Michael Douglass Hill - Sep 16, 2025 Form 4 Insider Report for Upland Software, Inc. (UPLD)

Role: CFO, Treasurer & Secretary
Signature: /s/ Micheal D. Hill
Stock symbol: UPLD
Transactions as of: Sep 16, 2025
Transactions value $: -$27,657
Form type: 4
Date filed: 9/17/2025, 05:26 PM
Previous filing: Jun 17, 2025
SEC: View on sec.gov

Reporting Owners (1)

Name	Relationship	Address	Signature	Signature date	CIK
Hill Michael Douglass	CFO, Treasurer & Secretary	900 S. CAPITAL OF TEXAS HWY, LAS CIMAS IV, SUITE 300, AUSTIN	/s/ Micheal D. Hill	2025-09-17	0001289889

Transactions Table

Type	Sym	Class	Transaction	Value $	Shares	Change %	* Price $	Shares After	Date	Ownership	Footnotes
transaction	UPLD	Common Stock	Tax liability	-$27.7K	-11.2K	-3.18%	$2.48	340K	Sep 16, 2025	Direct	F1
holding	UPLD	Common Stock						160K	Sep 16, 2025	Held by MDH Trust	F2

* An asterisk sign (*) next to the price indicates that the price is likely invalid.

Explanation of Responses:

Id	Content
F1	Shares withheld by the issuer to satisfy tax withholding obligations in connection with the vesting of restricted stock units. This is not an open market sale of securities.
F2	Share held by trust for the benefit of reporting person's family. Reporting person is the trustee of the trust.