ISSUER PROFILE · CIK 0001505155
Upland Software, Inc.UPLD
3 13D/G filings
3 distinct filers
25 insider transactions (365d)
Cross-Reference Snapshot
Distinct filers
3
multi-activist cluster
Insiders (365d)
25
9 buys · 2 sales
Latest short DTC
2.57
as of 2026-05-29
13D/G Filings Timeline · 3 total
Form 4 Insider Transactions · last 365d
| Date | Insider | Role | Type | Shares | Price | Value |
|---|
| 2026-04-30 |
MCDONALD JOHN T |
director |
Award |
250,000 |
— |
— |
| 2026-04-30 |
MCDONALD JOHN T |
director |
Disposition |
250,000 |
— |
— |
| 2026-03-16 |
MCDONALD JOHN T |
director, officer |
F |
18,605 |
$0.54 |
$10K |
| 2026-03-16 |
Hill Michael Douglass |
officer |
F |
8,931 |
$0.54 |
$5K |
| 2026-03-16 |
Doman Dan |
officer |
F |
33,491 |
$0.54 |
$18K |
| 2026-02-27 |
Doman Dan |
officer |
Award |
100,000 |
— |
— |
| 2026-02-23 |
Hill Michael Douglass |
officer |
Award |
70,000 |
— |
— |
| 2026-02-23 |
Doman Dan |
officer |
Award |
150,000 |
— |
— |
| 2025-12-16 |
Doman Dan |
officer |
F |
24,595 |
$1.49 |
$37K |
| 2025-12-16 |
MCDONALD JOHN T |
director, officer |
F |
19,677 |
$1.49 |
$29K |
| 2025-12-16 |
Hill Michael Douglass |
officer |
F |
8,856 |
$1.49 |
$13K |
| 2025-10-27 |
Chung David H S |
director |
Award |
25,000 |
— |
— |
| 2025-10-27 |
COURTER STEPHEN E |
director |
Award |
25,000 |
— |
— |
| 2025-10-27 |
Mattox Timothy |
director |
Award |
25,000 |
— |
— |
| 2025-10-27 |
MAY DAVID |
director |
Award |
25,000 |
— |
— |
| 2025-10-27 |
Walsh Teresa Miles |
director |
Award |
25,000 |
— |
— |
| 2025-09-16 |
MCDONALD JOHN T |
director, officer |
F |
22,956 |
$2.48 |
$57K |
| 2025-09-16 |
Hill Michael Douglass |
officer |
F |
11,152 |
$2.48 |
$28K |
| 2025-09-16 |
Doman Dan |
officer |
F |
26,236 |
$2.48 |
$65K |
| 2025-09-11 |
MCDONALD JOHN T |
director, officer |
Sale |
14,438 |
$2.36 |
$34K |
| 2025-06-30 |
Cummings Karen |
officer |
F |
40,993 |
$1.95 |
$80K |
| 2025-06-16 |
Smith Matthew Harnden |
officer |
F |
3,596 |
$1.84 |
$7K |
| 2025-06-16 |
MCDONALD JOHN T |
director, officer |
F |
22,957 |
$1.84 |
$42K |
| 2025-06-16 |
Hill Michael Douglass |
officer |
F |
11,152 |
$1.84 |
$21K |
| 2025-06-16 |
Cummings Karen |
officer |
F |
11,479 |
$1.84 |
$21K |
FINRA Short Interest History
| Settlement | Short Interest | Days to Cover | % Δ vs prior |
|---|
| 2026-05-29 |
539,728 |
2.57 |
-22.9% |
| 2026-05-15 |
700,066 |
1.22 |
+24.4% |
| 2026-04-30 |
562,875 |
2.88 |
-1.5% |
| 2026-04-15 |
571,278 |
2.66 |
-22.0% |
| 2026-03-31 |
732,805 |
1.73 |
-13.0% |
| 2026-03-13 |
842,712 |
1.34 |
+46.0% |
| 2026-02-27 |
577,325 |
4.88 |
+10.1% |
| 2026-02-13 |
524,490 |
2.43 |
-7.0% |
| 2026-01-30 |
564,048 |
3.52 |
-4.2% |
| 2026-01-15 |
588,762 |
4.08 |
-5.1% |
| 2025-12-31 |
620,381 |
3.03 |
+9.6% |
| 2025-12-15 |
565,926 |
3.10 |
+37.4% |
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