Jennifer L. Simon - 17 Aug 2026 Form 4 Insider Report for Upland Software, Inc. (UPLD)

Reporting relationship: Chief Financial Officer
Issuer ticker: UPLD
Reported as of: 17 Aug 2026
Net transaction value: $0
SEC form: 4
Accepted by SEC: 18 Aug 2026, 16:25:28 UTC
Source filing: View source filing
Reporting owner signature: Melanie Marshall (attorney-in-fact for J. Simon)

Key filing fact

Jennifer L. Simon filed Form 4 for Upland Software, Inc. (UPLD) on 18 Aug 2026.

Key facts

This page summarizes Jennifer L. Simon's Form 4 filing for Upland Software, Inc. (UPLD).
2 reported transactions and 1 derivative row are listed below.
Accepted by SEC: 18 Aug 2026, 16:25.

Change

No earlier filing in this sequence is available for direct comparison.
Current net transaction value: $0.

Research use

This tells you what this filing adds before you inspect full transaction and derivative tables.
You can trace every row back to the original SEC filing document.

Evidence

Filed on Form 4

Ownership activity is grounded in SEC Form 4 disclosures.

View source filing

Reporting Owners (1)

CIK 0002147950 Primary reporting owner

Simon Jennifer L.

Relationship: Chief Financial Officer
Address: 900 S. CAPITAL OF TEXAS HWY, LAS CIMAS IV, SUITE 300, AUSTIN
Signature: Melanie Marshall (attorney-in-fact for J. Simon)
Signature date: 18 Aug 2026

Reported non-derivative transactions

Shares, units, or other non-derivative securities reported in this filing.

UPLD transaction

Common Stock

Award

Transaction value
Shares: +30,000
Change %
Price: $0.000000^*
Shares after: 30,000
Date: 17 Aug 2026
Ownership: Direct
Footnotes: F1

Reported derivative securities

Options, warrants, convertible securities, or similar derivative positions disclosed in the filing.

UPLD transaction Derivative

Performance Share Unit

Award

Transaction value
Shares: +6,666
Change %
Price: $0.000000^*
Shares after: 6,666
Date: 17 Aug 2026
Ownership: Direct
Underlying class: Common Stock
Underlying amount: 6,666
Exercise price: $0.000000
Footnotes: F2

^* marks a reported price that did not pass the local price check.

Additional SEC filing notes

Filing notes and footnotes

Explanation of responses 2 footnotes

Footnote F1

The restricted stock units vest in twelve equal quarterly installments starting on the Vesting Commencement Date of September 30, 2026, provided that the participant continues to be a service provider through each such vesting date. Notwithstanding the foregoing, in the event of the participant's termination by the Company for any reason other than cause or if participant leaves for Good Reason after a Change in Control (as defined in the Plan), then 100% of the restricted stock units shall become fully vested.

Footnote F2

Performance Stock Units ("PSUs") may vest at target amount of 6,666 and up to a maximum number of shares of 25,000 upon the achievement of the stock price hurdles for thirty (30) consecutive trading days immediately preceding such date during the three-year performance period beginning on August 17, 2026 and ending on August 16, 2029, the Performance Period. PSUs may vest as follows a) 6,666 shares at $20.00, b) 1,222 shares at $22.00, c) 1,223 shares at $24.00, d) 1,222 shares at $26.00, e) 1,222 shares at $28.00, f) 1,222 shares at $30.00, g) 1,223 shares at $32.00, h) 1,222 shares at $34.00, i) 1,222 shares at $36.00, j) 1,222 shares at $38.00, k) 1,223 shares at $40.00, l) 1,222 shares at $42.00, m) 1,222 shares at $44.00, n) 1,222 shares at $46.00, o) 1,223 shares at $48.00, and p) 1,222 shares at $50.00.