Biggest changeThe $12.1 million decrease in cash and cash equivalents from December 31, 2022 to December 31, 2023 was due primarily to the $35 million pay down on our outstanding borrowings and the $14.1 million paid to repurchase shares of the Company’s Common Stock, partially offset by the cash gain of $20.5 million from the sale of a portion of our interest rate swaps and other cash flows from operations.
Biggest changeThe $179.5 million decrease in cash and cash equivalents from December 31, 2023 to December 31, 2024 was due primarily to the $183.0 million additional principal pay down of amounts outstanding under our Term Loans during 2024 compared to $35 million additional principal payments in 2023.
Adjusted EBITDA is a non-GAAP financial measure that our management believes provides useful information to management, investors and others in understanding and evaluating our operating results for the following reasons: • Adjusted EBITDA is widely used by our investors and securities analysts to measure a company’s operating performance without regard to items that can vary substantially from company to company depending upon their financing, capital structures and the method by which assets were acquired; • Our management uses Adjusted EBITDA in conjunction with GAAP financial measures for planning purposes, in the preparation of our annual operating budget, as a measure of our operating performance, to assess the effectiveness of our business strategies and to communicate with our board of directors concerning our financial performance because Adjusted EBITDA eliminates the impact of items that we do not consider indicative of our core operating performance; • Adjusted EBITDA provides more consistency and comparability with our past financial performance, facilitates period-to-period comparisons of our operations and also facilitates comparisons with other companies, many of which use similar non-GAAP financial measures to supplement their GAAP results; and 47 • Adjusted EBITDA should not be considered as an alternative to net loss or any other measure of financial performance calculated and presented in accordance with GAAP.
Adjusted EBITDA is a non-GAAP financial measure that our management believes provides useful information to management, investors and others in understanding and evaluating our operating results for the following reasons: • Adjusted EBITDA is widely used by our investors and securities analysts to measure a company’s operating performance without regard to items that can vary substantially from company to company depending upon their financing, capital structures and the method by which assets were acquired; • Our management uses Adjusted EBITDA in conjunction with GAAP financial measures for planning purposes, in the preparation of our annual operating budget, as a measure of our operating performance, to assess the effectiveness of our business strategies and to communicate with our board of directors concerning our financial performance because Adjusted EBITDA eliminates the impact of items that we do not consider indicative of our core operating performance; 43 • Adjusted EBITDA provides more consistency and comparability with our past financial performance, facilitates period-to-period comparisons of our operations and also facilitates comparisons with other companies, many of which use similar non-GAAP financial measures to supplement their GAAP results; and • Adjusted EBITDA should not be considered as an alternative to net loss or any other measure of financial performance calculated and presented in accordance with GAAP.
We believe that this metric is useful to management and investors in analyzing our financial and operational performance period-over-period along with evaluating the growth of our 48 business normalized for the impact of acquisitions and dispositions, as well as adjusting for the exclusion of non-core Sunset Assets and non-committed Overage Charges.
We believe that this metric is useful to management and investors in analyzing our financial and operational performance period-over-period along with evaluating the growth of our business normalized for the impact of acquisitions and dispositions, as well as adjusting for the exclusion of non-core Sunset Assets and non-committed Overage Charges.
However, our intent is to permanently reinvest these funds outside the U.S. and our current plans do not demonstrate a need to repatriate them to fund our domestic operations. We do not provide for federal income taxes on the undistributed earnings of our foreign subsidiaries.
However, our intent is to permanently reinvest these funds outside the U.S. and our current 45 plans do not demonstrate a need to repatriate them to fund our domestic operations. We do not provide for federal income taxes on the undistributed earnings of our foreign subsidiaries.
See “ Liquidity and Capital Resources ” above for further discussion regarding our Credit Facility. (2) Future interest on debt obligations is calculated using the interest rate effective as of December 31, 2023. We have entered into floating-to-fixed interest rate swap agreements to limit exposure to interest rate risk related to a portion of our debt. See “
See “ Liquidity and Capital Resources ” above for further discussion regarding our Credit Facility. (2) Future interest on debt obligations is calculated using the interest rate effective as of December 31, 2024. We have entered into floating-to-fixed interest rate swap agreements to limit exposure to interest rate risk related to a portion of our debt. See “
This measure excludes the revenue value of uncontracted overage fees, on-demand or monthly usage service fees and Sunset Assets. As a metric, ARR mitigates fluctuations in revenue recognition due to certain factors, including contract term and the sales mix of recurring revenue contracts and perpetual licenses.
This measure excludes the revenue value of uncontracted overage fees, on-demand or monthly usage service fees. As a metric, ARR mitigates fluctuations in revenue recognition due to certain factors, including contract term and the sales mix of recurring revenue contracts and perpetual licenses.
Management’s Discussion and Analysis ” in the Company’s Annual Report on Form 10-K for the year ended December 31, 2023 filed with the SEC on February 28 , 2023. 46 Key Metrics and Non-GAAP Financial Measures In addition to the GAAP financial measures described in “ Results of Operations ” above, we regularly review the following key metrics and non-GAAP financial measures to evaluate and identify trends in our business, measure our performance, prepare financial projections and make strategic decisions (in thousands, except percentages): As of December 31, 2023 2022 2021 Other Financial Data (unaudited): Annualized recurring revenue value at year-end $ 242,136 $ 266,278 $ 257,056 Annual net dollar retention rate 95% 95% 94% Adjusted EBITDA $ 64,438 $ 97,105 $ 96,657 Annualized recurring revenue value at year-end We define annualized recurring revenue (“ARR”) as the value as of December 31 that equals the monthly value of our recurring revenue under support and subscription contracts excluding month-to-month contracts measured as of December 31 multiplied by 12.
Management’s Discussion and Analysis ” in the Company’s Annual Report on Form 10-K for the year ended December 31, 2023 filed with the SEC on February 22, 2024 . 42 Key Metrics and Non-GAAP Financial Measures In addition to the GAAP financial measures described in “ Results of Operations ” above, we regularly review the following key metrics and non-GAAP financial measures to evaluate and identify trends in our business, measure our performance, prepare financial projections and make strategic decisions (in thousands, except percentages): As of December 31, 2024 2023 2022 Other Financial Data (unaudited): Annualized recurring revenue value at year-end $ 225,620 $ 242,136 $ 266,278 Annual net dollar retention rate 96% 95% 95% Adjusted EBITDA $ 55,638 $ 64,438 $ 97,105 Key Metrics Annualized recurring revenue value at year-end We define annualized recurring revenue (“ARR”) as the value as of December 31 that equals the monthly value of our recurring revenue under support and subscription contracts excluding month-to-month contracts measured as of December 31 multiplied by 12.
Our ARR was $242.1 million, $266.3 million and $257.1 million as of December 31, 2023, 2022 and 2021, respectively. Annual net dollar retention rate We measure our ability to grow and retain ARR from existing clients using a metric we refer to as our annual net dollar retention rate.
Our ARR was $225.6 million, $242.1 million and $266.3 million as of December 31, 2024, 2023 and 2022, respectively. Annual net dollar retention rate We measure our ability to grow and retain ARR from existing clients using a metric we refer to as our annual net dollar retention rate.
This measure excludes the revenue value of uncontracted overage fees, on-demand service fees and our Sunset Assets. Our annual net dollar retention rate was 95%, 95% and 94% as of December 31, 2023, 2022 and 2021. Adjusted EBITDA We monitor Adjusted EBITDA to help us evaluate the effectiveness and efficiency of our operations.
This measure excludes the revenue value of uncontracted overage fees, on-demand service fees and our Sunset Assets. Our annual net dollar retention rate was 96%, 95% and 95% as of December 31, 2024, 2023 and 2022, respectively. Non-GAAP Financial Measures Adjusted EBITDA We monitor Adjusted EBITDA to help us evaluate the effectiveness and efficiency of our operations.
Our cash and cash equivalents held by our foreign subsidiaries was $29.2 million as of December 31, 2023. If these funds held by our foreign subsidiaries are needed for our domestic operations, we would be required to accrue and pay U.S. taxes to repatriate these funds to the U.S.
Our cash and cash equivalents held by our foreign subsidiaries was $32.4 million as of December 31, 2024. If these funds held by our foreign subsidiaries are needed for our domestic operations, we may be required to accrue and pay U.S. taxes to repatriate these funds to the U.S.
The following table summarizes our liquidity for the periods indicated: Year Ended December 31, 2023 2022 (dollars in thousands) Cash and cash equivalents $ 236,559 $ 248,653 Available borrowings from our Revolving Credit Facility (1) 60,000 60,000 Total Liquidity $ 296,559 $ 308,653 (1) Loans under the Revolver may be borrowed, repaid and reborrowed until August 6, 2024.
The following table summarizes our liquidity for the periods indicated: Year Ended December 31, 2024 2023 (dollars in thousands) Cash, cash equivalents and restricted cash $ 57,052 $ 236,559 Available borrowings from our Revolving Credit Facility (1) — 60,000 Total Liquidity $ 57,052 $ 296,559 (1) Loans under the Revolver could be borrowed, repaid and reborrowed until it matured on August 6, 2024.
Cash Flows from Financing Activities Our primary financing activities have consisted of capital raised to fund our acquisitions, proceeds from debt obligations incurred to finance our acquisitions, repayments of our debt obligations, and share based tax payment activity. Cash from financing activities decreased $155.5 million in 2023 compared to 2022.
Cash Flows from Financing Activities Our primary financing activities have consisted of capital raised to fund our acquisitions, proceeds from debt obligations incurred to finance our acquisitions, repayments of our debt obligations, and share based tax payment activity. 46 Cash used in financing activities increased $140.9 million in 2024 compared to 2023.
Core Organic Growth Rates are not necessarily indicative of either future results of operations or actual results that might have been achieved had certain Sunset Asset classifications not been made or had certain acquisitions or dispositions been consummated on the first day of the prior year period presented.
For the three-month period ended December 31, 2024, our Core Organic Growth Rate was 0.0%. 44 Core Organic Growth Rates are not necessarily indicative of either future results of operations or actual results that might have been achieved had certain Sunset Asset classifications not been made or had certain acquisitions or dispositions been consummated on the first day of the prior year period presented.
Year Ended December 31, 2023 2022 2021 Net loss $ (179,874) $ (68,413) $ (58,212) Depreciation and amortization expense 71,985 56,146 52,928 Interest expense, net 18,684 29,145 31,626 Other expense, net (236) 781 253 Benefit from income taxes (2,493) (1,741) (8,344) Stock-based compensation expense 22,874 41,602 53,873 Acquisition-related expense 3,060 21,556 21,234 Non-recurring litigation costs 1,126 33 — Purchase accounting deferred revenue discount 557 5,496 3,299 Impairment of goodwill 128,755 12,500 — Adjusted EBITDA $ 64,438 $ 97,105 $ 96,657 Core Organic Growth Rate Beginning with the three months ended June 30, 2023, we began disclosing our Core Organic Growth Rate, a non-GAAP financial measure.
Year Ended December 31, 2024 2023 2022 Net loss $ (112,732) $ (179,874) $ (68,413) Depreciation and amortization expense 54,986 71,985 56,146 Interest expense, net 8,939 18,684 29,145 Other expense, net (1,142) (236) 781 Benefit from (provision for) income taxes 2,640 (2,493) (1,741) Stock-based compensation expense 15,270 22,874 41,602 Acquisition-related expense 19 3,060 21,556 Non-recurring litigation costs 187 1,126 33 Purchase accounting deferred revenue discount 244 557 5,496 Impairment of goodwill 87,227 128,755 12,500 Adjusted EBITDA $ 55,638 $ 64,438 $ 97,105 Core Organic Growth Rate Beginning with the three months ended June 30, 2023, we began disclosing our Core Organic Growth Rate, a non-GAAP financial measure.
The following table summarizes our cash flows for the periods indicated: Year Ended December 31, 2023 2022 (dollars in thousands) Consolidated Statements of Cash Flow Data: Net cash provided by operating activities $ 49,943 $ 29,979 Net cash used in investing activities (1,220) (63,222) Net cash provided by (used in) financing activities (61,384) 94,151 Effect of exchange rate fluctuations on cash 567 (1,413) Change in cash and cash equivalents (12,094) 59,495 Cash and cash equivalents, beginning of period 248,653 189,158 Cash and cash equivalents, end of period $ 236,559 $ 248,653 Cash Flows from Operating Activities Cash provided by operating activities is significantly influenced by the amount of cash we invest in personnel and infrastructure to support the anticipated growth of our business.
The following table summarizes our cash flows for the periods indicated: Year Ended December 31, 2024 2023 (dollars in thousands) Consolidated Statements of Cash Flow Data: Net cash provided by operating activities $ 24,239 $ 49,943 Net cash used in investing activities (882) (1,220) Net cash used in financing activities (202,307) (61,384) Effect of exchange rate fluctuations on cash, cash equivalents and restricted cash (557) 567 Change in cash, cash equivalents and restricted cash (179,507) (12,094) Cash, cash equivalents and restricted cash, beginning of period 236,559 248,653 Cash, cash equivalents and restricted cash, end of period $ 57,052 $ 236,559 Cash Flows from Operating Activities Cash provided by operating activities is significantly influenced by the amount of cash we invest in personnel and infrastructure to support the anticipated growth of our business.
Three Months Ended December 31, 2023 2022 (dollars in thousands) Reconciliation of total revenue to core organic revenue: Total revenue $ 72,178 $ 78,811 Less: Perpetual license revenue 1,760 1,628 Professional services revenue 2,234 3,035 Subscription and support revenue from Sunset Assets 10,211 14,982 Overage Charges 1,422 2,089 Core organic revenue $ 56,551 $ 57,077 Liquidity and Capital Resources To date, we have financed our operations primarily through cash generated from operating activities, the raising of capital including sales of our common stock and our convertible preferred stock, and borrowings under our Credit Facility (as hereinafter defined).
Three Months Ended December 31, 2024 2023 (dollars in thousands) Reconciliation of total revenue to core organic revenue: Total revenue $ 68,027 $ 72,178 Less: Perpetual license revenue 1,531 1,760 Professional services revenue 2,164 2,234 Subscription and support revenue from Sunset Assets 7,084 10,405 Overage Charges 908 1,413 Core organic revenue $ 56,340 $ 56,366 Liquidity and Capital Resources To date, we have financed our operations primarily through cash generated from operating activities, the raising of capital including sales of our common stock and our convertible preferred stock, and borrowings under our Credit Facility (as hereinafter defined).
Deferred revenue consists of the unearned portion of booked fees for our software subscriptions and support and for professional services, which is amortized into revenue in accordance with our revenue recognition policy.
Deferred revenue consists of the unearned portion of booked fees for our software subscriptions and support and for professional services, which is amortized into revenue in accordance with our revenue recognition policy. We assess our liquidity, in part, through an analysis of new subscriptions invoiced, expected cash receipts on new and existing subscriptions, and our ongoing operating expense requirements.
We believe that current cash and cash equivalents, cash flows from operating activities and availability under our existing Credit Facility will be sufficient to fund our operations for at least the next twelve months. In addition, we intend to utilize the sources of capital available to us under our Revolver to support our continued growth via acquisitions.
We believe that current cash and cash equivalents and cash flows from operating activities will be sufficient to fund our operations for at least the next twelve months.
Contractual Payment Obligations The following table summarizes our future contractual obligations as of December 31, 2023 (in thousands): Next 12 Months Beyond 12 Months Total Debt Obligations (1) $ 5,400 $ 476,650 $ 482,050 Interest on Debt Obligations (2) 35,240 54,994 90,234 Operating Lease Obligations (3) 2,540 1,719 4,259 Purchase Commitments (4) 22,852 7,326 30,178 Total $ 66,032 $ 540,689 $ 606,721 (1) Consists of contractual principal payments on our Credit Facility.
Contractual Payment Obligations The following table summarizes our future contractual obligations as of December 31, 2024 (in thousands): Next 12 Months Beyond 12 Months Total Debt Obligations (1) $ 5,400 $ 288,250 $ 293,650 Interest on Debt Obligations (2) 24,902 14,650 39,552 Operating Lease Obligations (3) 1,130 746 1,876 Purchase Commitments (4) 16,469 3,651 20,120 Total $ 47,901 $ 307,297 $ 355,198 (1) Consists of contractual principal payments on our Credit Facility.
Working capital sources of cash for the year ended December 31, 2023 included a one-time $20.5 million cash gain on the sale of a portion of our interest rate swaps in August 2023.
Cash provided by operating activities was $24.2 million for 2024 compared to $49.9 million for 2023, a decrease of $25.7 million. This decrease in operating cash flow is generally attributable to a one-time $20.5 million cash gain on the sale of a portion of our interest rate swaps in August 2023.
Included in net cash provided by operations are one-time acquisition related expenses incurred for up to four quarters after each acquisition to transact and transform the acquired business into the Company's UplandOne platform. Additionally, operating cash flows includes the impact of earnout payments in excess of original purchase accounting estimates.
Acquisition-related expenses are typically incurred for up to four quarters after each acquisition, with the majority of these costs being incurred within six to nine months, to transform the acquired business into the Company’s UplandOne platform. These expenses can vary based on the size, timing and location of each acquisition.
The decrease in cash provided by financing activities relates primarily to 2022 net cash proceeds of $110.4 million related to our Series A Preferred Stock, which did not reoccur in 2023, and by the use of $35 million used to pay down our Credit Facility in 2023 and $14.1 million of cash used for Common Stock repurchases in 2023.
The additional uses of cash in financing activities relates primarily to additional prepayments of $183.0 million of the outstanding Term Loans in 2024 compared to prepayments of $35.0 million in 2023. This is offset by cash used for Common Stock repurchases of $11.0 million in 2024 compared to $14.1 million in 2023.