Comparable stake leader
Petrus Paulus van Schaick
SEC ownership of Upland Software, Inc.
Top holders, 13D/G large-stake signals, insider positions, and transaction flow tied to CIK 0001505155.
Disclosed value leader
ESW Capital, LLC
Comparable rows
13/50
Latest evidence
17 Aug 2026
- Public ticker
- UPLD on Nasdaq
- Parsed ownership sources
-
13D/G, 3/4/5, and 13F
Source: Parsed SEC ownership filingsUse: Compare filing families carefully
- Largest SEC-reported holder
-
Petrus Paulus van Schaick
Ranking: Comparable ownership first, then disclosed value
- Comparable ownership rows
-
13 of 50
Meaning: Rows with safely comparable ownership %
- Latest 13D/G holder
-
Petrus Paulus van Schaick
Source: Latest parsed Schedule 13D/G stake
- Latest parsed ownership date
-
17 Aug 2026
Freshness: Most recent filing date in this holder set
- Issuer CIK
- 0001505155
- Issuer location
- Austin, TX
Ownership snapshot
CIK-linked ownership evidence from parsed SEC filings.
3 signals
Issuer
Names, identifiers, and filing context for this profile.
2 identity fields
Ownership snapshot
Top shareholders of Upland Software, Inc. (13F + 13D/G + 3/4/5)
Grouped by holder across the latest SEC ownership disclosures. Start with comparable ownership when available, then verify the linked 13F, 13D/G, or 3/4/5 evidence.
Comparable stake leader
Petrus Paulus van Schaick
Disclosed value leader
ESW Capital, LLC
Comparable rows
13/50
Latest evidence
17 Aug 2026
13D/G
3/4/5
13F
Lead comparable stake: 9%
37 rows are not safely comparable across share classes.
13D/G row: Petrus Paulus van Schaick
Showing 1-8 of 50 holder rows.
Quick read
Petrus Paulus van Schaick leads the comparable SEC ownership view at 9%.
13 of 50 rows have a safely comparable ownership percentage. Use this as a filing-backed starting point, then open the detailed table for source links, reporting role, position value, share count, and filing date.
Open SEC evidence
Opens Petrus Paulus van Schaick's linked filing trail.
Comparable ownership
Top 5
Petrus Paulus van Schaick
9%
CastleKnight Master Fund LP
3.7%
Mcdonald John T.
10%
Dan Doman
3.1%
Michael Douglass Hill
1.9%
Ownership % is shown only when SEC disclosures are safely comparable across share classes.
Detailed SEC evidence table Showing 1-8 of 50 holder rows
| Holder | Evidence | Ownership % | Position | 12M Net Δ | As of |
|---|---|---|---|---|---|
| Petrus Paulus van Schaick |
13D/G
Jalak Investments B.V.
|
9%
|
$6,162,000
2,600,000 shares
|
+$1,422,000 | 30 Sep 2025 |
| CastleKnight Master Fund LP |
13D/G
|
3.7%
|
$2,458,545
1,020,143 shares
|
$0 | 31 Dec 2024 |
| Mcdonald John T. |
3/4/5
Director
|
10%
|
$2,000,178
3,004,625 shares
|
-$34,064 | 30 Apr 2026 |
| Dan Doman |
3/4/5
Chief Operating & Product Ofcr
|
3.1%
|
$595,571
894,251 shares
|
— | 16 Jun 2026 |
| Michael Douglass Hill |
3/4/5
CFO, Treasurer & Secretary
|
1.9%
|
$361,904
543,402 shares
|
— | 16 Jun 2026 |
| Karen Cummings |
3/4/5
President and COO
|
1.1%
|
$597,542
306,432 shares
|
— | 30 Jun 2025 |
| David May |
3/4/5
Director
|
0.66%
|
$453,705
191,437 shares
|
— | 27 Oct 2025 |
| Teresa Miles Walsh |
3/4/5
Director
|
0.5%
|
$342,441
144,490 shares
|
— | 27 Oct 2025 |
How to read this table
Rows are grouped by holder and ranked first by SEC-reported ownership % when it is safely comparable, then by disclosed holdings value. — indicates unavailable or non-comparable values; "mixed-class rows" means the latest filing spans non-comparable classes.
Forms 3/4/5 flow
Insider trading overview
Net insider flow leans to selling over the last 12 months. Net value: -$59,751.
Buys
$0
Insiders: 0
Sells
$59,751
Insiders: 2
Net
-$59,751
Shares: -20,285
Window
Last 12 months
4 rolling buckets
Buy value
Sell value
Shares: 0
Shares: 20,285
| Window (months) | Buy shares | Sell shares | Buy value | Sell value | Net value |
|---|---|---|---|---|---|
| 0-3 | 0 | 5,847 | $0 | $25,687 | -$25,687 |
| 3-6 | 0 | 0 | $0 | $0 | $0 |
| 6-9 | 0 | 0 | $0 | $0 | $0 |
| 9-12 | 0 | 14,438 | $0 | $34,064 | -$34,064 |
Reporting owners
Insider holders from Forms 3/4/5
Showing 1-20 of 22 reporting-owner rows connected to Upland Software, Inc.. Open a relationship link for the CIK-to-CIK filing trail.
Rows
22
Largest Forms 3/4/5 holder
ESW Capital, LLC
Net 12M change
-$59,751
Latest report
17 Aug 2026
| Name | Relationship | Holdings Value | Past Year Net Change | Change % | Valuation | Report Date |
|---|---|---|---|---|---|---|
| ESW Capital, LLC | 10%+ Owner | $8,314,476 | Mixed | 19 May 2021 | ||
| Mcdonald John T. | Director | $2,000,178 | -$34,064 | -1.7% | Mixed | 30 Apr 2026 |
| Rodney C. Favaron | President | $1,561,601 | Mixed | 16 Jun 2022 | ||
| ULYSSES AGGREGATOR, LP | 10%+ Owner | $1,160,461 | Mixed | 23 Aug 2022 | ||
| Oliver Robert MacFarlane Yates | Chief Sales Officer | $1,059,097 | Mixed | 16 Mar 2024 | ||
| Paul Kenneth Miller | Chief Operating Officer | $965,274 | Mixed | 16 Dec 2023 | ||
| Kinloch Gill III | CLO and Secretary | $897,060 | Mixed | 16 Sep 2023 | ||
| Matthew Breslin | Chief Revenue Officer | $691,500 | Mixed | 06 Feb 2024 | ||
| Karen Cummings | President and COO | $597,542 | Mixed | 30 Jun 2025 | ||
| Dan Doman | Chief Operating & Product Ofcr | $595,571 | Mixed | 16 Jun 2026 | ||
| Joe Ross | Director | $546,492 | Mixed | 31 Jul 2023 | ||
| Ian Burk | Chief Business Officer | $493,487 | Mixed | 16 Dec 2022 | ||
| David May | Director | $453,705 | Mixed | 27 Oct 2025 | ||
| Michael Douglass Hill | CFO, Treasurer & Secretary | $361,904 | Mixed | 16 Jun 2026 | ||
| Teresa Miles Walsh | Director | $342,441 | Mixed | 27 Oct 2025 | ||
| Sean Nathaniel | CEO and President | $334,429 | Mixed | 16 Jun 2026 | ||
| David H. S. Chung | Director | $295,027 | Mixed | 27 Oct 2025 | ||
| Stephen E. Courter | Director | $294,429 | Mixed | 27 Oct 2025 | ||
| Matthew Harnden Smith | General Counsel and Secretary | $242,710 | Mixed | 16 Jun 2025 | ||
| Timothy Mattox | Director | $154,308 | -$25,687 | -14% | Filing P/S | 07 Aug 2026 |
Recent insider transactions for Upland Software, Inc.
Showing up to 300 recent insider transactions from the last 12 months.
| Insider | Symbol | Class | Transaction | % | SEC-reported value | SEC-reported price | Shares | Shares owned | Date | Ownership |
|---|---|---|---|---|---|---|---|---|---|---|
| Jennifer L. Simon | UPLD | Common Stock | Award | 30,000 | 30,000 | 17 Aug 2026 | Direct | |||
| Jennifer L. Simon | UPLD | Performance Share Unit | Award | 6,666 | 6,666 | 17 Aug 2026 | Direct | |||
| Timothy Mattox | UPLD | Common Stock | Sale | -2.3% | $3,627 | $4.28 | -847 | 36,053 | 07 Aug 2026 | Direct |
| Timothy Mattox | UPLD | Common Stock | Sale | -2.64% | $4,270 | $4.27 | -1,000 | 36,900 | 06 Aug 2026 | Direct |
| Timothy Mattox | UPLD | Common Stock | Sale | -2.57% | $4,530 | $4.53 | -1,000 | 37,900 | 05 Aug 2026 | Direct |
| Timothy Mattox | UPLD | Common Stock | Sale | -2.51% | $4,330 | $4.33 | -1,000 | 38,900 | 04 Aug 2026 | Direct |
| Timothy Mattox | UPLD | Common Stock | Sale | -2.44% | $4,450 | $4.45 | -1,000 | 39,900 | 03 Aug 2026 | Direct |
| Timothy Mattox | UPLD | Common Stock | Sale | -2.39% | $4,480 | $4.48 | -1,000 | 40,900 | 31 Jul 2026 | Direct |
| Michael Douglass Hill | UPLD | Common Stock | Tax liability | -2.28% | -8,931 | 383,360 | 16 Jun 2026 | Direct | ||
| Sean Nathaniel | UPLD | Common Stock | Tax liability | -3.57% | -18,605 | 502,146 | 16 Jun 2026 | Direct | ||
| Dan Doman | UPLD | Common Stock | Tax liability | -3.2% | -29,515 | 894,251 | 16 Jun 2026 | Direct | ||
| Sean Nathaniel | UPLD | Common Stock | Award | 2409.5% | 500,000 | 520,751 | 04 Jun 2026 | Direct | ||
| Sean Nathaniel | UPLD | Performance-based Restricted Stock Unit June 2026 | Award | 133,333 | 133,333 | 04 Jun 2026 | Direct | |||
| Mcdonald John T. | UPLD | Common Stock | Award | 10.5% | 250,000 | 2,640,887 | 30 Apr 2026 | Direct | ||
| Mcdonald John T. | UPLD | Performance Share Unit | Disposed to Issuer | -100% | -250,000 | 0 | 30 Apr 2026 | Direct | ||
| Mcdonald John T. | UPLD | Common Stock | Tax liability | -0.77% | -18,605 | 2,390,887 | 16 Mar 2026 | Direct | ||
| Michael Douglass Hill | UPLD | Common Stock | Tax liability | -2.23% | -8,931 | 392,291 | 16 Mar 2026 | Direct | ||
| Dan Doman | UPLD | Common Stock | Tax liability | -3.5% | -33,491 | 923,766 | 16 Mar 2026 | Direct | ||
| Dan Doman | UPLD | Common Stock | Award | 11.7% | 100,000 | 957,257 | 27 Feb 2026 | Direct | ||
| Michael Douglass Hill | UPLD | Common Stock | Award | 21.1% | 70,000 | 401,222 | 23 Feb 2026 | Direct | ||
| Dan Doman | UPLD | Common Stock | Award | 21.2% | 150,000 | 857,257 | 23 Feb 2026 | Direct | ||
| Dan Doman | UPLD | Common Stock | Tax liability | -3.36% | -24,595 | 707,257 | 16 Dec 2025 | Direct | ||
| Mcdonald John T. | UPLD | Common Stock | Tax liability | -0.81% | -19,677 | 2,409,492 | 16 Dec 2025 | Direct | ||
| Michael Douglass Hill | UPLD | Common Stock | Tax liability | -2.6% | -8,856 | 331,222 | 16 Dec 2025 | Direct | ||
| David H. S. Chung | UPLD | Common Stock | Award | 25.1% | 25,000 | 124,484 | 27 Oct 2025 | Direct | ||
| Stephen E. Courter | UPLD | Common Stock | Award | 25.2% | 25,000 | 124,232 | 27 Oct 2025 | Direct | ||
| Timothy Mattox | UPLD | Common Stock | Award | 6.35% | 25,000 | 419,008 | 27 Oct 2025 | Direct | ||
| David May | UPLD | Common Stock | Award | 15% | 25,000 | 191,437 | 27 Oct 2025 | Direct | ||
| Teresa Miles Walsh | UPLD | Common Stock | Award | 20.9% | 25,000 | 144,490 | 27 Oct 2025 | Direct | ||
| Mcdonald John T. | UPLD | Common Stock | Tax liability | -0.94% | -22,956 | 2,429,169 | 16 Sep 2025 | Direct | ||
| Michael Douglass Hill | UPLD | Common Stock | Tax liability | -3.18% | -11,152 | 340,078 | 16 Sep 2025 | Direct | ||
| Dan Doman | UPLD | Common Stock | Tax liability | -3.46% | -26,236 | 731,852 | 16 Sep 2025 | Direct | ||
| Mcdonald John T. | UPLD | Common Stock | Sale | -0.59% | $34,064 | $2.36 | -14,438 | 2,452,125 | 11 Sep 2025 | Direct |
* marks a reported price that did not pass the local price check.