Sean Nathaniel - 04 Jun 2026 Form 4 Insider Report for Upland Software, Inc. (UPLD)

Reporting relationship: CEO and President
Issuer ticker: UPLD
Reported as of: 04 Jun 2026
Net transaction value: $0
SEC form: 4
Accepted by SEC: 08 Jun 2026, 16:51:18 UTC
Prior SEC filing: 04 May 2026
Next SEC filing: 16 Jun 2026
Source filing: View source filing
Reporting owner signature: /s/ Michael D. Hill (as attorney-in-fact for S. Nathaniel)

Key filing fact

Sean Nathaniel filed Form 4 for Upland Software, Inc. (UPLD) on 08 Jun 2026.

Key facts

This page summarizes Sean Nathaniel's Form 4 filing for Upland Software, Inc. (UPLD).
2 reported transactions and 1 derivative row are listed below.
Accepted by SEC: 08 Jun 2026, 16:51.

Change

Previous filing in this sequence was filed on 04 May 2026.
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 0001870221 Primary reporting owner

Nathaniel Sean

Relationship: CEO and President
Address: 900 S. CAPITAL OF TEXAS HWY, LAS CIMAS IV, SUITE 300, AUSTIN
Signature: /s/ Michael D. Hill (as attorney-in-fact for S. Nathaniel)
Signature date: 08 Jun 2026

Reported non-derivative transactions

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

UPLD transaction

Common Stock

Award

Transaction value
Shares: +500,000
Change %: +2410%
Price: $0.000000^*
Shares after: 520,751
Date: 04 Jun 2026
Ownership: Direct
Footnotes: F1

Reported derivative securities

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

UPLD transaction Derivative

Performance-based Restricted Stock Unit June 2026

Award

Transaction value
Shares: +133,333
Change %
Price: $0.000000^*
Shares after: 133,333
Date: 04 Jun 2026
Ownership: Direct
Underlying class: Common Stock
Underlying amount: 133,333
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 June 16, 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 133,333 and up to a maximum number of shares of 500,000 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 May 1, 2026 and ending on May 1, 2029, the Performance Period. PSUs may vest as follows a) 133,333 shares at $2.00, b) 24,445 shares at $2.20, c) 24,444 shares at $2.40, d) 24,445 shares at $2.60, e) 24,444 shares at $2.80, f) 24,445 shares at $3.00, g) 24,444 shares at $3.20, h) 24,445 shares at $3.40, i) 24,444 shares at $3.60, j) 24,445 shares at $3.80, k) 24,444 shares at $4.00, l) 24,445 shares at $4.20, m) 24,444 shares at $4.40, n) 24,445 shares at $4.60, o) 24,444 shares at $4.80, and p) 24,444 shares at $5.00.