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Insider · CIK 0001094792

John T McDonald

ceoofficerdirector

Files at UPLD (Upland Software, Inc.). First filing Sep 11, 2025, latest Sep 11, 2025.

Track record
Not enough history
Fewer than three past buys with six months of prices.
Median 6-month excess
-
after past buys, n = 0
Hit rate
-
past buys that beat the index over 6 months
Open-market trades
0 / 1
$0 bought, $34k sold

Where the trades landed

Last year at the company this insider has traded most, with each buy and sell on the bar it happened.

UPLD: Upland Software, Inc.

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

This insider’s open-market buys and sells, scored.

ScoreCompanyValueHoldingsPrice contextFiled
31Weak
UPLDsell
Upland Software, Inc.
$34k
14,438 shares
-1%+42% from low-54% from high

Transactions

Every row this insider has filed, newest first.

DateCompanyTransactionSharesPriceValueHoldings afterFiled
Mar 16, 2026UPLD
Upland Software, Inc.
FTax withholding
Common Stock
-18,605$0.54$10k2,390,887Mar 17, 2026
Dec 16, 2025UPLD
Upland Software, Inc.
FTax withholding
Common Stock
-19,677$1.49$29k2,409,492Dec 17, 2025
Sep 16, 2025UPLD
Upland Software, Inc.
FTax withholding
Common Stock
-22,956$2.48$57k2,429,169Sep 17, 2025
Sep 11, 2025UPLD
Upland Software, Inc.
SOpen-market sale
Common Stock
-14,438$2.36$34k2,452,125Sep 11, 2025
Jun 16, 2025UPLD
Upland Software, Inc.
FTax withholding
Common Stock
-22,957$1.84$42k2,466,563Jun 17, 2025
Dec 16, 2024UPLD
Upland Software, Inc.
FTax withholding
Common Stock
-17,833$4.51$80k2,263,793Dec 17, 2024
Dec 6, 2024UPLD
Upland Software, Inc.
MOption exercise
Common Stock
+187,500$0.00$02,165,876Dec 10, 2024
Dec 6, 2024UPLD
Upland Software, Inc.
FTax withholding
Common Stock
-73,781$4.45$328k2,092,095Dec 10, 2024
Dec 9, 2024UPLD
Upland Software, Inc.
MOption exercise
Common Stock
+125,000$0.00$02,217,095Dec 10, 2024
Dec 9, 2024UPLD
Upland Software, Inc.
FTax withholding
Common Stock
-49,188$4.89$241k2,167,907Dec 10, 2024
Dec 10, 2024UPLD
Upland Software, Inc.
MOption exercise
Common Stock
+187,500$0.00$02,355,407Dec 10, 2024
Dec 10, 2024UPLD
Upland Software, Inc.
FTax withholding
Common Stock
-73,781$5.31$392k2,281,626Dec 10, 2024
Dec 6, 2024UPLD
Upland Software, Inc.
MOption exercise
Performance Share Unitderivative
-187,500$0.00$0312,500Dec 10, 2024
Dec 9, 2024UPLD
Upland Software, Inc.
MOption exercise
Performance Share Unitderivative
-125,000$0.00$0187,500Dec 10, 2024
Dec 10, 2024UPLD
Upland Software, Inc.
MOption exercise
Performance Share Unitderivative
-187,500$0.00$00Dec 10, 2024
Dec 3, 2024UPLD
Upland Software, Inc.
MOption exercise
Common Stock
+156,250$0.00$01,983,001Dec 5, 2024
Dec 3, 2024UPLD
Upland Software, Inc.
FTax withholding
Common Stock
-61,484$4.37$269k1,921,517Dec 5, 2024
Dec 4, 2024UPLD
Upland Software, Inc.
MOption exercise
Common Stock
+31,250$0.00$01,952,767Dec 5, 2024
Dec 4, 2024UPLD
Upland Software, Inc.
FTax withholding
Common Stock
-12,297$4.00$49k1,940,470Dec 5, 2024
Dec 5, 2024UPLD
Upland Software, Inc.
MOption exercise
Common Stock
+62,500$0.00$02,002,970Dec 5, 2024
Dec 5, 2024UPLD
Upland Software, Inc.
FTax withholding
Common Stock
-24,594$4.32$106k1,978,376Dec 5, 2024
Dec 3, 2024UPLD
Upland Software, Inc.
MOption exercise
Performance Share Unitderivative
-156,250$0.00$0593,750Dec 5, 2024
Dec 4, 2024UPLD
Upland Software, Inc.
MOption exercise
Performance Share Unitderivative
-31,250$0.00$0562,500Dec 5, 2024
Dec 5, 2024UPLD
Upland Software, Inc.
MOption exercise
Performance Share Unitderivative
-62,500$0.00$0500,000Dec 5, 2024

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.

John T McDonald: insider trades and track record | InsiderTell