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Stockholders' Equity (Stock Compensation Plans) (Details) | 12 Months Ended |  |  |
--- | --- | --- | --- | ---
Dec. 31, 2016 stock_based_compensation_plans shares | Dec. 31, 2015 shares | Dec. 31, 2014 shares | Dec. 31, 2013 shares
Share-based Compensation Arrangement by Share-based Payment Award [Line Items] |  |  |  |
Number of stock-based compensation plans | stock_based_compensation_plans | 2 |  |  |
Number of shares available for grant, annual increase (as a percent) | 4.00% |  |  |
Restricted stock units outstanding (in shares) | 839,477 |  |  |
Stock Options [Member] |  |  |  |
Share-based Compensation Arrangement by Share-based Payment Award [Line Items] |  |  |  |
Options outstanding (in shares) | 759,719 | 778,388 | 665,210 | 357,991
Upland Software, Inc. 2010 Stock Plan [Member] | Stock Options [Member] |  |  |  |
Share-based Compensation Arrangement by Share-based Payment Award [Line Items] |  |  |  |
Options outstanding (in shares) | 294,502 |  |  |
Upland Software, Inc. 2014 Stock Plan [Member] | Stock Options [Member] |  |  |  |
Share-based Compensation Arrangement by Share-based Payment Award [Line Items] |  |  |  |
Options outstanding (in shares) | 465,217 |  |  |
Common stock shares reserved for issuance under the plan (in shares) | 163,928 |  |  |

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