SEC ownership of Upland Software, Inc.

Top holders, 13D/G large-stake signals, insider positions, and transaction flow tied to CIK 0001505155.

Comparable stake leader

Petrus Paulus van Schaick

Disclosed value leader

Petrus Paulus van Schaick

Comparable rows

50/50

Latest evidence

16 Jun 2026

Ownership snapshot CIK-linked ownership evidence from parsed SEC filings. 3 signals
Comparable ownership rows
50 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
16 Jun 2026
Freshness: Most recent filing date in this holder set
Issuer Names, identifiers, and filing context for this profile. 2 identity fields
Issuer CIK
0001505155
Issuer location
Austin, TX

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
Petrus Paulus van Schaick
Comparable rows
50/50
Latest evidence
16 Jun 2026
13D/G 3/4/5 13F Lead comparable stake: 9% 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%.

50 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
Timothy Mattox
3/4/5
Director
1.5%
$993,048
419,008 shares
27 Oct 2025
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
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: -$34,064.

Buys
$0
Insiders: 0
Sells
$34,064
Insiders: 1
Net
-$34,064
Shares: -14,438
Window
Last 12 months
4 rolling buckets
Buy value Sell value
Shares: 0 Shares: 14,438
Window (months) Buy shares Sell shares Buy value Sell value Net value
0-3 0 0 $0 $0 $0
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 20 reporting-owner rows connected to Upland Software, Inc.. Open a relationship link for the CIK-to-CIK filing trail.

Rows
20
Largest Forms 3/4/5 holder
ESW Capital, LLC
Net 12M change
-$34,064
Latest report
16 Jun 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% Median 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
Timothy Mattox Director $993,048 Mixed 27 Oct 2025
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 Median 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 Median 16 Jun 2026
Teresa Miles Walsh Director $342,441 Mixed 27 Oct 2025
Sean Nathaniel CEO and President $334,429 Median 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

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
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
Karen Cummings UPLD Common Stock Tax liability -11.8% -40,993 306,432 30 Jun 2025 Direct
* marks a reported price that did not pass the local price check.
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