---
schema_version: "secwatch.filing_event.v1"
accession: "0001505155-26-000001"
form_type: "8-K"
ticker: "UPLD"
cik: "0001505155"
company_name: "Upland Software, Inc."
filed_at: "2026-02-25T23:59:59+00:00"
generated_at: "2026-05-16T00:15:20.143427+00:00"
event_type: "leadership"
sentiment: "neutral"
materiality_score: 0.7
calibrated_materiality_score: 0.7
confidence: "high"
source: SEC EDGAR
---

# Upland Software CEO John McDonald to retire; Sean Nathaniel named successor effective May 1, 2026

## Summary
- John T. McDonald retires as CEO effective April 30, 2026; remains Chairman of the Board.
- Sean Nathaniel appointed CEO effective May 1, 2026; previously CEO of DryvIQ and former Upland CTO.
- Nathaniel receives $600,000 base salary, $400,000 bonus target, 500,000 RSUs, and PRSUs up to 500,000.
- McDonald's 250,000 unvested PSUs cancelled; receives 250,000 RSUs and 24 months health benefit.
- McDonald's retirement is not due to any disagreement with the Company.

## SEC filing metadata
- accession: 0001505155-26-000001
- form_type: 8-K
- ticker: UPLD
- cik: 0001505155
- company_name: Upland Software, Inc.
- filed_at: 2026-02-25T23:59:59+00:00
- event_type: leadership
- sentiment: neutral
- materiality_score: 0.7
- calibrated_materiality_score: 0.7
- confidence: high
- sec_items: 5.02, 7.01, 9.01
- EDGAR index: https://www.sec.gov/Archives/edgar/data/1505155/000150515526000001/0001505155-26-000001-index.htm
- EDGAR primary document: https://www.sec.gov/Archives/edgar/data/1505155/000150515526000001/upld-20260221.htm

## Machine-readable alternates
- HTML: https://secwatch.observer/filing/0001505155-26-000001
- JSON: https://secwatch.observer/filing/0001505155-26-000001.json
- Plain text: https://secwatch.observer/filing/0001505155-26-000001.txt

This AI-assisted summary is a reading aid. Review the linked SEC EDGAR filing before relying on any specific claim.