Upland Software, Inc.
Upland Software, Inc. (UPLD) Insider Trading
Form 4 buy vs sell counts, ratio, and sentiment — switch this quarter or last 12 months; chart and transactions below.
SEC EDGAR · FMP · UPLD · as of Jun 8, 2026
Activity summary
Buy transactions
0
P-Purchase only
Sell transactions
1
12 Months
Buy/Sell ratio
0.00
Buy/Sell (by trades)
Overall sentiment
Upland Software, Inc. insiders have been primarily selling shares over the past 12 Months. Selling activity is often driven by pre-scheduled Rule 10b5-1 plans rather than negative sentiment toward the company.
▸ Source: SEC EDGAR · Form 3 & 4 · via Financial Modeling Prep · Buy = P-Purchase only · Sell = S-Sale only
As of Jun 8, 2026
UPLD insider buying and selling by quarter
UPLD insider selling · UPLD insider buying stocks · quarterly insider activity
Mobile shows last 4Q · Desktop shows full 8Q
▸ Source: SEC EDGAR · Form 3 & 4 · via Financial Modeling Prep · last 8 quarters
As of Jun 8, 2026
Active insiders
Most active in past 12 months · UPLD ceo insider trading
Showing all insiders · Click a card to filter the transactions table below
▸ Aggregated from reportingName · top 5 by trade count (12M) · no extra API
Recent insider transactions
UPLD executive sell shares · UPLD board member insider trading · UPLD insider trading SEC filing
Scroll horizontally to see all columns
| Date | Insider | Type | Shares | Value | Filing |
|---|---|---|---|---|---|
| Apr 30, 2026 | MCDONALD JOHN T Director | Award | 250,000 | — | Form 4 |
| Mar 16, 2026 | MCDONALD JOHN T CEO · Director | Other | 18,605 | $10K | Form 4 |
| Mar 16, 2026 | Hill Michael Douglass CFO, Treasurer & Secretary | Other | 8,931 | $5K | Form 4 |
| Mar 16, 2026 | Doman Dan Chief Operating & Product Ofcr | Other | 33,491 | $18K | Form 4 |
| Feb 27, 2026 | Doman Dan Chief Operating & Product Ofcr | Award | 100,000 | — | Form 4 |
| Feb 23, 2026 | Hill Michael Douglass CFO, Treasurer & Secretary | Award | 70,000 | — | Form 4 |
| Feb 23, 2026 | Doman Dan Chief Operating & Product Ofcr | Award | 150,000 | — | Form 4 |
| Dec 16, 2025 | Doman Dan Chief Operating & Product Ofcr | Other | 24,595 | $37K | Form 4 |
| Dec 16, 2025 | MCDONALD JOHN T CEO · Director | Other | 19,677 | $29K | Form 4 |
| Dec 16, 2025 | Hill Michael Douglass CFO, Treasurer & Secretary | Other | 8,856 | $13K | Form 4 |
| Oct 27, 2025 | Chung David H S Director | Award | 25,000 | — | Form 4 |
| Oct 27, 2025 | COURTER STEPHEN E Director | Award | 25,000 | — | Form 4 |
| Oct 27, 2025 | Mattox Timothy Director | Award | 25,000 | — | Form 4 |
| Oct 27, 2025 | MAY DAVID Director | Award | 25,000 | — | Form 4 |
| Oct 27, 2025 | Walsh Teresa Miles Director | Award | 25,000 | — | Form 4 |
| Sep 16, 2025 | MCDONALD JOHN T CEO · Director | Other | 22,956 | $57K | Form 4 |
| Sep 16, 2025 | Hill Michael Douglass CFO, Treasurer & Secretary | Other | 11,152 | $28K | Form 4 |
| Sep 16, 2025 | Doman Dan Chief Operating & Product Ofcr | Other | 26,236 | $65K | Form 4 |
| Sep 11, 2025 | MCDONALD JOHN T CEO · Director | Sale | 14,438 | $34K | Form 4 |
| Jun 30, 2025 | Cummings Karen President and COO | Other | 40,993 | $80K | Form 4 |
| Jun 16, 2025 | Smith Matthew Harnden General Counsel and Secretary | Other | 3,596 | $7K | Form 4 |
| Jun 16, 2025 | MCDONALD JOHN T CEO · Director | Other | 22,957 | $42K | Form 4 |
| Jun 16, 2025 | Hill Michael Douglass CFO & Treasurer | Other | 11,152 | $21K | Form 4 |
| Jun 13, 2025 | Doman Dan Chief Product Officer | Award | 350,000 | — | Form 4 |
| Jun 16, 2025 | Doman Dan Chief Product Officer | Other | 14,758 | $27K | Form 4 |
Hill Michael Douglass
CFO, Treasurer & Secretary
Date
Mar 16
Shares
8,931
Price
$0.54
Value
$5K
Doman Dan
Chief Operating & Product Ofcr
Date
Mar 16
Shares
33,491
Price
$0.54
Value
$18K
Doman Dan
Chief Operating & Product Ofcr
Date
Feb 27
Shares
100,000
Price
—
Value
—
Hill Michael Douglass
CFO, Treasurer & Secretary
Date
Feb 23
Shares
70,000
Price
—
Value
—
Doman Dan
Chief Operating & Product Ofcr
Date
Feb 23
Shares
150,000
Price
—
Value
—
Doman Dan
Chief Operating & Product Ofcr
Date
Dec 16
Shares
24,595
Price
$1.49
Value
$37K
Hill Michael Douglass
CFO, Treasurer & Secretary
Date
Dec 16
Shares
8,856
Price
$1.49
Value
$13K
Hill Michael Douglass
CFO, Treasurer & Secretary
Date
Sep 16
Shares
11,152
Price
$2.48
Value
$28K
Doman Dan
Chief Operating & Product Ofcr
Date
Sep 16
Shares
26,236
Price
$2.48
Value
$65K
Smith Matthew Harnden
General Counsel and Secretary
Date
Jun 16
Shares
3,596
Price
$1.84
Value
$7K
Hill Michael Douglass
CFO & Treasurer
Date
Jun 16
Shares
11,152
Price
$1.84
Value
$21K
⚡ = value ≥ $1M · Award/Option price shows — · formType=4 · securityName=Common Stock · url → sec.gov/Archives/edgar
▸ Source: SEC EDGAR · Form 4 filings · ⚡ = value ≥ $1M · Award/Option price shows —
About UPLD insider trading
UPLD insider trades
Upland Software, Inc. (UPLD) insider trading data is sourced from SEC Form 4 filings submitted by corporate insiders, including Doman Dan (Chief Operating & Product Ofcr), MCDONALD JOHN T (Director), Hill Michael Douglass (CFO, Treasurer & Secretary). Over the past 12 months, 5 insiders have filed transactions with the SEC. UPLD insiders have been primarily selling, which may reflect pre-scheduled Rule 10b5-1 plan executions.
For Upland Software, Inc.'s institutional ownership breakdown and insider ownership percentage, see the Ownership tab → Ownership tab →
Frequently asked questions
UPLD insider trading · 5 questionsThe insiders of Upland Software, Inc. (UPLD) include executives and directors such as Doman Dan (Chief Operating & Product Ofcr), MCDONALD JOHN T (Director), Hill Michael Douglass (CFO, Treasurer & Secretary), among others. Over the past 12 months, 5 insiders have filed Form 4 transactions with the SEC. Insider transactions are required to be reported within 2 business days of the trade date.
▸ Source: FMP /stable/insider-trading/search · SEC EDGAR Form 3 & 4 · acquisitionOrDisposition A=Buy, D=Sell · RSU vesting (M-Exempt) excluded from sentiment bar · As of Jun 8, 2026