Upland Software (UPLD) Insider Trading & Ownership $2.50 +0.07 (+2.66%) As of 10:26 AM Eastern This is a fair market value price provided by Polygon.io. Learn more. Add Compare Share Share Insider Trades Stock AnalysisAnalyst ForecastsChartCompetitorsEarningsHeadlinesInsider TradesOptions ChainOwnershipSEC FilingsShort InterestSustainabilityTrendsBuy This Stock Upland Software (NASDAQ:UPLD) Insider Buying and Selling ActivityCurrentInsider OwnershipPercentage14.80%Number OfInsiders Buying(Last 12 Months)0Number OfInsiders Selling(Last 12 Months)2Amount OfInsider Selling(Last 12 Months)$110.50K Get UPLD Insider Trade Alerts Want to know when executives and insiders are buying or selling Upland Software stock? Sign up for InsiderTrades.com's daily newsletter to get the latest insider transactions delivered to your inbox daily. 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UPLD Insider Buying and Selling by Quarter Upland Software Insider and Congressional Trades History Insiders and Members of Congress Insiders Only Members of Congress Only Transaction Type Custom Range 1 Month 3 Months 6 Months Year-to-Date 1 Year 2 Years 3 Years Time Frame Start Date End Date Export to Excel Transaction DateNameTitleBuy/SellNumber of SharesAverage Share PriceTotal TransactionDetails9/11/2025John T McdonaldCEOSell14,438$2.36$34,073.68 3/17/2025Timothy MattoxDirectorSell20,000$3.19$63,800.00 12/17/2024Timothy MattoxDirectorSell2,768$4.56$12,622.08 (Data available from 1/1/2013 forward) UPLD Insider Trading Activity - Frequently Asked Questions Who is on Upland Software's Insider Roster? The list of insiders at Upland Software includes Dan Doman, John T Mcdonald, and Timothy Mattox. Learn more on insiders at UPLD. What percentage of Upland Software stock is owned by insiders? 14.80% of Upland Software stock is owned by insiders. Learn more on UPLD's insider holdings. Which Upland Software insiders have been buying company stock? The following insider purchased UPLD shares in the last 24 months: John T Mcdonald ($66,597.30). How much insider buying is happening at Upland Software? Insiders have purchased a total of 33,635 UPLD shares in the last 24 months for a total of $66,597.30 bought. Which Upland Software insiders have been selling company stock? The following insiders have sold UPLD shares in the last 24 months: Dan Doman ($67,180.80), John T Mcdonald ($34,073.68), and Timothy Mattox ($76,422.08). How much insider selling is happening at Upland Software? Insiders have sold a total of 51,202 Upland Software shares in the last 24 months for a total of $177,676.56 sold. Upland Software Key ExecutivesMr. John T. McDonald J.D. (Age 61)Founder, CEO & Chairman Compensation: $340.55k1 recent tradesMr. Michael D. Hill (Age 56)CFO & Treasurer Compensation: $375kMr. Oliver YatesChief Sales OfficerMr. Daniel DomanChief Product OfficerMs. Karen Cummings (Age 59)President & COO Ms. Jonanna MikulenkaChief Accounting OfficerRick RinewaltChief Technology OfficerMr. Matthew H. Smith (Age 49)General Counsel & Secretary Mr. Austin WoodySenior Vice President of M&A and Corporate DevelopmentMs. Jen VerzalVice President of Human Resources More Insider Trading Tools from MarketBeat Related Companies eGain Insider Buying SmartRent Insider Buying Eventbrite Insider Buying ON24 Insider Buying Kaltura Insider Buying Asure Software Insider Buying Innovative Solutions and Support Insider Buying Health Catalyst Insider Buying Airship AI Insider Buying WM Technology Insider Buying Insider Tracking Tools CEO Purchases/Sales CFO Purchases/Sales Top Insider Buying Stocks Top Insider Selling Stocks Insider Trades Screener Insider Trades Newsletter Congressional Stock Trades Insider Trading By Country U.S. Insider Trading Activity Canadian Insider Trading Activity U.K. Insider Trading Activity Australia Insider Trading Activity Latest Articles 3 Healthcare Companies Insiders Are Buying Marvell Insiders Buy Shares—Should Investors Follow Suit?This Insider Just Made a Massive Bet on Transocean's ComebackInsider Sales Jump at Broadcom and CoreWeave: Red Flag Ahead?Oklo Insiders Sell! Oh No! This Is Why Investors Shouldn’t Worry This page (NASDAQ:UPLD) was last updated on 10/15/2025 by MarketBeat.com Staff From Our PartnersURGENT: The Market's 3 Red Flags Are FlashingHere’s the uncomfortable truth: The smartest investors in the world are already preparing for a crash befor...StockEarnings | SponsoredYour Bank Account Is No Longer SafeWhat If Washington Declared That: YOUR Money ISN'T Actually Yours? Sounds insane, but that's exactly what ...Priority Gold | SponsoredINVESTOR ALERT: Tiny “$3 AI Wonder Stock” on the Verge of Blasting OffRight now, we’re witnessing a monumental shift in the world.Traders Agency | SponsoredCapital Gains Tax Strategies for SeniorsCapital gains taxes can take a bite out of your retirement income—unless you have a smart strategy. 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