Form4insider filings, from the source

Company · CIK 0001505155 · SIC 7372 — Services-Prepackaged Software · Nasdaq

Upland Software, Inc. · UPLD

Insider activity reported against this company. All insider holders · On EDGAR ↗

1M3M6M1Y2YAll datashares as filed — not split-adjusted
Open-market buys & salesbuys $15.0M · 58sales $124.9M · 40net −$109.9M
$10k$10k$1M$1M$100M$100MbuyssalesDec 2014Nov 2016Nov 2018Oct 2020Sep 2022Aug 2024Aug 2026

Reported at this company — common stock

TradeReported (ET)InsiderSharesAvg priceTotalOwned afterΔ stakeFlags
Sep 16, 2026 FForm 4 →Sep 21, 5:39 pm EDTDan DomanChief Operating & Product Ofcr2,952$3.95$11,64686,473— late
Sep 16, 2026 FForm 4 →Sep 21, 5:38 pm EDTSean NathanielCEO and President1,640$3.95$6,47048,574— late
Sep 16, 2026 FForm 4 →Sep 21, 5:37 pm EDTJennifer L. SimonChief Financial Officer1,117$3.95$4,40728,883— late
Aug 17, 2026 AForm 4 →Aug 18, 4:25 pm EDTJennifer L. SimonChief Financial Officer30,000——30,000—
Aug 7, 2026 SForm 4 →Aug 11, 4:54 pm EDTTimothy MattoxDirector847$4.28$3,62736,053−2.30%10b5-1
Aug 6, 2026 SForm 4 →Aug 10, 5:36 pm EDTTimothy MattoxDirector1,000$4.27$4,27036,900−2.64%10b5-1
Aug 4, 2026 SForm 4 →Aug 6, 4:55 pm EDTTimothy MattoxDirector2,000$4.43$8,86037,900−5.01%10b5-1
Jul 31, 2026 SForm 4 →Aug 4, 5:46 pm EDTTimothy MattoxDirector2,000$4.47$8,93039,900−4.77%10b5-1
Jun 16, 2026 FForm 4 →Jun 16, 6:34 pm EDTMichael Douglass HillCFO, Treasurer & Secretary8,931$0.6064$5,416383,360—
Jun 16, 2026 FForm 4 →Jun 16, 6:33 pm EDTSean NathanielCEO and President18,605$0.6064$11,282502,146—
Jun 16, 2026 FForm 4 →Jun 16, 6:32 pm EDTDan DomanChief Operating & Product Ofcr29,515$0.6064$17,898894,251—
Jun 4, 2026 AForm 4 →Jun 8, 4:51 pm EDTSean NathanielCEO and President500,000——520,751—
Mar 8, 2019 SForm 4 →Mar 12, 5:01 pm EDTTimothy MattoxPresident & COO41,000$40.19$1,647,636481,034−7.85% plan?
Mar 4, 2019 AForm 4 →Mar 6, 4:19 pm ESTJohn T McDonaldCEO, Director180,000——1,745,947— plan?
Mar 4, 2019 AForm 4 →Mar 6, 4:14 pm ESTTimothy MattoxPresident & COO150,000——522,034— plan?
Mar 4, 2019 AForm 4 →Mar 6, 4:09 pm ESTMichael Douglass HillCFO &Treasurer75,000——311,596— plan?
Jan 18, 2019 SForm 4 →Jan 22, 4:13 pm ESTJohn T McDonaldCEO, Director20,000$30.00$600,000153,738−11.5% plan?
Dec 16, 2018 FForm 4 →Dec 18, 5:36 pm ESTJohn T McDonaldCEO, Director14,864$28.56$424,5161,565,947— plan?
Dec 16, 2018 FForm 4 →Dec 18, 5:15 pm ESTTimothy MattoxPresident & COO54,385$28.56$1,553,236372,034— plan?
Dec 16, 2018 FForm 4 →Dec 18, 5:13 pm ESTMichael Douglass HillCFO,Treasurer & Secretary9,394$28.56$268,293236,596— plan?
Nov 15, 2018 SForm 4 →Nov 19, 4:46 pm ESTJohn T McDonaldCEO, Director10,206$30.06$306,811173,738−5.55% plan?
Nov 12, 2018 SForm 4 →Nov 14, 5:12 pm ESTJohn T McDonaldCEO, Director10,635$30.45$323,783183,103−5.49% plan?
Oct 5, 2018 SForm 4 →Oct 9, 5:05 pm EDTJohn T McDonaldCEO, Director1,570$37.00$58,0901,581,652−0.10% plan?
Sep 16, 2018 FForm 4 →Sep 18, 4:24 pm EDTJohn T McDonaldCEO, Director10,473$34.82$364,6171,586,222— plan?
Sep 16, 2018 FForm 4 →Sep 18, 4:21 pm EDTMichael Douglass HillCFO,Treasurer & Secretary4,550$34.82$158,408245,990— plan?
Sep 16, 2018 FForm 4 →Sep 18, 4:17 pm EDTTimothy MattoxPresident & COO7,370$34.82$256,587426,419— plan?
Sep 7, 2018 SForm 4 →Sep 11, 6:40 pm EDTJohn T McDonaldCEO, Director46,203$35.25$1,628,6101,596,695−2.81% plan?
Sep 4, 2018 SForm 4 →Sep 6, 6:02 pm EDTJohn T McDonaldCEO, Director73,797$35.55$2,623,1401,642,898−4.30% plan?
Aug 29, 2018 SForm 4 →Aug 31, 4:01 pm EDTTimothy MattoxPresident & COO17,000$38.10$647,667433,789−3.77% plan?
Aug 24, 2018 SForm 4 →Aug 28, 4:18 pm EDTEPM Live, Inc. +2Other859,400$34.85$29,953,2330−100% plan?
Aug 21, 2018 SForm 4 →Aug 23, 6:15 pm EDTEPM Live, Inc. +2Other14,653$34.97$512,344859,400−1.68% plan?
Aug 17, 2018 GForm 4 →Oct 9, 5:05 pm EDTJohn T McDonaldCEO, Director3,000——1,583,222— plan? late
Aug 16, 2018 SForm 4 →Aug 20, 4:22 pm EDTEPM Live, Inc. +2Other70,846$35.65$2,525,685874,053−7.50% plan?
Aug 9, 2018 SForm 4 →Aug 13, 5:19 pm EDTEPM Live, Inc. +2Other55,101$36.32$2,001,423944,899−5.51% plan?
Aug 6, 2018 AForm 4 →Aug 8, 4:40 pm EDTRodney C FavaronDirector1,497——11,913— plan?
Aug 6, 2018 AForm 4 →Aug 8, 4:38 pm EDTJoe RossDirector1,497——26,093— plan?
Aug 6, 2018 AForm 4 →Aug 8, 4:36 pm EDTStephen E CourterDirector1,497——11,913— plan?
Jul 31, 2018 MForm 4 →Aug 1, 6:24 pm EDTTimothy MattoxPresident & COO15,860$8.72$138,299450,789— plan?
Jul 16, 2018 SForm 4 →Jul 18, 6:57 pm EDTMichael Douglass HillCFO,Treasurer & Secretary40,000$35.14$1,405,692250,540−13.8% plan?
Jul 16, 2018 SForm 4 →Jul 18, 6:34 pm EDTDavid MayDirector20,000$34.96$699,160103,500−16.2% plan?
Jul 11, 2018 SForm 4 →Jul 13, 5:21 pm EDTTimothy MattoxPresident & COO17,000$36.03$612,581434,929−3.76% plan?
Jun 16, 2018 FForm 4 →Jun 19, 6:44 pm EDTMichael Douglass HillCFO,Treasurer & Secretary4,547$35.27$160,373290,540— plan?
Jun 16, 2018 FForm 4 →Jun 19, 6:24 pm EDTJohn T McDonaldCEO, Director10,473$35.27$369,3831,716,695— plan?
Jun 16, 2018 FForm 4 →Jun 19, 5:39 pm EDTTimothy MattoxPresident & COO7,371$35.27$259,975451,929— plan?
Jun 15, 2018 SForm 4 →Jun 19, 5:28 pm EDTDavid MayDirector40,000$35.32$1,412,704123,500−24.5% plan?
May 29, 2018 MForm 4 →May 31, 7:15 pm EDTMichael Douglass HillCFO,Treasurer & Secretary15,000$0.30$4,500295,087— plan?
May 9, 2018 FForm 4 →May 11, 4:03 pm EDTJohn T McDonaldCEO, Director67,253$29.26$1,967,8231,727,168— plan?
Apr 16, 2018 SForm 4 →Apr 17, 9:43 pm EDTJohn T McDonaldCEO, Director, 10% Owner40,000$27.72$1,108,832193,738−17.1% plan?
Mar 29, 2018 AFForm 4 →Mar 30, 6:33 pm EDTTimothy MattoxPresident & COO107,832$28.79$3,104,483459,300— plan?
Mar 29, 2018 AFForm 4 →Mar 30, 6:25 pm EDTMichael Douglass HillCFO,Treasurer & Secretary73,788$28.79$2,124,357280,087— plan?
Mar 29, 2018 AFForm 4 →Mar 30, 6:23 pm EDTJohn T McDonaldCEO, Director, 10% Owner183,785$28.79$5,291,1701,794,421— plan?
Mar 21, 2018 SForm 4 →Mar 23, 7:32 pm EDTMichael Douglass HillCFO,Treasurer & Secretary40,000$29.79$1,191,620210,875−15.9% plan?
Mar 19, 2018 SForm 4 →Mar 20, 5:46 pm EDTJohn T McDonaldCEO, Director, 10% Owner10,000$28.24$282,425233,738−4.10% plan?
Mar 16, 2018 FForm 4 →Mar 20, 5:50 pm EDTTimothy MattoxPresident & COO4,072$28.62$116,541358,132— plan?
Mar 16, 2018 FForm 4 →Mar 20, 5:48 pm EDTMichael Douglass HillCFO,Treasurer & Secretary2,330$28.62$66,685250,875— plan?
Mar 16, 2018 FForm 4 →Mar 20, 5:46 pm EDTJohn T McDonaldCEO, Director, 10% Owner4,735$28.62$135,5161,622,206— plan?
Mar 9, 2018 SForm 4 →Mar 13, 11:33 am EDTTimothy MattoxPresident & COO58,000$29.45$1,707,910362,204−13.8% plan?
Mar 9, 2018 SForm 4 →Mar 13, 11:26 am EDTJohn T McDonaldCEO, Director, 10% Owner50,000$28.04$1,402,2051,626,941−2.98% plan?
Mar 5, 2018 SForm 4 →Mar 7, 4:50 pm ESTTimothy MattoxPresident & COO17,000$26.09$443,511420,204−3.89% plan?
Feb 14, 2018 SForm 4 →Feb 16, 4:06 pm ESTJohn T McDonaldCEO, Director, 10% Owner67,500$22.53$1,520,4411,676,941−3.87% plan?
Jan 8, 2018 SForm 4 →Jan 10, 3:56 pm ESTJohn T McDonaldCEO, Director, 10% Owner67,500$22.23$1,500,3171,744,441−3.73% plan?
Dec 16, 2017 FForm 4 →Dec 19, 6:18 pm ESTJohn T McDonaldCEO, Director, 10% Owner10,277$22.00$226,0941,811,941— plan?
Dec 16, 2017 FForm 4 →Dec 19, 6:17 pm ESTMichael Douglass HillCFO,Treasurer & Secretary13,283$22.00$292,226253,205— plan?
Dec 16, 2017 FForm 4 →Dec 19, 6:15 pm ESTTimothy MattoxPresident & COO44,400$22.00$976,800437,204— plan?
Dec 14, 2017 SForm 4 →Dec 18, 4:20 pm ESTWAVE SYSTEMS CORP +210% Owner2,122,028$22.00$46,689,7290−100% plan?
Dec 11, 2017 SForm 4 →Dec 13, 6:10 pm ESTJohn T McDonaldCEO, Director, 10% Owner67,500$22.08$1,490,5581,822,218−3.57% plan?
Nov 28, 2017 SForm 4 →Nov 30, 4:25 pm ESTMichael Douglass HillCFO,Treasurer & Secretary20,000$24.31$486,114266,488−6.98% plan?
Nov 20, 2017 SForm 4 →Nov 22, 4:03 pm ESTJohn T McDonaldCEO, Director, 10% Owner67,500$21.48$1,450,1141,889,718−3.45% plan?
Nov 16, 2017 JForm 4 →Nov 20, 9:07 pm ESTJohn D Thornton10% Owner2,182,584——0— plan?
Nov 16, 2017 JForm 4 →Nov 20, 6:55 pm ESTAV Partners IX LLC +510% Owner2,182,584——0— plan?
Nov 16, 2017 JForm 4 →Nov 20, 6:52 pm ESTAV Partners IX LLC +410% Owner2,182,584——0— plan?
Oct 5, 2017 SForm 4 →Oct 10, 5:29 pm EDTMichael Douglass HillCFO,Treasurer & Secretary20,000$22.01$440,122286,488−6.53% plan? late
Sep 16, 2017 FForm 4 →Sep 19, 4:35 pm EDTMichael Douglass HillCFO,Treasurer & Secretary2,349$20.71$48,648306,488— plan?
Sep 16, 2017 FForm 4 →Sep 19, 4:34 pm EDTJohn T McDonaldCEO, Director, 10% Owner4,943$20.71$102,3701,957,218— plan?
Sep 16, 2017 FForm 4 →Sep 19, 4:33 pm EDTTimothy MattoxPresident & COO4,252$20.71$88,059481,604— plan?
Sep 15, 2017 SForm 4 →Sep 19, 4:55 pm EDTDavid MayDirector25,000$21.43$535,750138,500−15.3% plan?
Sep 15, 2017 SForm 4 →Sep 19, 4:35 pm EDTMichael Douglass HillCFO,Treasurer & Secretary20,000$21.43$428,600308,837−6.08% plan?
Sep 13, 2017 SForm 4 →Sep 15, 4:51 pm EDTWAVE SYSTEMS CORP +210% Owner44,903$22.06$990,7312,122,028−2.07% plan?
Sep 11, 2017 SForm 4 →Sep 13, 4:05 pm EDTWAVE SYSTEMS CORP +210% Owner20,000$22.46$449,2082,166,931−0.91% plan?
Sep 7, 2017 SForm 4 →Sep 11, 3:37 pm EDTWAVE SYSTEMS CORP +210% Owner35,400$22.38$792,0912,186,931−1.59% plan?
Aug 22, 2017 MForm 4 →Aug 23, 4:34 pm EDTMichael Douglass HillCFO,Treasurer & Secretary16,000$0.30$4,800328,837— plan?
Aug 21, 2017 MForm 4 →Aug 23, 4:35 pm EDTTimothy MattoxPresident & COO30,000$8.72$261,600485,856— plan?
Jul 20, 2017 SForm 4 →Jul 24, 8:20 pm EDTWAVE SYSTEMS CORP +210% Owner91,280$24.57$2,242,9962,222,331−3.95% plan?
Jun 23, 2017 SForm 4 →Jun 27, 5:17 pm EDTWAVE SYSTEMS CORP +210% Owner561,712$22.68$12,742,1562,313,611−19.5% plan?
Jun 16, 2017 FForm 4 →Jun 20, 4:54 pm EDTJohn T McDonaldCEO, Director, 10% Owner4,946$21.55$106,5861,966,161— plan?
Jun 16, 2017 FForm 4 →Jun 20, 4:52 pm EDTMichael Douglass HillCFO,Treasurer & Secretary2,353$21.55$50,707312,837— plan?
Jun 16, 2017 FForm 4 →Jun 20, 4:51 pm EDTTimothy MattoxPresident & COO4,257$21.55$91,738455,856— plan?
May 30, 2017 JForm 4 →Jul 25, 12:18 pm EDTESW Capital, LLC +110% Owner5,750,646——2,875,323— plan? late
May 22, 2017 GForm 4 →Aug 17, 4:42 pm EDTJohn T McDonaldCEO, Director, 10% Owner4,000——1,962,161— plan? late
Mar 30, 2017 AFForm 4 →Mar 31, 4:29 pm EDTMichael Douglass HillCFO,Treasurer & Secretary71,809$15.50$1,113,040315,190— plan?
Mar 30, 2017 AForm 4 →Mar 31, 4:24 pm EDTTimothy MattoxPresident & COO125,000$15.50$1,937,500460,113— plan?
Mar 30, 2017 AFForm 4 →Mar 31, 4:22 pm EDTJohn T McDonaldCEO, Director, 10% Owner147,411$15.50$2,284,8711,971,107— plan?
Dec 16, 2016 FForm 4 →Dec 19, 5:18 pm ESTTimothy MattoxPresident & COO35,803$8.75$313,276335,113— plan?
Dec 16, 2016 FForm 4 →Dec 19, 5:15 pm ESTJohn T McDonaldCEO, Director, 10% Owner5,252$8.75$45,9551,830,518— plan?
Dec 16, 2016 FForm 4 →Dec 19, 5:14 pm ESTMichael Douglass HillCFO,Treasurer & Secretary7,065$8.75$61,819246,999— plan?
Nov 16, 2016 PForm 4 →Nov 18, 1:24 pm ESTDavid MayDirector10,000$8.59$85,900163,500+6.51% plan?
Nov 4, 2016 PForm 4 →Jul 25, 2017, 12:18 pm EDTESW Capital, LLC +110% Owner1,500$8.00$12,0002,875,323+0.05% plan? late
Aug 8, 2016 PForm 4 →Aug 15, 6:02 am EDTESW Capital, LLC +110% Owner15,122$7.69$116,3572,873,823+0.53% plan? late
Jul 27, 2016 PForm 4 →Aug 8, 7:35 pm EDTESW Capital, LLC +110% Owner50,000$7.83$391,2502,858,701+1.78% plan? late
Jul 18, 2016 PForm 4 →Jul 27, 6:12 am EDTESW Capital, LLC +110% Owner22,341$7.56$168,9642,808,701+0.80% plan? late

Reported at this company — derivatives (options, RSUs, warrants)

TradeReported (ET)InsiderSharesAvg priceTotalOwned afterΔ stakeFlags
Aug 17, 2026 AForm 4 →Aug 18, 4:25 pm EDTJennifer L. SimonChief Financial Officer6,666——6,666—
Jun 4, 2026 AForm 4 →Jun 8, 4:51 pm EDTSean NathanielCEO and President133,333——133,333—
Aug 6, 2018 AForm 4/A →Aug 30, 4:15 pm EDTDavid MayDirector4,378——4,378—
Aug 6, 2018 AForm 4 →Aug 8, 4:34 pm EDTDavid MayDirector4,378——4,378— amended
Jul 31, 2018 MForm 4 →Aug 1, 6:24 pm EDTTimothy MattoxPresident & COO15,860——19,724—
May 29, 2018 MForm 4 →May 31, 7:15 pm EDTMichael Douglass HillCFO,Treasurer & Secretary15,000——6,383—
Nov 7, 2017 AForm 4 →Nov 8, 3:58 pm ESTJoe RossDirector18,414——18,414—
Aug 22, 2017 MForm 4 →Aug 23, 4:34 pm EDTMichael Douglass HillCFO,Treasurer & Secretary16,000——21,383—
Aug 21, 2017 MForm 4 →Aug 23, 4:35 pm EDTTimothy MattoxPresident & COO30,000——4,395—
Aug 8, 2017 AForm 4 →Oct 5, 4:06 pm EDTStephen E CourterDirector6,525——37,941— late
Aug 8, 2017 AForm 4 →Oct 5, 4:04 pm EDTDavid MayDirector6,525——45,242— late
Aug 8, 2017 AForm 4 →Oct 5, 4:03 pm EDTRodney C FavaronDirector6,525——37,941— late
Aug 8, 2016 AForm 4/A →Aug 30, 2018, 6:11 pm EDTStephen E CourterDirector15,487——15,487—
Aug 8, 2016 AForm 4/A →Aug 30, 2018, 4:28 pm EDTRodney C FavaronDirector15,487——15,487—
Aug 8, 2016 AForm 4/A →Aug 30, 2018, 4:09 pm EDTDavid MayDirector38,717——38,717—
Aug 8, 2016 AForm 4 →Aug 11, 5:56 pm EDTDavid MayDirector38,717——38,717— late amended
Aug 8, 2016 AForm 4 →Aug 10, 8:12 pm EDTJohn D ThorntonDirector, 10% Owner15,487——31,416—
Aug 8, 2016 AForm 4 →Aug 10, 7:39 pm EDTRodney C FavaronDirector15,487——31,416— amended
Aug 8, 2016 AForm 4 →Aug 10, 7:04 pm EDTStephen E CourterDirector15,487——31,416— amended
Nov 9, 2015 AForm 4 →Nov 13, 4:00 pm ESTStephen E CourterDirector15,929——15,929— late
Nov 9, 2015 AForm 4 →Nov 12, 6:04 pm ESTJohn D ThorntonDirector, 10% Owner15,929——15,929— late
Nov 9, 2015 AForm 4 →Nov 12, 5:21 pm ESTRodney C FavaronDirector15,929——15,929— late
Nov 9, 2015 AForm 4 →Nov 12, 5:02 pm ESTSteven SarracinoDirector15,929——15,929— late