Upland Software (UPLD) CFO Douglass Sells $5.4K of Stock
The CFO sold 8,931 shares of UPLD for $5,447.91 on June 16, 2026.
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Hill Michael Douglass, CFO, Treasurer & Secretary at Upland Software, Inc. ($UPLD), sold 8,931 shares at an average price of $0.61, worth about $5,447.91, on June 16, 2026. The trade was reported to the SEC in a Form 4 filing.
Since the trade, $UPLD is down 20.0% after 1 week, down 12.5% after 1 month and down 44.4% to date (from the $6.06 close on Jun 16, 2026).
UPLD
Upland Software, Inc.
Key Points
- Hill Michael Douglass, CFO of UPLD, sold 8,931 shares on June 16, 2026, for $5,447.91.
- UPLD shares are trading at approximately $0.61, with significant institutional activity noted.
- Analyst firms like Canaccord Genuity maintain a 'buy' rating, setting targets as high as $7.00.
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On June 16, 2026, Hill Michael Douglass, the CFO, Treasurer, and Secretary of UPLD, sold 8,931 shares of the company. The shares were sold at an average price of $0.61, totaling approximately $5,447.91. This transaction was not part of a pre-planned trading program.
Insider Buying and Selling at Upland Software, Inc.
In addition to Hill's sale, other insiders at UPLD were active in the market. CEO and President Sean Nathaniel sold 18,605 shares at the same price on the same day. Notably, on June 4, 2026, Nathaniel also acquired 133,333 and 500,000 shares in separate transactions, although the price for these purchases was not disclosed. Chief Operating and Product Officer Dan Doman sold 29,515 shares on June 16, 2026.
Other Institutional Activity in UPLD
Institutional activity in UPLD has been varied. Ameriprise Financial Inc. increased its holdings by 15,448 shares, bringing its total to 1,355,641 shares valued at about $902,857. On the other hand, Acadian Asset Management LLC reduced its stake by 47,313 shares, now holding 1,211,465 shares worth approximately $806,000. Vanguard Capital Management LLC made a significant addition, acquiring 1,203,774 shares, while Rice Hall James & Associates, LLC boosted its position by 80,751 shares, resulting in a total of 974,448 shares valued at $648,982.
Analysts Set New Price Targets
Analyst activity around UPLD has been active. On March 4, 2026, Canaccord Genuity maintained its 'buy' rating with a price target of $3.00. Previously, on August 21, 2025, Needham upgraded its rating to 'buy' with a target of $4.50. The consensus among analysts suggests a mixed outlook, with varied price targets reflecting differing opinions on the stock's potential.
About UPLD
UPLD is a technology company focused on providing cloud-based enterprise work management software. The company offers a suite of applications designed to help businesses manage their operations more efficiently. Headquartered in Austin, Texas, UPLD serves a diverse range of industries with its software solutions.
Bottom Line
The recent insider sales at UPLD, including those by CFO Hill Michael Douglass, are noteworthy, though they don't necessarily indicate a lack of confidence. Institutional investors are actively adjusting their positions, reflecting diverse views on the company's prospects. Analyst ratings remain mixed but highlight potential upside, with some firms maintaining a positive outlook on UPLD's future performance.
Related Filing Alerts
Source: Hill Michael Douglass's Form 4 filing on $UPLD (Jun 16, 2026). Find the original filing: UPLD Form 4 filings on SEC EDGAR. Written by software, not financial advice. How we make alerts