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Nasdaq · CIK 0001505155

UPLD Upland Software, Inc.

Insider trading from SEC Form 4. Last filing 22 d ago. Close $3.60 on Oct 9, 2026, +15% from the 52-week low and -86% from the high.

Last 90 days

Net insider value
$0
no open-market trades
Buys
0
$0 by 0 insiders
Sells
0
$0 by 0 insiders
Insiders on file
12
with a Form 4 at this company

Price and insider trades, last year

UPLDOct 9, 2026 · close 3.60

Daily candles, adjusted for splits and dividends. Green arrows are insider buys, red are sells, sized by value. Click a marked bar to open the signal.Charts by TradingView Lightweight Charts™

Signals

Open-market buys and sells at Upland Software, Inc., scored.

ScoreInsiderValueHoldingsPrice contextFiled
31WeakJohn T McDonald
CEO
sell
$34k
14,438 shares
-1%+42% from low-54% from high
0WeakTimothy Mattox
director
sell
$13k
2,768 shares
-1%-
22WeakTimothy Mattox
director
sell
$50k
20,000 shares
-5%-

Planned sales

Form 144 notices filed before a sale of restricted or control stock, newest first. The sale itself usually reaches a Form 4 within days. All planned sales

FiledSellerSharesValueSale datePast 3 months
Mar 17, 2025 TIMOTHY WILLIAM MATTOX
Director
20,000
0.07% of outstanding
$64kMar 17, 2025none
Dec 17, 2024 TIMOTHY WILLIAM MATTOX
Director
2,768
0.01% of outstanding
$13kDec 17, 2024$50k
Nov 13, 2024 Mattox Timothy
Director
20,000
0.07% of outstanding
$56kNov 13, 2024none

Transactions

The last 64 rows filed, every code.

DateInsiderTransactionSharesPriceValueHoldings afterFiled
Sep 16, 2026Sean Nathaniel
CEO and President
FTax withholding
Common Stock
-1,640$3.95$6,47048,57422 d ago
Sep 16, 2026Dan Doman
Chief Operating & Product Ofcr
FTax withholding
Common Stock
-2,952$3.95$12k86,47322 d ago
Sep 16, 2026Jennifer L. Simon
Chief Financial Officer
FTax withholding
Common Stock
-1,117$3.95$4,40728,88322 d ago
Mar 16, 2026Dan Doman
Chief Operating & Product Ofcr
FTax withholding
Common Stock
-33,491$0.54$18k923,766Mar 17, 2026
Mar 16, 2026Michael Douglass Hill
CFO, Treasurer & Secretary
FTax withholding
Common Stock
-8,931$0.54$4,823392,291Mar 17, 2026
Mar 16, 2026John T McDonald
CEO
FTax withholding
Common Stock
-18,605$0.54$10k2,390,887Mar 17, 2026
Feb 27, 2026Dan Doman
Chief Operating & Product Ofcr
AGrant or award
Common Stock
+100,000$0.00$0957,257Mar 3, 2026
Feb 23, 2026Dan Doman
Chief Operating & Product Ofcr
AGrant or award
Common Stock
+150,000$0.00$0857,257Feb 25, 2026
Feb 23, 2026Michael Douglass Hill
CFO, Treasurer & Secretary
AGrant or award
Common Stock
+70,000$0.00$0401,222Feb 25, 2026
Dec 16, 2025Michael Douglass Hill
CFO, Treasurer & Secretary
FTax withholding
Common Stock
-8,856$1.49$13k331,222Dec 17, 2025
Dec 16, 2025John T McDonald
CEO
FTax withholding
Common Stock
-19,677$1.49$29k2,409,492Dec 17, 2025
Dec 16, 2025Dan Doman
Chief Operating & Product Ofcr
FTax withholding
Common Stock
-24,595$1.49$37k707,257Dec 17, 2025
Oct 27, 2025Stephen E Courter
director
AGrant or award
Common Stock
+25,000$0.00$0124,232Oct 29, 2025
Oct 27, 2025David H S Chung
director
AGrant or award
Common Stock
+25,000$0.00$0124,484Oct 29, 2025
Oct 27, 2025David May
director
AGrant or award
Common Stock
+25,000$0.00$0191,437Oct 29, 2025
Oct 27, 2025Timothy Mattox
director
AGrant or award
Common Stock
+25,000$0.00$0419,008Oct 29, 2025
Oct 27, 2025Teresa Miles Walsh
director
AGrant or award
Common Stock
+25,000$0.00$0144,490Oct 29, 2025
Sep 16, 2025Dan Doman
Chief Operating & Product Ofcr
FTax withholding
Common Stock
-26,236$2.48$65k731,852Sep 17, 2025
Sep 16, 2025John T McDonald
CEO
FTax withholding
Common Stock
-22,956$2.48$57k2,429,169Sep 17, 2025
Sep 16, 2025Michael Douglass Hill
CFO, Treasurer & Secretary
FTax withholding
Common Stock
-11,152$2.48$28k340,078Sep 17, 2025
Sep 11, 2025John T McDonald
CEO
SOpen-market sale
Common Stock
-14,438$2.36$34k2,452,125Sep 11, 2025
Jun 30, 2025Karen Cummings
President and COO
FTax withholding
Common Stock
-40,993$1.95$80k306,432Jul 1, 2025
Jun 16, 2025Karen Cummings
President and COO
FTax withholding
Common Stock
-11,479$1.84$21k347,425Jun 17, 2025
Jun 16, 2025Michael Douglass Hill
CFO & Treasurer
FTax withholding
Common Stock
-11,152$1.84$21k351,230Jun 17, 2025
Jun 16, 2025John T McDonald
CEO
FTax withholding
Common Stock
-22,957$1.84$42k2,466,563Jun 17, 2025
Jun 16, 2025Matthew Harnden Smith
General Counsel and Secretary
FTax withholding
Common Stock
-3,596$1.84$6,617131,908Jun 17, 2025
Jun 13, 2025Dan Doman
Chief Product Officer
AGrant or award
Common Stock
+350,000$0.00$0772,846Jun 17, 2025
Jun 16, 2025Dan Doman
Chief Product Officer
FTax withholding
Common Stock
-14,758$1.84$27k758,088Jun 17, 2025
Mar 16, 2025Karen Cummings
President and COO
FTax withholding
Common Stock
-8,648$3.10$27k358,904Mar 17, 2025
Mar 16, 2025Dan Doman
Chief Product Officer
FTax withholding
Common Stock
-16,414$3.10$51k422,846Mar 17, 2025
Mar 16, 2025Michael Douglass Hill
CFO & Treasurer
FTax withholding
Common Stock
-12,653$3.10$39k362,382Mar 17, 2025
Jan 28, 2025Michael Douglass Hill
CFO & Treasurer
AGrant or award
Common Stock
+70,000$0.00$0375,035Jan 30, 2025
Jan 28, 2025Dan Doman
Chief Product Officer
AGrant or award
Common Stock
+150,000$0.00$0439,260Jan 30, 2025
Dec 17, 2024Timothy Mattox
director
SOpen-market sale
Common Stock10b5-1
-2,768$4.56$13k414,008Dec 17, 2024
Dec 16, 2024Karen Cummings
President and COO
FTax withholding
Common Stock
-7,812$4.51$35k367,552Dec 17, 2024
Dec 16, 2024Dan Doman
Chief Product Officer
FTax withholding
Common Stock
-11,643$4.51$53k289,260Dec 17, 2024
Dec 16, 2024Michael Douglass Hill
CFO & Treasurer
FTax withholding
Common Stock
-11,070$4.51$50k305,035Dec 17, 2024
Dec 16, 2024John T McDonald
CEO
FTax withholding
Common Stock
-17,833$4.51$80k2,263,793Dec 17, 2024
Dec 16, 2024Matthew Harnden Smith
General Counsel and Secretary
FTax withholding
Common Stock
-6,197$4.51$28k89,639Dec 17, 2024
Dec 6, 2024John T McDonald
CEO
MOption exercise
Common Stock
+187,500$0.00$02,165,876Dec 10, 2024
Dec 6, 2024John T McDonald
CEO
FTax withholding
Common Stock
-73,781$4.45$328k2,092,095Dec 10, 2024
Dec 9, 2024John T McDonald
CEO
MOption exercise
Common Stock
+125,000$0.00$02,217,095Dec 10, 2024
Dec 9, 2024John T McDonald
CEO
FTax withholding
Common Stock
-49,188$4.89$241k2,167,907Dec 10, 2024
Dec 10, 2024John T McDonald
CEO
MOption exercise
Common Stock
+187,500$0.00$02,355,407Dec 10, 2024
Dec 10, 2024John T McDonald
CEO
FTax withholding
Common Stock
-73,781$5.31$392k2,281,626Dec 10, 2024
Dec 6, 2024John T McDonald
CEO
MOption exercise
Performance Share Unitderivative
-187,500$0.00$0312,500Dec 10, 2024
Dec 9, 2024John T McDonald
CEO
MOption exercise
Performance Share Unitderivative
-125,000$0.00$0187,500Dec 10, 2024
Dec 10, 2024John T McDonald
CEO
MOption exercise
Performance Share Unitderivative
-187,500$0.00$00Dec 10, 2024
Dec 3, 2024John T McDonald
CEO
MOption exercise
Common Stock
+156,250$0.00$01,983,001Dec 5, 2024
Dec 3, 2024John T McDonald
CEO
FTax withholding
Common Stock
-61,484$4.37$269k1,921,517Dec 5, 2024
Dec 4, 2024John T McDonald
CEO
MOption exercise
Common Stock
+31,250$0.00$01,952,767Dec 5, 2024
Dec 4, 2024John T McDonald
CEO
FTax withholding
Common Stock
-12,297$4.00$49k1,940,470Dec 5, 2024
Dec 5, 2024John T McDonald
CEO
MOption exercise
Common Stock
+62,500$0.00$02,002,970Dec 5, 2024
Dec 5, 2024John T McDonald
CEO
FTax withholding
Common Stock
-24,594$4.32$106k1,978,376Dec 5, 2024
Dec 3, 2024John T McDonald
CEO
MOption exercise
Performance Share Unitderivative
-156,250$0.00$0593,750Dec 5, 2024
Dec 4, 2024John T McDonald
CEO
MOption exercise
Performance Share Unitderivative
-31,250$0.00$0562,500Dec 5, 2024
Dec 5, 2024John T McDonald
CEO
MOption exercise
Performance Share Unitderivative
-62,500$0.00$0500,000Dec 5, 2024
Nov 13, 2024Timothy Mattox
director
SOpen-market sale
Common Stock
-2,000$2.64$5,272434,776Nov 15, 2024
Nov 14, 2024Timothy Mattox
director
SOpen-market sale
Common Stock
-18,000$2.50$45k416,776Nov 15, 2024
Nov 4, 2024Stephen E Courter
director
AGrant or award
Common Stock
+25,000$0.00$099,232Nov 4, 2024
Nov 4, 2024David H S Chung
director
AGrant or award
Common Stock
+25,000$0.00$099,484Nov 4, 2024
Nov 4, 2024David May
director
AGrant or award
Common Stock
+25,000$0.00$0166,437Nov 4, 2024
Nov 4, 2024Timothy Mattox
director
AGrant or award
Common Stock
+25,000$0.00$0436,776Nov 4, 2024
Nov 4, 2024Teresa Miles Walsh
director
AGrant or award
Common Stock
+25,000$0.00$0119,490Nov 4, 2024

Insiders

Everyone who has filed a Form 4 here.

Not investment advice. Scores and forward returns are decision support built from public SEC filings and past prices; they describe what happened after comparable filings, not what will happen after this one. Do your own research and size your risk.

UPLD insider trading: Upland Software, Inc. | InsiderTell