Upland Software Appoints Jennifer Simon as Chief Financial Officer

What Happened

• Upland Software announced that its board appointed Jennifer Simon as Chief Financial Officer, effective August 17, 2026. The appointment was made July 17, 2026 and disclosed in an 8-K filed July 21, 2026 (press release attached as Exhibit 99.1). Ms. Simon, age 51, is a Certified Public Accountant (Texas) with a Master’s in Professional Accounting and a BBA from the University of Texas at Austin. She most recently served as Senior Vice President Finance at NextGen Healthcare (since January 2026) and previously held finance roles at Quest Software (July 2022–Oct 2025) and was CFO of Community Impact Newspaper (Feb 2016–July 2022).

Key Details

• Appointment effective date: August 17, 2026; board action dated July 17, 2026; 8-K filed July 21, 2026.
• Cash compensation: annual base salary of $350,000; eligible for an annual bonus up to 75% of base salary based on Board-set performance objectives.
• Equity: grant of 30,000 restricted stock units (vest in 12 equal installments over three years, subject to continued service); Performance-Based RSUs with 6,666 at target and up to 25,000 at maximum, vesting based on performance goals.
• Severance: if terminated without cause or resigning for good reason, 12 months of base salary continuation and reimbursement of employer COBRA premiums for up to 12 months (subject to conditions); limited payments if terminated for cause or resignation without good reason (accrued pay, unused vacation, expenses, vested benefits only).

Why It Matters

• A new CFO is a material leadership change that can affect financial reporting, forecasting, and investor communications. The compensation package combines cash and substantial equity tied to service and performance, aligning Ms. Simon’s incentives with company results. Investors should note the effective date (Aug 17, 2026) and monitor subsequent disclosures for changes in financial strategy or guidance under the new finance chief.