Upland Software, Inc.UPLD
| Dec 31,
2014 | Dec 31,
2015 | Dec 31,
2016 | Dec 31,
2017 | Dec 31,
2018 | Dec 31,
2019 | Dec 31,
2020 | Dec 31,
2021 | Dec 31,
2022 | Dec 31,
2023 |
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| Net loss | -20 | -14 | -14 | -19 | -11 | -45 | -51 | -58 | -68 | -180 |
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| Depreciation and amortization | 7 | 8 | 10 | 12 | 21 | 35 | 47 | 53 | 56 | 72 |
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| Change in fair value of liabilities due to sellers of businesses | - | - | - | - | - | - | - | 5 | 0 | - |
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| Deferred income taxes | -0 | 0 | 1 | -0 | 0 | -9 | -8 | -11 | -7 | -4 |
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| Amortization of deferred costs | - | - | - | - | - | - | - | - | 12 | 13 |
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| Foreign currency re-measurement loss | - | -1 | 0 | 0 | -0 | -0 | -0 | -0 | 0 | 1 |
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| Noncash Interest and Other Expense | 1 | 0 | 0 | 1 | 1 | 1 | 2 | 2 | 2 | -3 |
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| Non-cash stock-based compensation expense | 1 | 3 | 4 | 10 | 14 | 26 | 42 | 54 | 42 | 23 |
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| Non-cash loss on divestiture of assets | - | - | -1 | - | - | -2 | - | - | - | - |
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| Impairment of goodwill | - | - | - | - | - | - | - | - | 13 | 129 |
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| Impairment of goodwill | - | - | - | - | - | - | - | - | 13 | 129 |
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| Non-cash loss on retirement of fixed assets | - | - | - | 0 | - | - | -1 | - | -0 | -0 |
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| Non-cash loss on retirement of fixed assets | - | - | - | 0 | - | - | -1 | - | -0 | -0 |
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| Accounts receivable | 2 | -1 | 0 | 5 | 5 | -3 | -10 | 2 | -10 | -9 |
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| Prepaid expenses and other current assets | -0 | -2 | -1 | -2 | 3 | 6 | 9 | 7 | 3 | 0 |
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| Accounts payable | 1 | 0 | -1 | 1 | -3 | -0 | -3 | 11 | -7 | -7 |
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| Other assets | - | - | - | - | - | - | - | - | - | -11 |
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| Accrued expenses and other liabilities | -1 | -3 | 0 | 4 | -18 | -4 | -8 | -10 | -14 | -6 |
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| Accounts payable | 1 | 0 | -1 | 1 | -3 | -0 | -3 | 11 | -7 | -7 |
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| Deferred revenue | - | - | - | - | 8 | 4 | 7 | 6 | -5 | -6 |
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| Accrued expenses and other liabilities | -1 | -3 | 0 | 4 | -18 | -4 | -8 | -10 | -14 | -6 |
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| Deferred revenue | - | - | - | - | 8 | 4 | 7 | 6 | -5 | -6 |
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| Non-cash loss on debt extinguishment | - | - | - | - | - | -2 | - | - | - | - |
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| Accounts receivable | 2 | -1 | 0 | 5 | 5 | -3 | -10 | 2 | -10 | -9 |
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| Prepaid expenses and other current assets | -0 | -2 | -1 | -2 | 3 | 6 | 9 | 7 | 3 | 0 |
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| Accounts payable | 1 | 0 | -1 | 1 | -3 | -0 | -3 | 11 | -7 | -7 |
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| Other assets | - | - | - | - | - | - | - | - | - | -11 |
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| Accrued expenses and other liabilities | -1 | -3 | 0 | 4 | -18 | -4 | -8 | -10 | -14 | -6 |
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| Accounts payable | 1 | 0 | -1 | 1 | -3 | -0 | -3 | 11 | -7 | -7 |
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| Deferred revenue | - | - | - | - | 8 | 4 | 7 | 6 | -5 | -6 |
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| Accrued expenses and other liabilities | -1 | -3 | 0 | 4 | -18 | -4 | -8 | -10 | -14 | -6 |
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| Deferred revenue | - | - | - | - | 8 | 4 | 7 | 6 | -5 | -6 |
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| Net cash provided by operating activities | 1 | -2 | 4 | 8 | 7 | 12 | 36 | 42 | 30 | 50 |
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| Purchase of property and equipment | 1 | 1 | 1 | 0 | 1 | 1 | 1 | 1 | 1 | 1 |
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| Purchase of customer relationships | - | 1 | 0 | 0 | - | 1 | 0 | - | - | - |
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| Purchase business combinations, net of cash acquired | 6 | 8 | 12 | 110 | 161 | 216 | 68 | 92 | 62 | - |
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| Purchase business combinations, net of cash acquired | 6 | 8 | 12 | 110 | 161 | 216 | 68 | 92 | 62 | - |
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| Net cash used in investing activities | -7 | -9 | -13 | -111 | -162 | -218 | -69 | -94 | -63 | -1 |
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| Net cash used in investing activities | -7 | -9 | -13 | -111 | -162 | -218 | -69 | -94 | -63 | -1 |
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| Payments on finance leases | - | - | - | - | - | - | 0 | 0 | - | - |
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| Proceeds from (Repayments of) Notes Payable | - | - | - | - | - | - | -0 | -0 | -0 | - |
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| Payments of debt costs | - | - | - | - | - | - | - | - | - | 0 |
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| Payments on notes payable | 11 | 24 | 7 | 12 | 5 | 384 | 5 | 5 | 5 | 40 |
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| Taxes paid related to net share settlement of equity awards | - | - | - | 3 | 9 | 13 | 2 | 1 | 2 | 1 |
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| Stock repurchases and retirement | - | - | - | - | - | - | - | - | - | 14 |
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| Proceeds from Issuance of Common Stock | 39 | -0 | -1 | 44 | 1 | 152 | 131 | 0 | 0 | 0 |
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| Proceeds from Issuance of Convertible Preferred Stock | - | - | - | - | - | - | - | - | 110 | - |
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| Additional consideration paid to sellers of businesses | - | 0 | 2 | 5 | 8 | 17 | 15 | 2 | 9 | 6 |
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| Taxes paid related to net share settlement of equity awards | - | - | - | 3 | 9 | 13 | 2 | 1 | 2 | 1 |
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| Net cash provided by (used in) financing activities | 32 | -1 | 20 | 96 | 150 | 364 | 108 | -8 | 94 | -61 |
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| Proceeds from Issuance of Common Stock | 39 | -0 | -1 | 44 | 1 | 152 | 131 | 0 | 0 | 0 |
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| Effect of exchange rate fluctuations on cash | - | - | - | - | - | 0 | 0 | -1 | -1 | 1 |
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| Additional consideration paid to sellers of businesses | - | 0 | 2 | 5 | 8 | 17 | 15 | 2 | 9 | 6 |
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| Net cash provided by (used in) financing activities | 32 | -1 | 20 | 96 | 150 | 364 | 108 | -8 | 94 | -61 |
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| Change in cash and cash equivalents | - | - | - | - | - | 158 | 75 | -61 | 59 | -12 |
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| Effect of exchange rate fluctuations on cash | - | - | - | - | - | 0 | 0 | -1 | -1 | 1 |
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| Change in cash and cash equivalents | - | - | - | - | - | 158 | 75 | -61 | 59 | -12 |
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| Cash paid for interest, net of interest rate swaps | - | - | - | - | 12 | 24 | 30 | 29 | 29 | 32 |
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| Income Taxes Paid | 0 | 0 | 0 | 2 | 3 | 4 | 3 | 3 | 4 | 7 |
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| Business combination consideration including holdbacks and earnouts | - | - | - | - | 18 | 16 | -5 | 12 | 8 | - |
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| Stock Issued | - | - | - | - | - | - | - | - | - | - |
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| Cash paid for interest, net of interest rate swaps | - | - | - | - | 12 | 24 | 30 | 29 | 29 | 32 |
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| Income Taxes Paid | 0 | 0 | 0 | 2 | 3 | 4 | 3 | 3 | 4 | 7 |
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| Proceeds from Issuance of Convertible Preferred Stock | - | - | - | - | - | - | - | - | 110 | - |
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| Business combination consideration including holdbacks and earnouts | - | - | - | - | 18 | 16 | -5 | 12 | 8 | - |
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| Stock Issued | - | - | - | - | - | - | - | - | - | - |
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