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Timothy Mattox has filed a notice of proposed sales of common stock of issuer UPLD. The filing lists 1,000 shares of common stock to be sold through Morgan Stanley Smith Barney LLC Executive Financial Services on NASDAQ on 08/05/2026, tied to restricted stock originally issued on 12/16/2018.
The disclosure also reports past sales during the prior three months: 1,000 common shares on 07/31/2026 at 4480.00, 1,000 shares on 08/03/2026 at 4450.00, and 1,000 shares on 08/04/2026 at 4330.00. The proposed sale block is shown with a value figure of 2936320.
Upland Software, Inc. director Timothy Mattox reported two sales of common stock totaling 2,000 shares, with 1,000 shares sold at $4.48 on 2026-07-31 and 1,000 shares at $4.45 on 2026-08-03. According to the footnotes, these transactions were conducted under an approved 10b5-1 Plan adopted on 03/09/2026 and the shares were sold to cover tax withholding obligations arising from the vesting of restricted stock units.
Timothy Mattox filed a notice to sell common stock of UPLD under Rule 144. The planned transaction lists 1,000 common shares to be sold through Morgan Stanley Smith Barney LLC Executive Financial Services on August 4, 2026, with the security quoted on NASDAQ. The shares derive from restricted stock originally acquired from the issuer on December 16, 2018.
Over the prior three months, Mattox reported two sales of UPLD common stock: 1,000 shares on July 31, 2026 at a price of 4450.00, and 1,000 shares on August 3, 2026 at a price of 4480.00.
Upland Software Interim CFO David Tamez reports direct ownership of 6,947 shares of the company’s Common Stock. The position is categorized as a holding, indicating reported beneficial ownership without any associated purchase or sale transaction in this data.
Timothy Mattox, associated with UPLD, filed a notice to sell common stock under Rule 144. The planned transaction involves 1,000 shares of common stock through Morgan Stanley Smith Barney LLC Executive Financial Services on NASDAQ on 08/03/2026. A prior sale of 1,000 common shares occurred on 07/31/2026. The securities scheduled for sale include shares received as Restricted Stock on 12/16/2018, with the issuer listed as the source.
Upland Software, Inc. appointed Jennifer Simon as Chief Financial Officer, effective August 17, 2026, making her the company’s principal financial and accounting officer. She previously held senior finance roles at NextGen Healthcare, Quest Software, and Community Impact Newspaper, and is a Texas Certified Public Accountant with advanced accounting degrees from the University of Texas at Austin.
Under her executive employment agreement, Simon will receive an annual base salary of $350,000, eligibility for an annual bonus of up to 75% of base salary, a grant of 30,000 restricted stock units vesting in 12 equal installments over three years, and performance-based RSUs with 6,666 units at target and up to 25,000 units at maximum. If terminated without cause or if she resigns for good reason, she is eligible for 12 months of base-salary continuation and reimbursement of the employer portion of COBRA premiums for up to 12 months, subject to ongoing compliance with her agreement. Simon succeeds founding executive Mike Hill, who will retire from the CFO role.
Upland Software, Inc. announced that it has regained compliance with the Nasdaq Global Market’s minimum bid price continued listing requirement. Nasdaq notified the company that, from June 17 through July 1, 2026, Upland’s common stock maintained a closing bid price at or above $1.00 per share for 10 consecutive business days, satisfying Nasdaq Listing Rule 5450(a)(1). As of July 2, 2026, Nasdaq considers the matter closed, and Upland’s listing on the Nasdaq Global Market remains in good standing.
Upland Software, Inc. announced that Chief Financial Officer Michael D. Hill has informed the board of his intention to retire as CFO, effective July 27, 2026. The board has begun a search for a permanent successor and states that his retirement is not due to any disagreement regarding operations, policies, or practices.
Effective on the same date, the board has appointed David Tamez, age 62, as interim Chief Financial Officer. Tamez has been Senior Vice President, Treasury Management since June 2023 and previously served as Vice President, Accounting and Corporate Controller from 2014 to 2023. His compensation for the interim role is not yet finalized and will be disclosed in an amendment. He has entered into an indemnification agreement similar to those for other directors and executive officers, and the company notes there are no family relationships or related-party transactions requiring disclosure.
Upland Software, Inc. reported a Form 4 for CFO, Treasurer & Secretary Michael Douglass Hill. On June 16, 2026, 8,931 shares of common stock were disposed of at $0.6064 per share to satisfy tax withholding obligations tied to vesting restricted stock units, which is not an open-market sale. After this tax-withholding disposition, Hill directly holds 383,360 common shares and indirectly holds 160,042 common shares through the MDH Trust, where he serves as trustee for his family.