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UPLD
NASDAQ Technology

Upland Software Appoints Sean Nathaniel as New CEO; Founder John McDonald to Retire from CEO Role

Arie Shkolnikov · Analysis by Wiseek AI
More coverage: Software Stocks · Technology
Sentiment info
Positive
Importance info
8
Price
$0.939
Mkt Cap
$27.141M
52W Low
$0.9
52W High
$3.968
52W Position info
4.4% above low
Off High info
76% below high
Rel. Volume info
0.5× avg
Market data snapshot near publication time

UPLD is trading near its 52-week low of $0.9 (4.4% above the low).

Summary

Upland Software announced a major leadership change, with founder John T. McDonald retiring as CEO and former executive Sean Nathaniel appointed as his successor, effective May 1, 2026.


Key Events · Executive and Board Changes · UPLD

  • CEO Retirement

    John T. McDonald, founder and CEO since 2010, will retire as Chief Executive Officer effective April 30, 2026, but will continue to serve as Chairman of the Board.

  • New CEO Appointment

    Sean Nathaniel, previously CEO of DryvIQ and a former Upland executive (2013-2020), has been appointed Chief Executive Officer, effective May 1, 2026.

  • New CEO Compensation Package

    Mr. Nathaniel's compensation includes an annual base salary of $600,000, eligibility for an annual bonus of up to $400,000, a grant of 500,000 restricted stock units (RSUs), and a grant of performance-based restricted stock units (PRSUs) with a target of 133,333 units (up to 500,000 at maximum performance).

  • Outgoing CEO Transition Agreement

    Outgoing CEO McDonald's 250,000 (750,000 at maximum performance) unvested Performance Stock Units will be canceled and replaced with 250,000 Restricted Stock Units, vesting on specific terms. He will also provide transitional assistance for 24 months and receive monthly health benefit payments.


Analysis · UPLD · Technology

This 8-K details a significant leadership transition for Upland Software, with founder John T. McDonald retiring as CEO and Sean Nathaniel, a former Upland executive with recent CEO experience, taking the helm. The change comes as the company trades near its 52-week lows, suggesting a potential strategic shift or turnaround effort. Nathaniel's substantial equity package, representing over 2% of the company's market capitalization, strongly aligns his incentives with shareholder value creation. Investors will be watching for the new CEO's strategic direction, particularly regarding the company's stated focus on AI-powered solutions.

At the time of this filing, UPLD was trading at $0.94 on NASDAQ in the Technology sector, with a market capitalization of approximately $27.1M. The 52-week trading range was $0.90 to $3.97. This filing was assessed with positive market sentiment and an importance score of 8 out of 10.

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UPLD - Latest Insights

UPLD
Jul 21, 2026, 5:03 PM EDT
Filing Type: 8-K
Importance Score:
7
Price at Filing: $4.69
Real-time Price: $4.65 info
Change: -$0.040 (-0.85%) info
Market Cap: $13.654M info
UPLD
Jul 08, 2026, 9:13 AM EDT
Source: Wiseek News
Importance Score:
8
Price at Filing: $4.94
Real-time Price: $4.65 info
Change: -$0.290 (-6%) info
Market Cap: $13.654M info
UPLD
Jul 08, 2026, 9:07 AM EDT
Filing Type: 8-K
Importance Score:
8
Price at Filing: $4.94
Real-time Price: $4.65 info
Change: -$0.290 (-6%) info
Market Cap: $13.654M info
UPLD
Jul 07, 2026, 12:01 PM EDT
Filing Type: 8-K
Importance Score:
7
Price at Filing: $5.07
Real-time Price: $4.65 info
Change: -$0.420 (-8%) info
Market Cap: $13.654M info
UPLD
Jun 04, 2026, 9:17 AM EDT
Filing Type: 8-K
Importance Score:
8
Price at Filing: $0.770
Real-time Price: $4.65 info
Change: Reverse Stock Split info
Market Cap: $13.654M info