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
50/50
Latest evidence
21 May 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
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.
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%
|
$3,064,621,904
69,809,155 shares
|
$0 | 31 Dec 2024 |
| Bentley Corinne Patricia |
13D/G
|
13%
|
$1,291,895,798
38,621,698 shares
|
-$266,255,845 | 31 Mar 2026 |
| BlackRock, Inc. |
13D/G
13F
Company
|
6.6%
|
$730,432,951
19,138,817 shares
|
+$201,399,377 | 31 Dec 2025 |
| Gregory S. Bentley 2009 Gift Trust |
13D/G
Joseph P. Logan
|
4.6%
|
$751,453,904
13,335,473 shares
|
$0 | 30 Jun 2025 |
| KAYNE ANDERSON RUDNICK INVESTMENT MANAGEMENT LLC |
13D/G
13F
Company
|
4.4%
|
$507,348,172
12,870,324 shares
|
$0 | 31 Dec 2025 |
| Keith A. Bentley |
3/4/5
Director, 10%+ Owner
|
5.7%
|
$616,076,910
16,632,746 shares
|
-$8,330,511 | 19 Mar 2026 |
| Raymond B. Bentley |
3/4/5
Director, 10%+ Owner
|
5.1%
|
$556,708,903
15,029,938 shares
|
-$50,316,762 | 19 Mar 2026 |
| Barry J. Bentley |
3/4/5
Director, 10%+ Owner
|
4.1%
|
$441,907,349
11,930,544 shares
|
— | 19 Mar 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: -$62,946,884.
| Window (months) | Buy shares | Sell shares | Buy value | Sell value | Net value |
|---|---|---|---|---|---|
| 0-3 | 0 | 0 | $0 | $0 | $0 |
| 3-6 | 0 | 100 | $0 | $4,001 | -$4,001 |
| 6-9 | 0 | 560 | $0 | $24,091 | -$24,091 |
| 9-12 | 0 | 1,227,029 | $0 | $62,918,791 | -$62,918,791 |
Reporting owners
Showing 1-19 of 19 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 | $616,076,910 | -$8,330,511 | -1.3% | Mixed | 19 Mar 2026 |
| Raymond B. Bentley | Director, 10%+ Owner | $556,708,903 | -$50,316,762 | -8.3% | Mixed | 19 Mar 2026 |
| Barry J. Bentley | Director, 10%+ Owner | $441,907,349 | Mixed | 19 Mar 2026 | ||
| Gregory S. Bentley | Executive Chair & President, Director, 10%+ Owner | $273,042,827 | -$2,041,577 | -0.74% | Median | 23 Apr 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 | $35,884,139 | -$2,233,943 | -5.9% | Median | 03 May 2026 |
| Richard P. Bentley | 10%+ Owner | $23,335,915 | Mixed | 14 Jun 2021 | ||
| Nicholas Cumins | Chief Executive Officer, Director | $19,699,316 | Mixed | 19 Mar 2026 | ||
| Kirk B. Griswold | Director | $16,437,248 | Median | 21 May 2026 | ||
| Werner Andre | Chief Financial Officer | $13,959,190 | Mixed | 19 Mar 2026 | ||
| James K. Lee | Chief Operating Officer | $8,183,913 | Mixed | 19 Mar 2026 | ||
| Brock Ballard | Chief Revenue Officer | $3,475,648 | Mixed | 19 Mar 2026 | ||
| Julien Moutte | Chief Technology Officer | $3,441,185 | Mixed | 01 Apr 2026 | ||
| Michael M. Campbell | Chief Product Officer | $3,384,271 | Mixed | 12 Dec 2024 | ||
| Brian F. Hughes | Director | $1,422,360 | Median | 21 May 2026 | ||
| Janet B. Haugen | Director | $1,236,153 | Median | 21 May 2026 | ||
| Thomas F. Trimback | Chief Accounting Officer | $737,882 | -$24,091 | -3.2% | Mixed | 29 Mar 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 |
|---|---|---|---|---|---|---|---|---|---|---|
| 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 | ||
| Gregory S. Bentley | BSY | Class B Common Stock | Award | 0.04% | 3,019 | 7,617,860 | 19 Mar 2026 | Direct | ||
| Kirk B. Griswold | BSY | Class B Common Stock | Award | 0.02% | 70 | 461,282 | 19 Mar 2026 | Direct | ||
| James K. Lee | BSY | Class B Common Stock | Award | 0.17% | 375 | 220,948 | 19 Mar 2026 | Direct | ||
| Nicholas Cumins | BSY | Class B Common Stock | Award | 0.13% | 707 | 531,839 | 19 Mar 2026 | Direct | ||
| Raymond B. Bentley | BSY | Class B Common Stock | Award | 0.01% | 1,671 | 14,812,284 | 19 Mar 2026 | Direct | ||
| Keith A. Bentley | BSY | Class B Common Stock | Award | 0.02% | 845 | 3,843,171 | 19 Mar 2026 | Direct | ||
| Werner Andre | BSY | Class B Common Stock | Award | 0.06% | 243 | 376,868 | 19 Mar 2026 | Direct | ||
| David R. Shaman | BSY | Class B Common Stock | Award | 0.08% | 546 | 659,575 | 19 Mar 2026 | Direct | ||
| Barry J. Bentley | BSY | Class B Common Stock | Award | 3 | 11,837,890 | 19 Mar 2026 | Direct | |||
| Brock Ballard | BSY | Class B Common Stock | Award | 0.17% | 163 | 93,835 | 19 Mar 2026 | Direct | ||
| Julien Moutte | BSY | Class B Common Stock | Tax liability | -0.46% | -431 | 93,000 | 17 Mar 2026 | Direct | ||
| David R. Shaman | BSY | Class B Common Stock | Tax liability | -0.15% | -984 | 659,029 | 17 Mar 2026 | Direct | ||
| Brock Ballard | BSY | Class B Common Stock | Tax liability | -0.31% | -293 | 93,672 | 17 Mar 2026 | Direct | ||
| Werner Andre | BSY | Class B Common Stock | Tax liability | -0.4% | -1,503 | 376,625 | 17 Mar 2026 | Direct | ||
| Nicholas Cumins | BSY | Class B Common Stock | Tax liability | -0.46% | -2,430 | 531,132 | 17 Mar 2026 | Direct | ||
| Nicholas Cumins | BSY | Class B Common Stock | Tax liability | -1.23% | -6,626 | 533,562 | 13 Mar 2026 | Direct | ||
| Julien Moutte | BSY | Class B Common Stock | Tax liability | -5.06% | -4,978 | 93,431 | 13 Mar 2026 | Direct | ||
| James K. Lee | BSY | Class B Common Stock | Tax liability | -0.34% | -747 | 220,573 | 13 Mar 2026 | Direct | ||
| David R. Shaman | BSY | Class B Common Stock | Tax liability | -0.69% | -4,587 | 660,013 | 13 Mar 2026 | Direct | ||
| Brock Ballard | BSY | Class B Common Stock | Tax liability | -4.23% | -4,147 | 93,965 | 13 Mar 2026 | Direct | ||
| Werner Andre | BSY | Class B Common Stock | Tax liability | -1.33% | -5,096 | 378,128 | 13 Mar 2026 | Direct | ||
| Thomas F. Trimback | BSY | Class B Common Stock | Tax liability | -2.26% | -451 | 19,471 | 13 Mar 2026 | Direct | ||
| Raymond B. Bentley | BSY | Class B Common Stock | Gift | -1.66% | -250,000 | 14,810,613 | 12 Mar 2026 | Direct | ||
| Gregory S. Bentley | BSY | Class B Common Stock | Sale | $4,001 | $40.01 | -100 | 7,614,841 | 10 Mar 2026 | Direct | |
| James K. Lee | BSY | Class B Common Stock | Award | 28.4% | 48,904 | 221,320 | 06 Mar 2026 | Direct | ||
| Julien Moutte | BSY | Class B Common Stock | Award | 26.3% | 20,493 | 98,409 | 06 Mar 2026 | Direct | ||
| Nicholas Cumins | BSY | Class B Common Stock | Award | 23.5% | 102,946 | 540,188 | 06 Mar 2026 | Direct | ||
| Thomas F. Trimback | BSY | Class B Common Stock | Award | 25% | 3,982 | 19,922 | 06 Mar 2026 | Direct | ||
| Werner Andre | BSY | Class B Common Stock | Award | 6% | 21,706 | 383,224 | 06 Mar 2026 | Direct | ||
| Brock Ballard | BSY | Class B Common Stock | Award | 25.2% | 19,769 | 98,112 | 06 Mar 2026 | Direct | ||
| David R. Shaman | BSY | Class B Common Stock | Award | 2.91% | 18,769 | 664,600 | 06 Mar 2026 | Direct | ||
| Gregory S. Bentley | BSY | Class B Common Stock | Gift | -0.02% | -1,344 | 7,614,941 | 03 Mar 2026 | Direct | ||
| Thomas F. Trimback | BSY | Class B Common Stock | Tax liability | -1.85% | -300 | 15,940 | 30 Jan 2026 | Direct | ||
| Gregory S. Bentley | BSY | Class B Common Stock | Tax liability | -0.21% | -16,081 | 7,616,285 | 23 Jan 2026 | Direct | ||
| Gregory S. Bentley | BSY | Class B Common Stock | Award | 0.48% | 36,765 | 7,632,366 | 23 Jan 2026 | Direct | ||
| David R. Shaman | BSY | Class B Common Stock | Tax liability | -0.84% | -5,478 | 645,831 | 23 Jan 2026 | Direct | ||
| David R. Shaman | BSY | Class B Common Stock | Award | 2.92% | 18,456 | 651,211 | 23 Jan 2026 | Direct | ||
| Brock Ballard | BSY | Class B Common Stock | Tax liability | -5.97% | -4,977 | 78,343 | 23 Jan 2026 | Direct | ||
| Brock Ballard | BSY | Class B Common Stock | Award | 26.3% | 17,343 | 83,320 | 23 Jan 2026 | Direct | ||
| Thomas F. Trimback | BSY | Class B Common Stock | Tax liability | -7.06% | -1,234 | 16,240 | 23 Jan 2026 | Direct |