NASDAQ:UPLD

Upland Software Stock Insider Trading

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*Your capital is at risk
$0.683
-0.0534 (-7.26%)
At Close: Jun 12, 2026

Upland Software Stock Insider Power

Based on the 100 latest insides trades, we have calculated the insider power to be positive at 50.55. In total, the insiders bought 6.01M and sold 1.49M UPLD shares in the last 100 trades. The insider score can be negative despite buy/sell ratio being positive. The score focuses on the quality of the trades.

Insider Power

(Last 100 transactions)
50.55
Buy 6.01M shares
Sell 1.49M shares
41% Buy Activity
Negligible or No Correlation
Buy Signal Medium Confidence
Jun 04, 2026

Analysis Breakdown:

  • Strongly supported by a very high Insider Power Score of 50.55.
  • Confidence increased due to high data reliability score of 100.

Historical Insider Trades

Date Type Person Role Amount
Mar 16, 2025
Sell
Common Stock
F-InKind
Hill Michael Douglass
CFO & Treasurer
C-Suite Officer 12 653
Value: $39.2K
Mar 16, 2025
Sell
Common Stock
F-InKind
Mcdonald John T
CEO
CEO / President 24 273
Value: $75.2K
Mar 16, 2025
Sell
Common Stock
F-InKind
Smith Matthew Harnden
General Counsel And Secretary
Officer 4 135
Value: $12.8K
Jan 28, 2025
Buy
Common Stock
A-Award
Smith Matthew Harnden
General Counsel And Secretary
Officer 50 000
Value: $227.0K
Jan 28, 2025
Buy
Common Stock
A-Award
Mcdonald John T
CEO
CEO / President 250 000
Value: $1.14M
Jan 28, 2025
Buy
Performance Share Unit
A-Award
Mcdonald John T
CEO
CEO / President 250 000
Value: $1.14M
Jan 28, 2025
Buy
Common Stock
A-Award
Hill Michael Douglass
CFO & Treasurer
C-Suite Officer 70 000
Value: $317.8K
Jan 28, 2025
Buy
Common Stock
A-Award
Doman Dan
Chief Product Officer
Officer 150 000
Value: $681.0K
Jan 28, 2025
Buy
Common Stock
A-Award
Doman Dan
Chief Product Officer
Officer 150 000
Value: $681.0K
Jan 28, 2025
Buy
Common Stock
A-Award
Hill Michael Douglass
CFO & Treasurer
C-Suite Officer 70 000
Value: $317.8K
Jan 28, 2025
Buy
Performance Share Unit
A-Award
Mcdonald John T
CEO
CEO / President 250 000
Value: $1.14M
Jan 28, 2025
Buy
Common Stock
A-Award
Mcdonald John T
CEO
CEO / President 250 000
Value: $1.14M
Jan 28, 2025
Buy
Common Stock
A-Award
Smith Matthew Harnden
General Counsel And Secretary
Officer 50 000
Value: $227.0K
Dec 17, 2024
Sell
Common Stock
S-Sale
Mattox Timothy
Director
Director 2 768
Value: $12.6K
Dec 17, 2024
Sell
Common Stock
S-Sale
Mattox Timothy
Director
Director 2 768
Value: $12.6K
Dec 16, 2024
Sell
Common Stock
F-InKind
Smith Matthew Harnden
General Counsel And Secretary
Officer 6 197
Value: $27.9K
Dec 16, 2024
Sell
Common Stock
F-InKind
Mcdonald John T
CEO
CEO / President 17 833
Value: $80.4K
Dec 16, 2024
Sell
Common Stock
F-InKind
Hill Michael Douglass
CFO & Treasurer
C-Suite Officer 11 070
Value: $49.9K
Dec 16, 2024
Sell
Common Stock
F-InKind
Doman Dan
Chief Product Officer
Officer 11 643
Value: $52.5K
Dec 16, 2024
Sell
Common Stock
F-InKind
Cummings Karen
President And COO
CEO / President 7 812
Value: $35.2K
Dec 16, 2024
Sell
Common Stock
F-InKind
Cummings Karen
President And COO
CEO / President 7 812
Value: $35.2K
Dec 16, 2024
Sell
Common Stock
F-InKind
Doman Dan
Chief Product Officer
Officer 11 643
Value: $52.5K
Dec 16, 2024
Sell
Common Stock
F-InKind
Hill Michael Douglass
CFO & Treasurer
C-Suite Officer 11 070
Value: $49.9K
Dec 16, 2024
Sell
Common Stock
F-InKind
Mcdonald John T
CEO
CEO / President 17 833
Value: $80.4K
Dec 16, 2024
Sell
Common Stock
F-InKind
Smith Matthew Harnden
General Counsel And Secretary
Officer 6 197
Value: $27.9K

About Insider Power

Insider Power is a proprietary algorithm developed by StockInvest.us to evaluate the significance of insider transactions. The calculation considers the size, type, and timing of transactions, as well as the insider’s role within the company.

It is important to note that, in general, there is little to no correlation between insider transactions and short-term stock price movements. In one of our studies, only 0.22%* of stocks with insider activity showed a measurable correlation — and even then, it was unclear whether the effect was caused by insider actions or simply by the stock’s broader trend.

While our algorithms are designed to highlight potentially meaningful signals, these cannot be regarded as statistically significant on their own. Insider trading activity should therefore be seen as informative rather than as direct trading guidance. The Insider Power metric was created to present this information in a clearer and more accessible way, helping investors better understand the possible context of insider activity.

* October 6th, 2025 - Tested on 5562 stocks

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ABOUT UPLAND SOFTWARE
Upland Software
Upland Software, Inc. provides cloud-based enterprise work management software in the United States, the United Kingdom, Canada, and internationally. It offers a family of software applications under the Upland brand in the areas of marketing, sales, contact center, project management, information technology, business operations, and human resources and legal. The company also provides professional services, such as implementation, data extractio...
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