Form 4: Upland Software CEO Reports Routine Tax Withholding
Insider Transaction Report
Upland Software CEO John T. McDonald reported a disposition of 18,605 shares for tax withholding related to restricted stock unit vesting.
Summary
- John T. McDonald, CEO and Director of Upland Software, Inc. (UPLD), reported a transaction on March 16, 2026.
- The transaction involved the disposition of 18,605 shares of Common Stock.
- These shares were withheld by the issuer to satisfy tax withholding obligations in connection with the vesting of restricted stock units.
- This was not an open market sale of securities.
- The deemed price for the disposition was $0.54 per share.
- Following the transaction, Mr. McDonald directly beneficially owns 2,390,887 shares of Common Stock.
- Additionally, Mr. McDonald indirectly beneficially owns 363,738 shares of Common Stock through National Financial Services as Custodian FBO J. McDonald RRA.
- The reported beneficial ownership does not include 125,000 shares of common stock held in a trust for the benefit of Mr. McDonald's children, with The Bryn Mawr Trust Company of Delaware as trustee.
Sentiment
Score: 5
Explanation: StockSavvy.ai views this as a neutral event, as it represents a routine administrative transaction for tax compliance related to executive compensation, rather than a discretionary sale or purchase.
Future Outlook
NA
Industry Context
StockSavvy.ai notes that routine tax withholding transactions by executives are common across all industries when restricted stock units or other equity awards vest. This particular transaction does not indicate any specific industry trend or competitive positioning.
Stakeholder Impact
- Shareholders: Minimal direct impact as this is a routine, non-discretionary transaction for tax purposes and not an open market sale reflecting a change in management's confidence or a significant capital movement.
Key Dates
| Date | Description |
|---|---|
| 03/16/2026 | Date of earliest transaction (shares withheld for tax obligations). |
| 03/17/2026 | Signature date of the reporting person's attorney-in-fact. |
Keywords
Upland Software, UPLD, John T. McDonald, CEO, Director, Form 4, SEC filing, insider transaction, restricted stock units, tax withholding, beneficial ownership
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