BSY insider buying – Bentley Systems Inc
2 insider purchases since 2016 worth $1.3M by 2 different insiders. Last 12 months: 0 purchases, $0. Most recent filing: 2021-12-03.
Large company Public float $7.6B (latest 10-K, SEC).
Same time range as the chart above - each mark sits under the week of the trade. Circles = purchases (height = price paid, size = amount), red triangles = open-market sales of $50k+. Prices as reported, not adjusted for later stock splits.
Purchases are open-market buys (SEC Form 4, code "P") - insiders paying with their own money. Sales are open-market sales (code "S") of $50,000 or more; many sales are pre-planned (Rule 10b5-1) or made for taxes and diversification. Each row links to the original filing.
Bought, sold, still holding?
| Insider | Bought | First / last buy | Sold since 2016 | Holds now* | Status |
|---|---|---|---|---|---|
CEO | $999,921 1× · 21,033 sh | 2021-12-02 2021-12-02 | 16× · $73.1M last 2025-09-02 | 7,798,480 shares as of 2026-08-31 | Sold part |
| Hollister David J. Officer | $251,110 1× · 5,319 sh | 2021-12-02 2021-12-02 | 8× · $54.8M last 2023-02-02 | 1,964,392 shares as of 2023-03-09 | Sold part |
* Shares held after the insider's most recent SEC filing for this company (all share classes, direct and indirect). If an insider stops filing, later changes are not known.
Insider buying and selling by year
| Year | Purchases | Bought | Buyers | Sales | Sold |
|---|---|---|---|---|---|
| 2026 | 0 | – | – | 1 | $23.2M |
| 2025 | 0 | – | – | 11 | $69.3M |
| 2024 | 0 | – | – | 21 | $107.0M |
| 2023 | 0 | – | – | 20 | $77.3M |
| 2022 | 0 | – | – | 12 | $87.5M |
| 2021 | 2 | $1.3M | 2 | 34 | $242.2M |
| 2020 | 0 | – | – | 5 | $42.5M |
Insider purchases
| Filed | Insider | Role | Shares | Avg price | Value | Holdings | Filing |
|---|---|---|---|---|---|---|---|
| 2021-12-03 | Hollister David J. | Officer | 5,319 | $47.21 | $251,110 | +0.2% | SEC |
| 2021-12-03 | CEO | 21,033 | $47.54 | $999,921 | +0.2% | SEC |
Insider sales
| Filed | Insider | Role | Shares | Avg price | Value | Type | Filing |
|---|---|---|---|---|---|---|---|
| 2026-11-09 | Bentley Raymond B. | Director, 10% Owner | -500,000 | $46.47 | $23.2M | Pre-planned (10b5-1) | SEC |
| 2025-09-04 | BENTLEY GREGORY S | CEO | 37,160 | $54.83 | $2.0M | Sale | SEC |
| 2025-07-15 | Shaman David R. | Officer | 20,313 | $56.96 | $1.2M | Pre-planned (10b5-1) | SEC |
| 2025-07-09 | Bentley Keith A. | Director | 150,000 | $55.54 | $8.3M | Pre-planned (10b5-1) | SEC |
| 2025-07-08 | Shaman David R. | Officer | 19,156 | $54.98 | $1.1M | Pre-planned (10b5-1) | SEC |
| 2025-06-23 | Bentley Raymond B. | Director | 371,803 | $50.66 | $18.8M | Pre-planned (10b5-1) | SEC |
| 2025-06-18 | Bentley Raymond B. | Director | 628,197 | $50.11 | $31.5M | Pre-planned (10b5-1) | SEC |
| 2025-05-09 | Ballard Brock | Officer | 12,363 | $45.08 | $557,324 | Pre-planned (10b5-1) | SEC |
| 2025-03-14 | BENTLEY GREGORY S | CEO | 53,968 | $41.04 | $2.2M | Pre-planned (10b5-1) | SEC |
| 2025-03-05 | Ballard Brock | Officer | 7,684 | $43.26 | $332,417 | Pre-planned (10b5-1) | SEC |
| 2025-01-28 | Bentley Keith A. | Director | 1,152 | $46.33 | $53,372 | Pre-planned (10b5-1) | SEC |
| 2025-01-06 | Bentley Keith A. | Director | 69,573 | $46.67 | $3.2M | Pre-planned (10b5-1) | SEC |
| 2024-11-13 | Bentley Barry J. | Director | 50,000 | $48.22 | $2.4M | Pre-planned (10b5-1) | SEC |
| 2024-11-06 | Bentley Barry J. | Director | 50,000 | $48.80 | $2.4M | Pre-planned (10b5-1) | SEC |
| 2024-10-30 | Bentley Barry J. | Director | 50,000 | $48.95 | $2.4M | Pre-planned (10b5-1) | SEC |
Showing the latest 15 of 104 sales of $50,000+ since 2016.
Recent company events (SEC 8-K)
- 2026-11-05 - Quarterly results released (SEC)
Compiled automatically from public SEC filings. Not investment advice. Get every new insider purchase in the daily report.
Get every new insider purchase the day it's filed
Daily report with all SEC insider buys, cluster buys, company events and the crypto money-flow radar.
Get started free