operations, and Non-GAAP Operating Margin We define these non-GAAP financial measures as the respective GAAP measures, excluding stock-based compensation expense, amortization of acquired intangible assets, employer payroll tax related to employee stock transactions, and acquisition-related expenses.
When evaluating the performance of our business and making operating plans, we do not consider these items (for example, when considering the impact of equity award grants, the Company places a greater emphasis on overall stockholder dilution than the accounting charges associated with such grants).
When evaluating the performance of our business and making operating plans, we do not consider these items (for example, when considering the impact of equity award grants, we place a greater emphasis on overall stockholder dilution than the accounting charges associated with such grants).
A discussion of our financial condition and results of operations for the fiscal year ended December 31, 2022 compared to the fiscal year ended December 31, 2021 is presented below.
A discussion of our financial condition and results of operations for the fiscal year ended December 31, 2023 compared to the fiscal year ended December 31, 2022 is presented below.
A discussion of our financial condition and results of operations for the fiscal year ended December 31, 2021 compared to the year ended December 31, 2020 has been reported previously under the heading “Management’s Discussion and Analysis of Financial Condition and Results of Operations” in Part II, Item 7 of our Annual Report on Form 10-K filed with the SEC on March 4, 2022.
A discussion of our financial condition and results of operations for the fiscal year ended December 31, 2022 compared to the year ended December 31, 2021 has been reported previously under the heading “Management’s Discussion and Analysis of Financial Condition and Results of Operations” in Part II, Item 7 of our Annual Report on Form 10-K for the year ended December 31, 2022, filed with the SEC on March 1, 2023.
For awards that contain both performance and service vesting conditions, the grant date fair value is recognized as compensation expense using a graded vesting attribution model. No expense is recognized for awards with performance conditions until that condition is probable of being met.
For awards that contain both performance and service vesting conditions, the grant date fair value is recognized as compensation expense using a graded vesting attribution model. No expense is 64 Table of Contents recognized for awards with performance conditions until that condition is probable of being met.
We have made, and plan to continue to make, significant investments in existing and select additional international markets. While these investments may adversely affect our operating results in the near term, we believe they will contribute to our long-term growth.
We have made, and plan to continue to make, significant investments in international markets. While these investments may adversely affect our operating results in the near term, we believe they will contribute to our long-term growth.
We expect to maintain this full valuation allowance for our net U.S. and U.K. deferred tax assets for the foreseeable future. 45 Results of Operations The following tables set forth our consolidated statements of operations data and such data as a percentage of revenue for each of the periods indicated. Certain percentages below may not sum due to rounding.
We expect to maintain this full valuation allowance for our net U.S. deferred tax assets for the foreseeable future. 53 Table of Contents Results of Operations The following tables set forth our consolidated statements of operations data and such data as a percentage of revenue for each of the periods indicated. Certain percentages below may not sum due to rounding.
As we expand our international operations, we expect to incur increased foreign tax expenses. We have a full valuation allowance for net U.S. and U.K. deferred tax assets. The U.S. valuation allowance includes NOL carryforwards and tax credits related primarily to research and development for our operations in the U.S. The U.K. valuation allowance is primarily comprised of NOL carryforwards.
As we expand our international operations, we expect to incur increased foreign tax expenses. We have a full valuation allowance for net U.S. deferred tax assets. The U.S. valuation allowance primarily includes NOL carryforwards and tax credits related primarily to research and development for our operations in the U.S.
Further, multiple stakeholders can be customers on the same project and retain access to project information for the duration of their subscription. 41 Certain Factors Affecting Our Performance Acquiring New Customers and Retaining and Expanding Existing Customers’ Use of Our Platform We are highly focused on continuing to acquire new customers to support our long-term growth.
Further, multiple stakeholders can be customers on the same project and retain access to project information for the duration of their subscription. 48 Table of Contents Certain Factors Affecting Our Performance Acquiring New Customers and Retaining and Expanding Existing Customers’ Use of Our Platform We are highly focused on continuing to acquire new customers and expand existing customers’ use of our platform to support our long-term growth.
The amount of employer payroll tax-related items on employee stock transactions is dependent on RSU settlements, option exercises, related stock price, and other factors that are beyond our control and that do not correlate to the operation of our business.
The amount of employer payroll tax-related items on employee stock transactions is dependent on restricted stock unit (“RSU”) settlements, option exercises, related stock price, and other factors that are beyond our control and that do not correlate to the operation of our business.
In the next 12 months, we have contractual commitments consisting of operating lease obligations of $9.9 million, finance lease obligations of $3.8 million, and non-cancelable purchase commitments of $19.5 million, as disclosed in Note 6 and Note 12 of the audited consolidated financial statements included elsewhere in this Annual Report on Form 10-K.
In the next 12 months, we have contractual commitments consisting of operating lease obligations of $12.0 million, finance lease obligations of $3.9 million, and non-cancelable purchase commitments of $37.5 million, as disclosed in Note 6 and Note 11 of the audited consolidated financial statements included elsewhere in this Annual Report on Form 10-K.
Our cash sources primarily consist of cash generated from sales to our customers, proceeds from employees through stock option exercises and our employee stock purchase plan (“ESPP”), and interest income on our marketable securities and savings account balances.
Our cash sources primarily consist of cash generated from sales to our customers, maturities of our marketable securities, proceeds from employees through stock option exercises and our employee stock purchase plan (“ESPP”), and interest income on our marketable securities, money market funds, and savings account balances.
We account for forfeitures as they occur instead of estimating the number of awards expected to be forfeited. Prior to our IPO, we had granted RSUs to certain employees and non-employee consultants that contained both liquidity- and service-based vesting conditions.
We account for forfeitures as they occur instead of estimating the number of awards expected to be forfeited. Prior to our initial public offering (“IPO”), we had granted RSUs to certain employees and non-employee consultants that contained both liquidity- and service-based vesting conditions.
Research and Development Research and development expenses primarily consist of personnel-related compensation expenses for our engineering, product, and design teams, contractor costs to supplement our staff levels, consulting services, amortization of certain acquired intangible assets used in research and development activities, and allocated overhead.
Research and Development Research and development expenses primarily consist of personnel-related compensation expenses for our engineering, product, and design teams. Additionally, research and development expenses include non-personnel-related expenses, such as contractor costs to supplement our staff levels, consulting services, amortization of certain acquired intangible assets used in research and development activities, and allocated overhead.
Our additional future capital requirements will depend on many factors, including our revenue growth rate, new customer acquisition and subscription renewal activity, timing of billing activities, our ability to integrate the companies or technologies we acquire and realize strategic and financial benefits from our investments and acquisitions, other strategic transactions or investments we may enter into, the timing and extent of spending to support further sales and marketing and research and development efforts, general and administrative expenses to support our growth, including international expansion, the timing and extent of amounts financed and customer repayments under our materials financing program, and inflation.
Our additional future capital requirements will depend on many factors, including our revenue growth rate, new customer acquisition and subscription renewal activity, timing of billing activities, our ability to integrate the companies or technologies we acquire and realize strategic and financial benefits from our investments and acquisitions, other strategic transactions or investments we may enter into, the timing and extent of spending to support further sales and marketing and 61 Table of Contents research and development efforts, general and administrative expenses to support our growth, including international expansion and inflation.
Cost of revenue also includes third-party hosting costs, software license fees, amortization of acquired technology intangible assets, amortization of capitalized software development costs related to our platform, and allocated overhead. We expect our cost of revenue to increase on an absolute dollar basis as our revenue and acquisition activities increase.
Additionally, cost of revenue includes non-personnel-related expenses, such as third-party hosting costs, amortization of acquired technology intangible assets, amortization of capitalized software development costs related to our platform, software license fees, and allocated overhead. We expect our cost of revenue to increase on an absolute dollar basis as our revenue and acquisition activities increase.
We believe our existing cash, cash equivalents, and marketable securities will be sufficient to meet our needs for at least the next 12 months. While we have begun to generate positive cash flows from operations in recent years, we have continued to generate losses from operations, as reflected in our accumulated deficit of $949.1 million as of December 31, 2022.
We believe our existing cash, cash equivalents, and marketable securities will be sufficient to meet our needs for at least the next 12 months. While we have generated positive cash flows from operations in recent years, we have continued to generate losses from operations, as reflected in our accumulated deficit of $1.1 billion as of December 31, 2023.
We then calculate the value of ARR from any customers whose subscriptions terminated and were not renewed during the 12 months preceding the end of the period selected, which we refer to as churn. We then divide (a) the total prior period ARR minus churn by (b) the total prior period ARR to calculate the gross retention rate.
We then calculate the value of ARR from any customers whose subscriptions terminated and were not renewed during the 12 months preceding the end of the period selected, which we refer to as cancellations. We then divide (a) the total prior period ARR minus cancellations by (b) the total prior period ARR to calculate GRR.
To calculate our gross retention rate at the end of a particular period, we first calculate the ARR from the cohort of active customers at the end of the period 12 months prior to the end of the period selected.
To calculate GRR at the end of a particular period, we first calculate our ARR from the cohort of active customers at the end of the period 12 months prior to the end of the period selected.
Recent Accounting Pronouncements See “Summary of Business and Significant Accounting Policies” in Note 2 to our audited consolidated financial statements included elsewhere in this Annual Report on Form 10-K for a description of recently issued accounting pronouncements. 57
Recent Accounting Pronouncements See “Summary of Significant Accounting Policies” in Note 2 to our audited consolidated financial statements included elsewhere in this Annual Report on Form 10-K for a description of recently issued accounting pronouncements. 65 Table of Contents
We are also developing other programs and services, such as our materials financing program, to address related challenges faced by the construction industry’s key stakeholders. Adoption of our products, services, and platform helps our customers increase productivity and efficiency, reduce rework and costly delays, improve safety and compliance, and enhance financial transparency and accountability.
We are also continuing to develop other programs and services to address related challenges faced by the construction industry’s key stakeholders. Adoption of our products, services, and platform helps our customers increase productivity and efficiency, reduce rework and costly delays, improve safety and compliance, and enhance financial transparency and accountability.
The fair value of RSUs and restricted stock awards (“RSAs”) is based on the estimated fair value of the Company’s common stock on the grant date. The fair value of each option award and ESPP purchase right is estimated on the grant date using the Black-Scholes option pricing model.
The fair value of RSUs, performance-based restricted stock units (“PSUs”), and restricted stock awards is based on the estimated fair value of our common stock on the grant date. The fair value of each option award and ESPP purchase right is estimated on the grant date using the Black-Scholes option pricing model.
ARR should be viewed independently of revenue determined in accordance with accounting principles generally accepted in the U.S. (“GAAP” or “U.S. GAAP”) and does not represent our GAAP revenue on an annualized basis. ARR is not intended to be a replacement or forecast of revenue. We use a gross retention rate to measure our ability to retain our customers.
ARR should be viewed independently of revenue determined in accordance with accounting principles generally accepted in the U.S. (“GAAP” or “U.S. GAAP”) and does not represent our U.S. GAAP revenue on an annualized basis. ARR is not intended to be a replacement or forecast of revenue.
Sales and Marketing Sales and marketing expenses primarily consist of personnel-related compensation expenses for our sales and marketing organizations, advertising costs, marketing events, travel, trade shows and other marketing activities, contractor costs to supplement our staff levels, consulting services, amortization of acquired customer relationship intangible assets, and allocated overhead. We expense advertising and other promotional expenditures as incurred.
Additionally, sales and marketing expenses include non-personnel-related expenses, such as advertising costs, marketing events, travel, trade shows, and other marketing activities; amortization of acquired customer relationship intangible assets; contractor costs to supplement our staff levels; consulting services; and allocated overhead. We expense advertising and other promotional expenditures as incurred.
Beyond the next 12 months, we have contractual commitments that we are reasonably likely to incur consisting of operating lease obligations of $41.8 million, finance lease obligations of $60.3 million, and non-cancelable purchase commitments of $28.8 million, as disclosed in Note 6 52 and Note 12 of the audited consolidated financial statements included elsewhere in this Annual Report on Form 10-K.
Beyond the next 12 months, we have contractual commitments that we are reasonably likely to incur consisting of operating lease obligations of $41.1 million, finance lease obligations of $56.4 million, and non-cancelable purchase commitments of $22.5 million, as disclosed in Note 6 and Note 11 of the audited consolidated financial statements included elsewhere in this Annual Report on Form 10-K.
Our investments in marketable securities are exposed to interest rate risk; however, due to the short-term nature of our investments, we do not anticipate being exposed to material risks due to changes in interest rates. On April 29, 2022, we terminated our Credit Facility.
Our investments in marketable securities are exposed to interest rate risk; however, due to the short-term nature of our investments, we do not anticipate being exposed to material risks due to changes in interest rates.
The transaction price allocated to remaining performance obligations under our subscriptions represents the contracted transaction price that has not yet been recognized as revenue, which includes deferred revenue and amounts under non-cancelable subscriptions that will be invoiced and recognized as revenue in future periods.
Remaining Performance Obligations Our subscriptions typically have a term of one to three years. The transaction price allocated to RPO under our subscriptions represents the contracted transaction price that has not yet been recognized as revenue, which includes deferred revenue and amounts under non-cancelable subscriptions that will be invoiced and recognized as revenue in future periods.
Interest Income Interest income consists primarily of interest income earned on our marketable securities, money market funds, and cash savings accounts. Interest income also includes accretion of discounts, net of amortization of premiums, related to our available-for-sale marketable debt securities.
Interest Income Interest income consists primarily of interest income earned on our marketable securities, money market funds, and cash savings accounts. Interest Expense Interest expense consists primarily of costs associated with our finance leases. Accretion Income, Net Accretion income, net consists of accretion of discounts, net of amortization of premiums, related to our available-for-sale marketable debt securities.
The following table summarizes our cash flows for the periods presented: Year Ended December 31, 2022 2021 2020 (in thousands) Net cash provided by operating activities $ 12,608 $ 36,730 $ 21,853 Net cash used in investing activities (340,476 ) (541,768 ) (33,511 ) Net cash provided by financing activities 38,652 711,826 272,117 Operating Activities Our largest source of cash from operating activities is collections from the sales of subscriptions to our customers.
The following table summarizes our cash flows for the periods presented: Year Ended December 31, 2023 2022 2021 (dollars in thousands) Net cash provided by operating activities $ 92,015 $ 12,608 $ 36,730 Net cash used in investing activities (76,061) (340,476) (541,768) Net cash provided by financing activities 41,165 38,652 711,826 Operating Activities Our largest source of cash from operating activities is collections from the sales of subscriptions to our customers.
The increase in revenue from existing customers includes the net benefit of a full year of subscription revenue in 2022 from customers that were new in 2021 and continued their subscriptions in 2022, and customers that expanded their subscriptions in 2022 through the purchase of additional construction volume or products, as well as price increases.
The increase in revenue from existing customers includes the net benefit of a full year of subscription revenue in 2023 from customers that were newly acquired in 2022 and continued their subscriptions in 2023, and customers that expanded their subscriptions in 2023 through the purchase of additional construction volume or products and services.
These changes in our operating assets and liabilities were partially offset by the following: • a $35.8 million increase in accounts receivable primarily due to timing of billings and cash receipts from customers from the growth of our business; • a $22.0 million increase in deferred contract cost assets related to commissions as a result of additional customer contracts closed during the period; • an $8.9 million decrease in operating lease liabilities related to lease payments; and • a $3.8 million increase in prepaid expenses and other assets primarily due to timing of cash payments to our vendors. 53 Net cash provided by operating activities was $36.7 million in 2021, which resulted from a net loss of $265.2 million, adjusted for non-cash charges of $247.9 million and a net cash inflow of $54.0 million from changes in operating expenses and liabilities.
These changes in our operating assets and liabilities were partially offset by the following: • a $35.8 million increase in accounts receivable primarily due to timing of billings and cash receipts from customers from the growth of our business; • a $22.0 million increase in deferred contract cost assets related to commissions as a result of additional customer contracts closed during the period; • an $8.9 million decrease in operating lease liabilities related to lease payments; and • a $3.8 million increase in prepaid expenses and other assets primarily due to timing of cash payments to our vendors.
We increased our general and administrative headcount by 18% since December 31, 2021 in order to continue to support the growth of our business.
We increased our general and administrative headcount by 14% since December 31, 2022 in order to continue to support the efficiency of other departments and the growth of our business.
We have also developed focused sales and marketing efforts in Germany, where we do not yet maintain an office location. As a result of our international efforts, we support multiple languages and currencies. Non-U.S. revenue as a percentage of our total revenue was 14% in 2022, 15% in 2021, and 12% in 2020.
We have also developed focused sales and marketing efforts in Germany, where we do not maintain an office location. As a result of our international efforts, we support multiple languages and currencies. Non-U.S. revenue as a percentage of our total revenue was 14% for the years ended December 31, 2023 and 2022, respectively .
We do not provide refunds for unused construction volume, or charge customers based on consumption or on a per project basis. Subscriptions to access our products include customer support and allow for unlimited users as we do not charge a per-seat or per-user fee.
Subscriptions to access our products include customer support and allow for unlimited users as we do not charge a per-seat or per-user fee.
The $54.0 million of net cash inflows provided as a result of changes in our operating assets and liabilities primarily reflected the following: • a $78.7 million increase in deferred revenue primarily due to the growth of our business and timing of billings; • a $38.2 million increase in accrued expenses and other liabilities primarily due to timing of payroll and cash payments to our vendors, and accrued ESPP contributions; and • a $4.0 million increase in accounts payable primarily due to timing of cash payments to our vendors.
The $23.4 million of net cash inflows provided as a result of changes in our operating assets and liabilities primarily reflected the following: • a $106.6 million increase in deferred revenue primarily due to the growth of our business and timing of billings; and • a $4.8 million increase in accrued expenses and other liabilities primarily due to the size of bonus and payroll accruals, and cash payments to our vendors.
Stock-based compensation expense has been, and will continue to be for the foreseeable future, a significant recurring expense in our business and an important part of the compensation provided to our employees.
Stock-based compensation expense includes the net effects of capitalization and amortization of stock-based compensation expense related to capitalized software and cloud-computing arrangement implementation costs. Stock-based compensation expense has been, and will continue to be for the foreseeable future, a significant recurring expense in our business and an important part of the compensation provided to our employees.
As of December 31, 2022, we had issued letters of credit totaling $6.5 million to secure various U.S. and Australia leased office facilities.
As of December 31, 2023, we had outstanding letters of credit on an unsecured basis totaling approximately $5.6 million to secure various leased office facilities in the U.S. and Australia.
We expect research and development 44 expenses to increase on an absolute dollar basis and vary from period to period as a percentage of revenue for the foreseeable future as we continue to invest in headcount to build, enhance, maintain, and scale our products , services, and platform.
We expect research and development expenses to increase on an absolute dollar basis and vary from period to period as a percentage of revenue for the foreseeable future as we continue to invest in headcount to build, enhance, maintain, and scale our products, services, and platform. 52 Table of Contents General and Administrative General and administrative expenses primarily consist of personnel-related compensation expenses for our human resources, IT, finance, legal, executive, and other administrative functions.
We do not currently believe that these macroeconomic factors have had a material impact on our business; however, as they develop, we continue to monitor the ways in which such factors may directly or indirectly impact our business, results of operations, and financial condition.
We believe that macroeconomic factors have resulted in cautious customer spending, contributing to a decline in the cRPO annual growth rate. However, as they develop, we continue to monitor the ways in which such factors may directly or indirectly impact our business, results of operations, and financial condition.
We intend to continue to invest in building additional products, financial offerings, features, and functionality that expand our capabilities and facilitate the extension of our platform. We also intend to continue to evaluate strategic acquisitions and investments in businesses and technologies to drive product and market expansion.
We intend to continue to invest in building additional products, offerings, features, and functionality that expand our capabilities and facilitate the extension of our platform.
We primarily sell our products on a subscription basis for a fixed fee with pricing generally based on the number and mix of products and the annual construction volume contracted to run on our platform. As our customers subscribe to additional products or increase the annual construction volume contracted to run on our platform, we generate more revenue.
We primarily sell our products on a subscription basis for a fixed fee with pricing generally based on the number and mix of products to which a customer subscribes and the fixed aggregate dollar volume of construction work contracted to run on our platform annually, which we refer to as annual construction volume.
The number of customers on our platform has increased from 10,166 as of December 31, 2020, to 12,193 as of December 31, 2021, to 14,488 as of December 31, 2022, reflecting year-over-year growth rates of 20% in 2021 and 19% in 2022.
As of December 31, 2023, 2022, and 2021, the number of customers on our platform was 16,367, 14,488, and 12,193, respectively, reflecting year-over-year growth rates of 13% in 2023 and 19% in 2022.
The increase in cost of revenue was also attributable to a $ 14.9 million increase in amortization of acquired developed technology intangible assets related to recent acquisitions, and a $ 9.7 million increase in third-party cloud hosting and related services as we grow our customer base.
The increase in cost of revenue was also attributable to a $7.4 million increase in amortization of capitalized software development costs, and a $6.8 million increase in third-party cloud hosting and related services as we grow our customer base.
Overall, we believe it is useful to exclude these expenses in order to better understand the long-term performance of our core business and to facilitate comparison of our results period-over-period and to those of peer companies. 50 The following tables present reconciliations of our GAAP financial measures to our non-GAAP financial measures for the periods presented: Reconciliation of gross profit and gross margin to non-GAAP gross profit and non-GAAP gross margin: Year Ended December 31, 2022 2021 2020 (dollars in thousands) Revenue $ 720,203 $ 514,821 $ 400,291 Gross profit 571,787 416,509 328,628 Stock-based compensation expense 7,253 8,094 1,722 Amortization of acquired technology intangible assets 22,428 7,522 3,315 Employer payroll tax on employee stock transactions 308 457 7 Acquisition-related expenses - 2 - Restructuring-related charges - - 127 Non-GAAP gross profit $ 601,776 $ 432,584 $ 333,799 Gross margin 79 % 81 % 82 % Non-GAAP gross margin 84 % 84 % 83 % Reconciliation of operating expenses to non-GAAP operating expenses: Year Ended December 31, 2022 2021 2020 (dollars in thousands) Revenue $ 720,203 $ 514,821 $ 400,291 GAAP sales and marketing 424,976 308,511 189,032 Stock-based compensation expense (53,397 ) (68,755 ) (13,385 ) Amortization of acquired intangible assets (12,425 ) (3,600 ) (1,728 ) Employer payroll tax on employee stock transactions (1,955 ) (2,325 ) (205 ) Acquisition-related expenses (1,725 ) (488 ) - Restructuring-related charges - - (1,824 ) Non-GAAP sales and marketing $ 355,474 $ 233,343 $ 171,890 GAAP sales and marketing as a percentage of revenue 59 % 60 % 47 % Non-GAAP sales and marketing as a percentage of revenue 49 % 45 % 43 % GAAP research and development 270,982 237,290 124,661 Stock-based compensation expense (63,262 ) (85,040 ) (12,930 ) Amortization of acquired intangible assets (3,528 ) (2,674 ) (721 ) Employer payroll tax on employee stock transactions (2,474 ) (2,606 ) (88 ) Acquisition-related expenses (5,549 ) (1,348 ) - Restructuring-related charges - - (1,681 ) Non-GAAP research and development $ 196,169 $ 145,622 $ 109,241 GAAP research and development as a percentage of revenue 38 % 46 % 31 % Non-GAAP research and development as a percentage of revenue 27 % 28 % 27 % GAAP general and administrative 166,283 156,635 73,465 Stock-based compensation expense (38,974 ) (65,272 ) (15,923 ) Employer payroll tax on employee stock transactions (1,202 ) (1,127 ) (272 ) Acquisition-related expenses (2,128 ) (7,442 ) (792 ) Restructuring-related charges - - (801 ) Non-GAAP general and administrative $ 123,979 $ 82,794 $ 55,677 GAAP general and administrative as a percentage of revenue 23 % 30 % 18 % Non-GAAP general and administrative as a percentage of revenue 17 % 16 % 14 % 51 Reconciliation of loss from operations and operating margin to non-GAAP loss from operations and non-GAAP operating margin: Year Ended December 31, 2022 2021 2020 (dollars in thousands) Revenue $ 720,203 $ 514,821 $ 400,291 Loss from operations (290,454 ) (285,927 ) (58,530 ) Stock-based compensation expense 162,886 227,161 43,960 Amortization of acquired intangible assets 38,381 13,796 5,764 Employer payroll tax on employee stock transactions 5,939 6,515 572 Acquisition-related expenses 9,402 9,280 792 Restructuring-related charges - - 4,433 Non-GAAP loss from operations $ (73,846 ) $ (29,175 ) $ (3,009 ) Operating margin (40 %) (56 %) (15 %) Non-GAAP operating margin (10 %) (6 %) (1 %) Liquidity and Capital Resources Prior to our IPO, we financed our operations principally through private placements of our equity securities.
Overall, we believe it is useful to exclude these expenses in order to better understand the long-term performance of our core business and to facilitate comparison of our results period-over-period and to those of peer companies. 58 Table of Contents The following tables present reconciliations of our GAAP financial measures to our non-GAAP financial measures for the periods presented: Reconciliation of gross profit and gross margin to non-GAAP gross profit and non-GAAP gross margin: Year Ended December 31, 2023 2022 2021 (dollars in thousands) Revenue $ 950,010 $ 720,203 $ 514,821 Gross profit 775,548 571,787 416,509 Stock-based compensation expense 11,491 7,253 8,094 Amortization of acquired technology intangible assets 22,396 22,428 7,522 Employer payroll tax on employee stock transactions 540 308 457 Acquisition-related expenses — — 2 Non-GAAP gross profit $ 809,975 $ 601,776 $ 432,584 Gross margin 82 % 79 % 81 % Non-GAAP gross margin 85 % 84 % 84 % 59 Table of Contents Reconciliation of operating expenses to non-GAAP operating expenses: Year Ended December 31, 2023 2022 2021 (dollars in thousands) Revenue $ 950,010 $ 720,203 $ 514,821 GAAP sales and marketing 494,908 424,976 308,511 Stock-based compensation expense (55,162) (53,397) (68,755) Amortization of acquired intangible assets (12,425) (12,425) (3,600) Employer payroll tax on employee stock transactions (2,766) (1,955) (2,325) Acquisition-related expenses (2,483) (1,725) (488) Non-GAAP sales and marketing $ 422,072 $ 355,474 $ 233,343 GAAP sales and marketing as a percentage of revenue 52 % 59 % 60 % Non-GAAP sales and marketing as a percentage of revenue 44 % 49 % 45 % GAAP research and development $ 300,571 $ 270,982 $ 237,290 Stock-based compensation expense (68,275) (63,262) (85,040) Amortization of acquired intangible assets (2,757) (3,528) (2,674) Employer payroll tax on employee stock transactions (3,217) (2,474) (2,606) Acquisition-related expenses (6,370) (5,549) (1,348) Non-GAAP research and development $ 219,952 $ 196,169 $ 145,622 GAAP research and development as a percentage of revenue 32 % 38 % 46 % Non-GAAP research and development as a percentage of revenue 23 % 27 % 28 % GAAP general and administrative $ 195,746 $ 166,283 $ 156,635 Stock-based compensation expense (44,406) (38,974) (65,272) Employer payroll tax on employee stock transactions (1,910) (1,202) (1,127) Acquisition-related expenses (35) (2,128) (7,442) Non-GAAP general and administrative $ 149,395 $ 123,979 $ 82,794 GAAP general and administrative as a percentage of revenue 21 % 23 % 30 % Non-GAAP general and administrative as a percentage of revenue 16 % 17 % 16 % 60 Table of Contents Reconciliation of loss from operations and operating margin to non-GAAP income (loss) from operations and non-GAAP operating margin: Year Ended December 31, 2023 2022 2021 (dollars in thousands) Revenue $ 950,010 $ 720,203 $ 514,821 Loss from operations (215,677) (290,454) (285,927) Stock-based compensation expense 179,334 162,886 227,161 Amortization of acquired intangible assets 37,578 38,381 13,796 Employer payroll tax on employee stock transactions 8,433 5,939 6,515 Acquisition-related expenses 8,888 9,402 9,280 Non-GAAP income (loss) from operations $ 18,556 $ (73,846) $ (29,175) Operating margin (23 %) (40 %) (56 %) Non-GAAP operating margin 2 % (10 %) (6 %) Liquidity and Capital Resources As of December 31, 2023, our principal sources of liquidity were cash, cash equivalents, and marketable securities totaling $678.0 million, which were held in money market funds, U.S. treasury securities, corporate notes and obligations, time deposits, commercial paper, checking accounts, and savings accounts.
Our gross retention rate reflects only customer losses and does not reflect customer expansion or contraction. We believe our high gross retention rates demonstrate that we serve a vital role in our customers’ operations, as the vast majority of our customers continue to use our products and platform and renew their subscriptions.
We believe our high GRR demonstrates that we serve a vital role in our customers’ operations, as the vast majority of our customers continue to use our products and platform and to renew their subscriptions.
Operating Expenses Year Ended December 31, Change 2022 2021 Dollar Percent (dollars in thousands) Sales and marketing $ 424,976 $ 308,511 $ 116,465 38 % The increase in sales and marketing expenses during 2022 was primarily attributable to an increase of $ 77.2 million in personnel-related expenses, including an increase of $ 92.9 million in salaries and wages driven by headcount and merit increases, partially offset by a decrease of $ 15.4 million in stock-based compensation expense.
Operating Expenses Year Ended December 31, Change 2023 2022 Dollar Percent (dollars in thousands) Sales and marketing $ 494,908 $ 424,976 $ 69,932 16 % The increase in sales and marketing expenses during 2023 was primarily attributable to an increase of $61.0 million in personnel-related expenses, including increases of $58.7 million in salaries and wages and $1.5 million in stock-based compensation expense driven by headcount and merit increases.
Other (Expense) Income, Net Other (expense) income, net primarily consists of gains or losses on foreign currency transactions, unrealized gains or losses on equity securities, and miscellaneous other income and expenses.
Other Expense, Net Other expense, net primarily consists of gains or losses on foreign currency transactions, unrealized gains or losses on equity securities, and miscellaneous other income and expenses. Provision for Income Taxes Provision for income taxes consists primarily of income taxes of U.S. state franchise taxes and certain foreign jurisdictions in which we conduct business.
Investing Activities Net cash used in investing activities of $340.5 million in 2022 consisted of purchases of marketable securities of $369.2 million, capitalized software development costs of $ 33.6 million, originations for materials financing of $ 23.5 million, purchases of property and equipment of $ 15.8 million, and purchases of strategic investments of $ 4.0 million, partially offset by $85.6 million of maturities of marketable securities, $ 18.7 million of customer repayments for materials financing, and $ 1.3 million in cash receipts from the settlement of post-close working capital adjustments related to our acquisitions of Levelset and LaborChart in the fourth quarter of 2021.
Such outflows were partially offset by $85.6 million of maturities of marketable securities, $18.7 million of customer repayments for materials financing, and $1.3 million in cash receipts from the settlement of post-close working capital adjustments related to our acquisitions of Levelset and LaborChart in the fourth quarter of 2021.
Macroeconomic Factors and COVID-19 Update Macroeconomic factors such as rising inflation, rising interest rates, volatility in capital markets, and fluctuations in foreign exchange rates, may impact our operating expenses, customers’ spending, and cash flows.
Macroeconomic Factors Macroeconomic and geopolitical factors such as trends within the commercial construction industry, rising inflation, rising interest rates, volatility in capital markets, bank failures, fluctuations in foreign exchange rates, global pandemics (such as the COVID-19 pandemic), and wars and other conflicts (such as the Russia-Ukraine war) may impact our customers’ spending as well as our operating expenses and cash flows.
Net cash provided by operating activities was $12.6 million in 2022, which resulted from a net loss of $286.9 million, adjusted for non-cash charges of $237.8 million and a net cash inflow of $61.7 million from changes in operating assets and liabilities.
Net cash provided by operating activities was $92.0 million in 2023 which resulted from a net loss of $189.7 million, adjusted for non-cash charges of $258.3 million and a net cash inflow of $23.4 million from changes in operating expenses and liabilities.
Interest Income, Interest Expense, Other Expense, Net, and Provision for (Benefit from) Income Taxes Year Ended December 31, Change 2022 2021 Dollar Percent (dollars in thousands) Interest income $ 7,861 $ 175 $ 7,686 * Interest expense 2,135 2,328 (193 ) (8 %) Other expense, net 1,737 843 894 106 % Provision for (benefit from) income taxes 466 (23,758 ) 24,224 * * Percentage not meaningful In 2022, our interest income increased due to interest earned as a result of our purchases of marketable securities starting in the third quarter of 2022 and an increase in interest rates on our money market funds and cash savings accounts.
Interest Income, Interest Expense, Accretion Income, Net, Other Expense, Net, and Provision for Income Taxes Year Ended December 31, Change 2023 2022 Dollar Percent (dollars in thousands) Interest income $ 19,779 $ 5,826 $ 13,953 * Interest expense 1,957 2,135 (178) (8 %) Accretion income, net 9,794 2,035 7,759 * Other expense, net 360 1,737 (1,377) (79 %) Provision for income taxes 1,273 466 807 * * Percentage not meaningful During 2023, our interest income increased by $7.3 million due to an increase in interest rates on our money market funds and cash savings accounts and by $6.6 million due to interest earned as a result of our purchases of marketable securities, which began in the third quarter of 2022.
During 2022 and 2021, we recognized stock-based compensation expense of $ 15.0 million and $8.5 million, respectively, relating to the ESPP. Business Combinations We account for business combinations using the acquisition method of accounting. We allocate the fair value of purchase consideration to the tangible assets acquired, liabilities assumed, and intangible assets acquired based on their estimated fair values.
The portion of expense recognized in any period may fluctuate depending on changing estimates of the achievement of the performance conditions. Business Combinations We account for business combinations using the acquisition method of accounting. We allocate the fair value of purchase consideration to the tangible assets acquired, liabilities assumed, and intangible assets acquired based on their estimated fair values.
Cost of Revenue, Gross Profit, and Gross Margin Year Ended December 31, Change 2022 2021 Dollar Percent (dollars in thousands) Cost of revenue $ 148,416 $ 98,312 $ 50,104 51 % Gross profit 571,787 416,509 155,278 37 % Gross margin 79 % 81 % The increase in cost of revenue in 2022 was primarily attributable to an increase of $ 18.4 million in personnel-related expenses, including an increase of $ 19.3 million in salaries and wages driven by headcount and merit increases, partially offset by a decrease of $ 0.8 million in stock-based compensation expense.
Cost of Revenue, Gross Profit, and Gross Margin Year Ended December 31, Change 2023 2022 Dollar Percent (dollars in thousands) Cost of revenue $ 174,462 $ 148,416 $ 26,046 18 % Gross profit 775,548 571,787 203,761 36 % Gross margin 82 % 79 % The increase in cost of revenue during 2023 was primarily attributable to an increase of $11.2 million in personnel-related expenses, including an increase of $10.8 million in salaries and wages driven by headcount and merit increases.
Financing Activities Net cash provided by financing activities was $38.7 million in 2022, which primarily consisted of $22.4 million in proceeds from stock option exercises and $22.1 million in proceeds from our ESPP, partially offset by $3.9 million in deferred payments related to our acquisition of Indus in 2021, and $1.7 million in payments on our finance lease obligations.
Net cash provided by financing activities was $38.7 million in 2022, which primarily consisted of $22.4 million in proceeds from stock option exercises and $22.1 million in proceeds from our ESPP, partially offset by $3.9 million in deferred payments related to our acquisition of Indus.ai Inc. in 2021, and $1.7 million in payments on our finance lease obligations. 63 Table of Contents Critical Accounting Policies and Estimates Critical accounting policies and estimates are those accounting policies and estimates that are both the most important to the portrayal of our net assets and results of operations and require the most difficult, subjective, or complex judgments, often as a result of the need to make estimates about the effect of matters that are inherently uncertain.
Net cash provided by financing activities was $711.8 million in 2021, which primarily consisted of $665.1 million in net proceeds from our IPO, $43.1 million in proceeds from stock option exercises, and $9.5 million in proceeds from our ESPP partially offset by $3.9 million in payments of deferred offering costs and $1.5 million in payments on our finance lease obligations.
Financing Activities Net cash provided by financing activities of $41.2 million in 2023 consisted of $25.4 million in proceeds from employee purchases under the ESPP and $17.6 million in proceeds from stock option exercises, partially offset by $1.8 million in payments on our finance lease obligations.
We increased our sales and marketing headcount by 31 % since December 31, 2021 in order to continue to drive customer growth. 48 Year Ended December 31, Change 2022 2021 Dollar Percent (dollars in thousands) Research and development $ 270,982 $ 237,290 $ 33,692 14 % The increase in research and development expenses during 2022 was primarily attributable to an increase of $ 21.7 million in personnel-related expenses, including an increase of $ 43.6 million in salaries and wages driven by headcount and merit increases, partially offset by a decrease of $ 21.8 million in stock-based compensation expense.
We increased our sales and marketing headcount by 2% since December 31, 2022 as we operate more efficiently with less headcount growth than in prior years, compared to revenue growth. 56 Table of Contents Year Ended December 31, Change 2023 2022 Dollar Percent (dollars in thousands) Research and development $ 300,571 $ 270,982 $ 29,589 11 % The increase in research and development expenses during 2023 was primarily attributable to an increase of $25.0 million in personnel-related expenses, including increases of $19.3 million in salaries and wages and $5.0 million in stock-based compensation expense driven by headcount and merit increases.
We have introduced new products and services developed in-house and through our acquisitions of Zimfly, Inc., Honest Buildings, Construction BI, LLC, Esticom, LaborChart, and Levelset. In connection with our acquisition of Levelset, we assumed, and continue to develop, a materials financing program for our customers.
Additional features and products will also enable customers and collaborators to manage new workflows on our platform and allow us to attract a broader set of stakeholders. We have introduced new products and services developed in-house and through our acquisitions of Zimfly, Inc., Honest Buildings, Inc., Construction BI, LLC, Esticom, LaborChart, Levelset, and Unearth.
The increase in sales and marketing expenses was also attributable to a $ 9.9 million increase in marketing events and expenses, an $ 8.8 million increase in amortization of acquired customer relationship intangible assets related to recent acquisitions, an $ 8.2 million increase in travel-related costs, and a $3.4 million increase in computer software expenses.
The increase in sales and marketing expenses was also attributable to a $5.9 million increase in marketing events and expenses to drive customer growth, and a $1.4 million increase in computer software expenses.
These changes in our operating assets and liabilities were partially offset by the following: • a $34.2 million increase in accounts receivable primarily due to timing of billings and cash receipts from customers; • a $16.7 million increase in prepaid expenses and other assets primarily due to cash retention payments made to certain Levelset employees at the close of the acquisition which are subject to vest based on future service, further described in Note 7 of our audited consolidated financial statements, and timing of cash payments to our vendors; • a $10.2 million increase in deferred contract cost assets related to commissions as a result of additional customer contracts closed during the period; and • a $5.7 million decrease in operating lease liabilities related to lease payments.
These changes in our operating assets and liabilities were partially offset by the following: • a $57.5 million increase in accounts receivable primarily due to the growth of our business and timing of billings and cash receipts from customers; • a $13.8 million decrease in operating lease liabilities related to lease payments; • a $9.3 million increase in deferred contract cost assets related to commissions as a result of additional customer contracts closed during the period; and • a $6.4 million increase in prepaid expenses and other current assets primarily due to timing of cash payments to our vendors. 62 Table of Contents Net cash provided by operating activities was $12.6 million in 2022, which resulted from a net loss of $286.9 million, adjusted for non-cash charges of $237.8 million and a net cash inflow of $61.7 million from changes in operating assets and liabilities.
The increase in general and administrative expenses was also attributable to an increase of $0.6 million in personnel-related expenses, including an increase of $26.9 million in salaries and wages driven by headcount and merit increases, partially offset by a decrease of $26.3 million in stock-based compensation expense.
Year Ended December 31, Change 2023 2022 Dollar Percent (dollars in thousands) General and administrative $ 195,746 $ 166,283 $ 29,463 18 % The increase in general and administrative expenses during 2023 was primarily attributable to a $23.4 million increase in personnel-related expenses, including increases of $17.4 million in salaries and wages and $5.3 million in stock-based compensation expense driven by headcount and merit increases.
To support the growth of our business, we also increased our headcount in each of these categories, including, to a limited extent, through our previous acquisitions.
To support the growth of our business, we also increased our headcount in each of these categories. Sales and Marketing Sales and marketing expenses primarily consist of personnel-related compensation expenses for our sales and marketing organizations.
Net cash used in investing activities of $541.8 million in 2021 consisted of the acquisitions of Levelset, LaborChart, and Indus.ai Inc. (“Indus”), net of cash acquired, of $509.8 million, capitalized software development costs of $15.2 million, purchases of property and equipment of $12.4 million, and purchases of strategic investments of $4.3 million.
Net cash used in investing activities of $340.5 million in 2022 consisted of purchases of marketable securities of $369.2 million, capitalized software development costs of $33.6 million, originations for materials financing of $23.5 million, purchases of property and equipment of $15.8 million, and purchases of strategic investments of $4.0 million.
We have started to grow our presence internationally with the opening of sales and marketing offices in Sydney, Australia and Vancouver and Toronto, Canada in 2017; London, England in 2018; Mexico City, Mexico in 2019; and Singapore, Republic of Singapore; Paris, France; Dublin, Ireland; and Dubai, UAE in 2022.
International Growth We see international expansion as a major, and largely greenfield, opportunity for growth as we look to capture a larger part of the worldwide construction market. We have been growing our presence internationally with sales and marketing offices in Sydney, Australia; Toronto, Canada; London, England; Paris, France; Dublin, Ireland; and Dubai, UAE.
Our future success is dependent on our ability to successfully develop or acquire, market, and sell existing and new products and services to both new and existing customers. International Growth We see international expansion as a major, and largely greenfield, opportunity for growth as we look to capture a larger part of the worldwide construction market.
While the impact of these developments, including Procore Pay, is not yet material to our business, our future success is dependent on our ability to successfully develop or acquire, market, and sell existing and new products and services to both new and existing customers.
We increased our cost of revenue headcount by 28 % since December 31, 2021 in order to support the growth of our business.
We increased our cost of revenue headcount by 2% since December 31, 2022, as we operate more efficiently with less headcount growth than in prior years, compared to revenue growth.
Amounts recorded in a business combination may change during the measurement period, which is a period not to exceed one year from the date of acquisition, as additional information about conditions existing at the acquisition date becomes available. 56 JOBS Act Accounting Election and Emerging Growth Company Status Effective as of December 31, 2022, we are no longer an “emerging growth company,” as defined in the Jumpstart Our Business Startups Act of 2012 (the “JOBS Act”).
Fair value estimates are based on the assumptions management believes a market participant would use in valuing the asset or liability. Amounts recorded in a business combination may change during the measurement period, which is a period not to exceed one year from the date of acquisition, as additional information about conditions existing at the acquisition date becomes available.
Our gross retention rate was 95% as of December 31, 2022 and 2021.
Our GRR was 95% as of December 31, 2023, 2022, and 2021. Net retention rate (“NRR”) compares ARR from existing customers on a trailing 12-month basis.
We expect remaining performance obligations to change from period to period primarily due to the size, timing, and duration of new customer contracts and customer renewals.
We expect RPO to change from period to period primarily due to the size, timing, and duration of new customer contracts and customer renewals. 50 Table of Contents Continued Technology Innovation and Strategic Expansion of Our Products and Services We plan to continue to invest in technology innovation and product development to enhance the capabilities of our platform.
The increase in research and development expenses was also attributable to a $4.7 million increase in computer software expenses, and a $ 3.0 million increase in professional fees primarily for contractors to supplement our staff levels.
The increase in research and development expenses was also attributable to a $4.7 million increase in computer software expenses. We increased our research and development headcount by 2% since December 31, 2022 as we operate more efficiently with less headcount growth than in prior years, compared to revenue growth.