Upland Software, INC Form 4 insider transactions

Timothy Mattox, a Director of Upland Software, Inc., sold 847 shares of common stock on August 7, 2026 for $4.28 per share.

Timothy Mattox, a Director of Upland Software, Inc., sold 1,000 shares of common stock on August 6, 2026 for $4.27 per share.

Timothy Mattox, a Director of Upland Software, Inc., sold 2,000 shares of common stock on August 4, 2026.

Timothy Mattox, a Director of Upland Software, Inc., sold 2,000 shares of common stock on July 31, 2026.

Upland Software CFO Michael Douglass Hill reported the withholding of 8,931 shares to satisfy tax obligations related to restricted stock unit vesting.

CEO Sean Nathaniel had 18,605 shares of Upland Software withheld to satisfy tax obligations related to restricted stock unit vesting.

Upland Software Chief Operating & Product Officer Dan Doman reported the withholding of 29,515 shares to satisfy tax obligations related to RSU vesting.

Upland Software CEO Sean Nathaniel was granted 500,000 restricted stock units and 133,333 performance-based stock units.

John McDonald, a Director at Upland Software, Inc., reported transactions involving restricted stock units and performance stock units.

Upland Software CEO John T. McDonald reported a disposition of 18,605 shares for tax withholding related to restricted stock unit vesting.

Upland Software's CFO, Michael Douglass Hill, reported a planned disposition of 8,931 common shares on March 16, 2026, to cover tax withholding obligations related to restricted stock unit vesting.

Upland Software's Chief Operating & Product Officer, Dan Doman, was granted 100,000 restricted stock units, vesting quarterly starting March 2026.

Upland Software's CFO, Michael Douglass Hill, acquired 70,000 restricted stock units, vesting quarterly starting March 2026.

Upland Software's Chief Operating and Product Officer, Dan Doman, was granted 150,000 shares of common stock in the form of restricted stock units, vesting quarterly over three years.

Upland Software's Chief Operating & Product Officer, Dan Doman, had 24,595 shares withheld by the company to cover tax obligations related to restricted stock unit vesting.

Upland Software CEO John T. McDonald reported the withholding of 19,677 shares of common stock to cover tax obligations related to restricted stock unit vesting.

Upland Software's CFO, Michael Douglass Hill, reported a disposition of 8,856 shares of common stock to cover tax withholding obligations related to restricted stock unit vesting.

Upland Software director David H.S. Chung was granted 25,000 restricted stock units, though he disclaims pecuniary interest due to an agreement with HGGC, LLC.

Upland Software director Stephen E. Courter was granted 25,000 restricted stock units, increasing his beneficial ownership to 124,232 shares.

Upland Software, Inc. Director Timothy Mattox reported the acquisition of 25,000 restricted stock units, vesting through June 2026.

Upland Software Director David May was granted 25,000 restricted stock units, vesting over future dates.

Upland Software Director Teresa Miles Walsh was granted 25,000 restricted stock units, vesting over several dates through June 2026.

Upland Software CEO John T. McDonald had 22,956 shares withheld by the company to cover tax obligations from restricted stock unit vesting.

Upland Software's CFO, Michael D. Hill, reported the disposition of 11,152 common shares to cover tax obligations related to restricted stock unit vesting.

Upland Software's Chief Operating & Product Officer, Dan Doman, reported the withholding of 26,236 shares of common stock for tax obligations related to restricted stock unit vesting.

Upland Software's CEO, John T. McDonald, sold 14,438 shares of common stock for $2.3593 per share in a pre-planned transaction for tax savings.

Karen Cummings, President and COO of Upland Software, Inc., reported the withholding of 40,993 shares of common stock to cover tax obligations related to the vesting of restricted stock units.

Matthew Harnden Smith, General Counsel and Secretary of Upland Software, Inc., reported the withholding of 3,596 shares of common stock to cover tax obligations related to the vesting of restricted stock units.

Upland Software, Inc. CEO and Director John T. McDonald reported a disposition of 22,957 shares of common stock to cover tax withholding obligations related to restricted stock unit vesting.

Upland Software's CFO and Treasurer, Michael Douglass Hill, reported a disposition of 11,152 shares of common stock to satisfy tax withholding obligations related to the vesting of restricted stock units.