Comparable stake leader
Richard P. Bentley
Top holders, 13D/G large-stake signals, insider positions, and transaction flow tied to CIK 0001031308.
Comparable stake leader
Richard P. Bentley
Disclosed value leader
Richard P. Bentley
Comparable rows
6/50
Latest evidence
10 Nov 2026
Ownership snapshot
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.
Quick read
6 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.
Ownership % is shown only when SEC disclosures are safely comparable across share classes.
| Holder | Evidence | Ownership % | Position | 12M Net Δ | As of |
|---|---|---|---|---|---|
| Richard P. Bentley |
13D/G
3/4/5
Barry J. Bentley · 10%+ Owner
|
63%
Reported 13D/G
· 31 Dec 2024
|
$3,064,621,904
69,809,155 shares
|
$0 | 31 Dec 2024 |
| Bentley Corinne Patricia |
13D/G
|
13%
Reported 13D/G
· 31 Mar 2026
|
$1,291,895,798
38,621,698 shares
|
-$266,255,845 | 31 Mar 2026 |
| Verdugo Bentley Marie T. |
13D/G
|
8.6%
Reported 13D/G
· 30 Sep 2026
|
$879,723,416
25,091,940 shares
|
$0 | 30 Sep 2026 |
| BlackRock, Inc. |
13D/G
|
5.4%
Reported 13D/G
· 30 Jun 2026
|
$469,935,990
15,722,181 shares
|
-$102,123,250 | 30 Jun 2026 |
| Gregory S. Bentley 2009 Gift Trust |
13D/G
Joseph P. Logan
|
4.6%
Reported 13D/G
· 30 Jun 2025
|
$751,453,904
13,335,473 shares
|
$0 | 30 Jun 2025 |
| KAYNE ANDERSON RUDNICK INVESTMENT MANAGEMENT LLC |
13D/G
|
4.4%
Reported 13D/G
· 31 Dec 2025
|
$507,348,172
12,870,324 shares
|
$0 | 31 Dec 2025 |
| SPT Invest Management Sarl |
3/4/5
10%+ Owner
|
—
denominator unverified
|
$1,263,626,662
24,869,645 shares
|
— | 06 Jul 2021 |
| Keith A. Bentley |
3/4/5
Director, 10%+ Owner
|
—
denominator unverified
|
$1,048,121,711
29,231,750 shares
|
-$4,517,740 | 10 Nov 2026 |
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
Net insider flow leans to selling over the last 12 months. Net value: -$48,320,572.
| Window (months) | Buy shares | Sell shares | Buy value | Sell value | Net value |
|---|---|---|---|---|---|
| 0-3 | 0 | 1,110,000 | $0 | $48,292,480 | -$48,292,480 |
| 3-6 | 0 | 0 | $0 | $0 | $0 |
| 6-9 | 0 | 100 | $0 | $4,001 | -$4,001 |
| 9-12 | 0 | 560 | $0 | $24,091 | -$24,091 |
Reporting owners
Showing 1-20 of 20 reporting-owner rows connected to BENTLEY SYSTEMS INC. Open a relationship link for the CIK-to-CIK filing trail.
| Name | Relationship | Holdings Value | Past Year Net Change | Change % | Valuation | Report Date |
|---|---|---|---|---|---|---|
| SPT Invest Management Sarl | 10%+ Owner | $1,263,626,662 | Mixed | 06 Jul 2021 | ||
| Keith A. Bentley | Director, 10%+ Owner | $1,048,121,711 | -$4,517,740 | -0.43% | Mixed | 10 Nov 2026 |
| Raymond B. Bentley | Director, 10%+ Owner | $659,830,254 | -$43,324,740 | -6.2% | Mixed | 05 Nov 2026 |
| Barry J. Bentley | Director, 10%+ Owner | $356,604,139 | Mixed | 29 Sep 2026 | ||
| Gregory S. Bentley | Executive Chair & President, Director, 10%+ Owner | $250,426,048 | -$4,001 | -0% | Median | 22 Oct 2026 |
| David J. Hollister | Chief Investment Officer | $99,810,758 | Mixed | 07 Mar 2023 | ||
| Gus Bergsma | Mr. Bergsma is the Company's former Chief Revenue Officer. | $45,899,975 | Mixed | 24 Jan 2023 | ||
| David R. Shaman | Chief Legal Officer | $30,336,496 | Mixed | 29 Sep 2026 | ||
| Richard P. Bentley | 10%+ Owner | $23,335,915 | Mixed | 14 Jun 2021 | ||
| Werner Andre | Chief Financial Officer | $16,552,935 | -$450,000 | -2.6% | Filing P/S | 06 Nov 2026 |
| Nicholas Cumins | Chief Executive Officer, Director | $15,937,975 | Mixed | 29 Sep 2026 | ||
| Kirk B. Griswold | Director | $13,994,557 | Mixed | 29 Sep 2026 | ||
| James K. Lee | Chief Operating Officer | $6,626,971 | Mixed | 29 Sep 2026 | ||
| Michael M. Campbell | Chief Product Officer | $3,384,271 | Mixed | 12 Dec 2024 | ||
| Brock Ballard | Chief Revenue Officer | $3,302,579 | Mixed | 11 Jun 2026 | ||
| Julien Moutte | Chief Technology Officer | $2,715,865 | Mixed | 29 Sep 2026 | ||
| Andrew Rahden | Chief Revenue Officer | $2,639,854 | Mixed | 29 Sep 2026 | ||
| Brian F. Hughes | Director | $1,422,360 | Mixed | 21 May 2026 | ||
| Janet Brutschea Haugen | Director | $1,236,153 | Mixed | 21 May 2026 | ||
| Thomas F. Trimback | Chief Accounting Officer | $616,381 | -$24,091 | -3.8% | Median | 25 Oct 2026 |
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 |
|---|---|---|---|---|---|---|---|---|---|---|
| Keith A. Bentley | BSY | Class B Common Stock | Sale | -2.6% | -$4,517,740 | $45.18 | -100,000 | 3,745,254 | 10 Nov 2026 | Direct |
| Werner Andre | BSY | Class B Common Stock | Sale | -2.65% | -$450,000 | $45.00 | -10,000 | 367,843 | 06 Nov 2026 | Direct |
| Raymond B. Bentley | BSY | Class B Common Stock | Sale | -3.49% | -$23,235,614 | $46.47 | -500,000 | 13,816,404 | 05 Nov 2026 | Direct |
| Raymond B. Bentley | BSY | Class B Common Stock | Sale | -2.35% | -$13,849,662 | $40.24 | -344,203 | 14,316,404 | 30 Oct 2026 | Direct |
| Raymond B. Bentley | BSY | Class B Common Stock | Sale | -0.94% | -$5,572,969 | $40.05 | -139,135 | 14,660,607 | 26 Oct 2026 | Direct |
| Thomas F. Trimback | BSY | Class B Common Stock | Tax liability | -0.38% | -74 | 19,292 | 25 Oct 2026 | Direct | ||
| Raymond B. Bentley | BSY | Class B Common Stock | Sale | -0.11% | -$666,495 | $40.00 | -16,662 | 14,799,742 | 23 Oct 2026 | Direct |
| Gregory S. Bentley | BSY | Class B Common Stock | Tax liability | -0.36% | -27,903 | 7,716,252 | 22 Oct 2026 | Direct | ||
| Gregory S. Bentley | BSY | Class B Common Stock | Award | 0.83% | 63,793 | 7,744,155 | 22 Oct 2026 | Direct | ||
| Werner Andre | BSY | Class B Common Stock | Award | 0.05% | 199 | 377,843 | 29 Sep 2026 | Direct | ||
| Thomas F. Trimback | BSY | Class B Common Stock | Award | 0.12% | 23 | 19,366 | 29 Sep 2026 | Direct | ||
| Raymond B. Bentley | BSY | Class B Common Stock | Award | 0.01% | 2,044 | 14,816,404 | 29 Sep 2026 | Direct | ||
| Andrew Rahden | BSY | Class B Common Stock | Award | 0.2% | 174 | 88,319 | 29 Sep 2026 | Direct | ||
| Nicholas Cumins | BSY | Class B Common Stock | Award | 0.14% | 737 | 533,221 | 29 Sep 2026 | Direct | ||
| Julien Moutte | BSY | Class B Common Stock | Award | 0.12% | 106 | 90,862 | 29 Sep 2026 | Direct | ||
| James K. Lee | BSY | Class B Common Stock | Award | 0.18% | 402 | 221,712 | 29 Sep 2026 | Direct | ||
| Kirk B. Griswold | BSY | Class B Common Stock | Award | 0.02% | 85 | 468,202 | 29 Sep 2026 | Direct | ||
| David R. Shaman | BSY | Class B Common Stock | Award | 0.08% | 469 | 622,995 | 29 Sep 2026 | Direct | ||
| Keith A. Bentley | BSY | Class B Common Stock | Award | 0.03% | 1,033 | 3,845,254 | 29 Sep 2026 | Direct | ||
| Gregory S. Bentley | BSY | Class B Common Stock | Award | 0.05% | 3,691 | 7,680,362 | 29 Sep 2026 | Direct | ||
| Barry J. Bentley | BSY | Class B Common Stock | Award | 3 | 11,837,896 | 29 Sep 2026 | Direct | |||
| David R. Shaman | BSY | Class B Common Stock | Tax liability | -1.06% | -6,665 | 622,681 | 31 Aug 2026 | Direct | ||
| Gregory S. Bentley | BSY | Class B Common Stock | Gift | -0.17% | -13,192 | 7,676,671 | 27 Aug 2026 | Direct | ||
| Gregory S. Bentley | BSY | Class B Common Stock | Gift | -0.01% | -984 | 7,689,863 | 12 Aug 2026 | Direct | ||
| David R. Shaman | BSY | Class B Common Stock | Tax liability | -0.16% | -1,040 | 629,346 | 02 Aug 2026 | Direct | ||
| Gregory S. Bentley | BSY | Class B Common Stock | Tax liability | -0.35% | -26,698 | 7,690,847 | 23 Jul 2026 | Direct | ||
| Gregory S. Bentley | BSY | Class B Common Stock | Award | 0.8% | 61,037 | 7,717,545 | 23 Jul 2026 | Direct | ||
| David R. Shaman | BSY | Class B Common Stock | Tax liability | -0.11% | -704 | 629,731 | 08 Jul 2026 | Direct | ||
| Werner Andre | BSY | Class B Common Stock | Award | 0.08% | 301 | 377,169 | 11 Jun 2026 | Direct | ||
| Thomas F. Trimback | BSY | Class B Common Stock | Award | 0.22% | 42 | 19,376 | 11 Jun 2026 | Direct | ||
| Raymond B. Bentley | BSY | Class B Common Stock | Award | 0.01% | 2,076 | 14,814,360 | 11 Jun 2026 | Direct | ||
| Nicholas Cumins | BSY | Class B Common Stock | Award | 0.17% | 878 | 532,717 | 11 Jun 2026 | Direct | ||
| Julien Moutte | BSY | Class B Common Stock | Award | 0.22% | 201 | 90,367 | 11 Jun 2026 | Direct | ||
| James K. Lee | BSY | Class B Common Stock | Award | 0.21% | 466 | 221,414 | 11 Jun 2026 | Direct | ||
| Kirk B. Griswold | BSY | Class B Common Stock | Award | 0.02% | 86 | 468,117 | 11 Jun 2026 | Direct | ||
| Keith A. Bentley | BSY | Class B Common Stock | Award | 0.03% | 1,050 | 3,844,221 | 11 Jun 2026 | Direct | ||
| Brock Ballard | BSY | Class B Common Stock | Award | 0.22% | 202 | 94,037 | 11 Jun 2026 | Direct | ||
| Barry J. Bentley | BSY | Class B Common Stock | Award | 3 | 11,837,893 | 11 Jun 2026 | Direct | |||
| Gregory S. Bentley | BSY | Class B Common Stock | Award | 0.05% | 3,749 | 7,656,508 | 11 Jun 2026 | Direct | ||
| David R. Shaman | BSY | Class B Common Stock | Award | 0.1% | 620 | 630,435 | 11 Jun 2026 | Direct | ||
| Kirk B. Griswold | BSY | Class B Common Stock | Award | 1.46% | 6,749 | 468,031 | 21 May 2026 | Direct | ||
| Janet Brutschea Haugen | BSY | Class B Common Stock | Award | 23.7% | 6,749 | 35,198 | 21 May 2026 | Direct | ||
| Brian F. Hughes | BSY | Class B Common Stock | Award | 20% | 6,749 | 40,500 | 21 May 2026 | Direct | ||
| David R. Shaman | BSY | Class B Common Stock | Tax liability | -0.8% | -5,287 | 654,288 | 03 May 2026 | Direct | ||
| Gregory S. Bentley | BSY | Class B Common Stock | Tax liability | -0.35% | -27,133 | 7,652,759 | 23 Apr 2026 | Direct | ||
| Gregory S. Bentley | BSY | Class B Common Stock | Award | 0.81% | 62,032 | 7,679,892 | 23 Apr 2026 | Direct | ||
| Julien Moutte | BSY | Class B Common Stock | Tax liability | -3.23% | -3,007 | 90,166 | 01 Apr 2026 | Direct | ||
| Thomas F. Trimback | BSY | Class B Common Stock | Tax liability | -0.88% | -172 | 19,334 | 29 Mar 2026 | Direct | ||
| Thomas F. Trimback | BSY | Class B Common Stock | Award | 0.18% | 35 | 19,506 | 19 Mar 2026 | Direct | ||
| Julien Moutte | BSY | Class B Common Stock | Award | 0.19% | 173 | 93,173 | 19 Mar 2026 | Direct |