X0508 4 2026-02-23 0 0001505155 Upland Software, Inc. UPLD 0001940842 Doman Dan 900 S. CAPITAL OF TEXAS HWY LAS CIMAS IV, SUITE 300 AUSTIN TX 78746 0 1 0 0 Chief Operating & Product Ofcr 0 Common Stock 2026-02-23 4 A 0 150000 0 A 857257 D The restricted stock units vest in twelve equal quarterly installments starting on the three (3) month anniversary of the Vesting Commencement Date of December 16, 2025, provided that the participant continues to be a service provider through each such vesting date, except as otherwise specified in the Executive Employment Agreement between the Company and participant. /s/ Michael D. Hill (as attorney-in-fact for D. Doman) 2026-02-25