MetaCap

Upland Software Insider Trades

NASDAQ: UPLDTechnologyComputer Software: Prepackaged SoftwareUSD

3.60+0.05 (+1.41%)

At close: Oct 9, 4:00 PM ET · Delayed 15 min

Last 12 months

Purchases
0 · $0
Sales
6 · $25.69K
Shares bought / sold
0 / 5.85K
Net activity
Net selling $25,687

Upland Software insider activity

Over the last 12 months, Upland Software insiders reported 29 transactions on SEC Form 4: 0 open-market purchases and 6 sales. Insiders bought $0 and sold $25,687 worth of stock, for net insider selling of $25,687. The largest seller was Mattox Timothy, with $25,687 in reported sales.

The most recent filing shows Doman Dan (Chief Operating & Product Ofcr) reporting a transaction in 2,952 shares at $3.95 on Sep 16, 2026. Insider sales are common for compensation, tax and diversification reasons, while open-market purchases are rarer; tracking both helps put UPLD's ownership changes in context.

Summary generated from market data by MetaCap's automated system. Methodology

UPLD insider transactions

Upland Software insider transactions
DateInsiderTypeSharesValueFiling
Sep 16, 2026Simon Jennifer L.Chief Financial OfficerTax withholding1,117$4.41KForm 4
Sep 16, 2026Nathaniel SeanCEO and PresidentTax withholding1,640$6.47KForm 4
Sep 16, 2026Doman DanChief Operating & Product OfcrTax withholding2,952$11.65KForm 4
Aug 17, 2026Simon Jennifer L.Chief Financial OfficerAward30,000—Form 4
Aug 7, 2026Mattox TimothyDirectorSale847$3.63KForm 4
Aug 6, 2026Mattox TimothyDirectorSale1,000$4.27KForm 4
Aug 5, 2026Mattox TimothyDirectorSale1,000$4.53KForm 4
Aug 4, 2026Mattox TimothyDirectorSale1,000$4.33KForm 4
Aug 3, 2026Mattox TimothyDirectorSale1,000$4.45KForm 4
Jul 31, 2026Mattox TimothyDirectorSale1,000$4.48KForm 4
Jun 16, 2026Nathaniel SeanCEO and PresidentTax withholding18,605$11.28KForm 4
Jun 16, 2026Hill Michael DouglassCFO, Treasurer & SecretaryTax withholding8,931$5.42KForm 4
Jun 16, 2026Doman DanChief Operating & Product OfcrTax withholding29,515$17.90KForm 4
Jun 4, 2026Nathaniel SeanCEO and PresidentAward500,000—Form 4
Apr 30, 2026MCDONALD JOHN TDirectorAward250,000—Form 4
Mar 16, 2026Doman DanChief Operating & Product OfcrTax withholding33,491$18.09KForm 4
Mar 16, 2026Hill Michael DouglassCFO, Treasurer & SecretaryTax withholding8,931$4.82KForm 4
Mar 16, 2026MCDONALD JOHN TCEOTax withholding18,605$10.05KForm 4
Feb 27, 2026Doman DanChief Operating & Product OfcrAward100,000—Form 4
Feb 23, 2026Doman DanChief Operating & Product OfcrAward150,000—Form 4
Feb 23, 2026Hill Michael DouglassCFO, Treasurer & SecretaryAward70,000—Form 4
Dec 16, 2025Hill Michael DouglassCFO, Treasurer & SecretaryTax withholding8,856$13.15KForm 4
Dec 16, 2025MCDONALD JOHN TCEOTax withholding19,677$29.22KForm 4
Dec 16, 2025Doman DanChief Operating & Product OfcrTax withholding24,595$36.52KForm 4
Oct 27, 2025Walsh Teresa MilesDirectorAward25,000—Form 4
Oct 27, 2025Mattox TimothyDirectorAward25,000—Form 4
Oct 27, 2025Chung David H SDirectorAward25,000—Form 4
Oct 27, 2025MAY DAVIDDirectorAward25,000—Form 4
Oct 27, 2025COURTER STEPHEN EDirectorAward25,000—Form 4
Sep 16, 2025Doman DanChief Operating & Product OfcrTax withholding26,236$65.07KForm 4
Sep 16, 2025Hill Michael DouglassCFO, Treasurer & SecretaryTax withholding11,152$27.66KForm 4
Sep 16, 2025MCDONALD JOHN TCEOTax withholding22,956$56.93KForm 4
Sep 11, 2025MCDONALD JOHN TCEOSale14,438$34.06KForm 4
Jun 30, 2025Cummings KarenPresident and COOTax withholding40,993$79.94KForm 4
Jun 16, 2025Cummings KarenPresident and COOTax withholding11,479$21.12KForm 4
Jun 16, 2025Doman DanChief Product OfficerTax withholding14,758$27.15KForm 4
Jun 16, 2025Hill Michael DouglassCFO & TreasurerTax withholding11,152$20.52KForm 4
Jun 16, 2025MCDONALD JOHN TCEOTax withholding22,957$42.24KForm 4
Jun 16, 2025Smith Matthew HarndenGeneral Counsel and SecretaryTax withholding3,596$6.62KForm 4
Jun 13, 2025Doman DanChief Product OfficerAward350,000—Form 4
Mar 17, 2025Mattox TimothyDirectorSale20,000$63.86KForm 4
Mar 16, 2025MCDONALD JOHN TCEOTax withholding24,273$75.25KForm 4
Mar 16, 2025Smith Matthew HarndenGeneral Counsel and SecretaryTax withholding4,135$12.82KForm 4

Transaction codes follow SEC Form 4: P = open-market purchase, S = open-market sale, A = grant or award, M = option exercise, F = shares withheld for taxes. About Form 4

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