UPLD Upland Software, Inc.

NEUTRAL Impact: 5/10 8-K
Horizon weeks Filed Feb 25, 2026 Processed 3mo ago SEC 0001505155-26-000001
8-K context-dependent: Items 5.02, 7.01
Final — all horizons settled through T+60d
UPLD ▼ -19.08% at T+60d
NEUTRAL call ✗ call lost -19.08% · α vs SPY -26.83% · entry $0.9170 → $0.7420
Last close $0.7420 (close Jun 8) · -19.08% from $0.9170 entry
Entry anchored
Feb 25, 03:56 PM ET
via Databento tick
T+1d
-3.71%
call -3.71% · α -3.26%
$0.8830
settled 3mo ago
T+5d
-19.30%
call -19.30% · α -18.18%
$0.7400
settled 3mo ago
T+20d
-28.03%
call -28.03% · α -21.62%
$0.6600
settled 3mo ago
T+60d
-19.08%
call -19.08% · α -26.83%
$0.7420
settled 20d ago

Price Chart

Loading chart...

Executive Summary

Upland Software announced the retirement of CEO John T. McDonald, who will transition to Chairman of the Board, and the appointment of Sean Nathaniel as new CEO effective May 1, 2026. Nathaniel, a former Upland executive, returns after leading DryvIQ, with a compensation package including $600K base salary and equity awards totaling up to 1 million shares.

Actionable Insight

Monitor for strategic direction changes under new CEO Nathaniel, particularly regarding AI transformation. Watch for potential insider selling by McDonald as his new RSUs vest in 2028, and assess whether Nathaniel's return signals a shift back to Upland's core technology strengths.

Key Facts

  • John T. McDonald retires as CEO effective April 30, 2026, but remains Chairman of the Board
  • Sean Nathaniel appointed as new CEO effective May 1, 2026
  • Nathaniel previously served as CTO and GM at Upland from 2013-2020 before leading DryvIQ as CEO
  • McDonald's 250,000 PSUs are canceled and replaced with 250,000 RSUs vesting by February 2028
  • Nathaniel receives $600,000 annual base salary, $400,000 bonus potential, 500,000 RSUs, and PRSUs up to 500,000 shares
  • No reported financial results or guidance changes accompanying the leadership transition

Financial Impact

Executive transition with significant equity grants but no immediate financial impact disclosed

dilutionexecutive compensation

Risk Factors

  • Leadership transition risk despite Nathaniel's prior experience with the company
  • Potential for strategic shift as new CEO implements vision
  • Dilution from significant equity grants to new CEO

Market Snapshot

Exchange
Nasdaq

Documents Analyzed

This report is based on 6 SEC documents filed with EDGAR.

DocumentAccession Number
8-K Filing (Primary)0001505155-26-000001
Document: upld-20260221.htm0001505155-26-000001
Document: pressreleaseofuplandsoftwa.htm0001505155-26-000001
Document: 0001505155-26-000001-index-headers.html0001505155-26-000001
Document: 0001505155-26-000001-index.html0001505155-26-000001
Document: 0001505155-26-000001.txt0001505155-26-000001
4 reports for UPLD
Performance horizon

Track record builds as more directional reports settle.

Filters
Rows
Reports for UPLD — sortable, filterable
Type Now
Jun 4, 2026
5d ago
8-K
BEARISH ★ 6/10
$0.7700 $0.7070▲ +8.18%▲ +5.58%$0.7420 (+3.64%)
Apr 20, 2026
7w ago
DEFA14A
NEUTRAL ★ 2/10
$0.6590 $0.6480▼ −1.67%▼ −1.02%$0.7420 (+12.59%)
Apr 10, 2026
8w ago
8-K
BEARISH ★ 7/10
$0.6470 $0.5760▲ +10.97%▲ +11.95%$0.7420 (−14.68%)
Feb 25, 2026
14w ago
8-K
NEUTRAL ★ 5/10
$0.9170 $0.8830▼ −3.71%▼ −3.26%$0.7420 (−19.08%)
Showing 4 of 4

US Market Status

Market Closed — Opens in 6h 57m

Subscribe to SecBot

Get Real-Time SEC Filing Intelligence

Comprehensive SEC filing analysis delivered the moment filings hit EDGAR. Sentiment scoring, impact analysis, and actionable insights for every material event.

Try SecBot Free Coming soon: SecBot Pro with alerts, watchlists, and API access