STOCK TITAN

Bentley Systems Director cuts stake by 2.4%, keeps 15.4M shares

Filing Impact
(Moderate)
Filing Sentiment
(Neutral)
Form Type
4

Rhea-AI Filing Summary

Bentley Systems, Inc. (BSY) – Form 4 filing dated 06/23/2025 discloses insider share sales by Raymond B. Bentley, a Director and 10% owner of the company.

Transactions: Three open-market sales executed under a Rule 10b5-1 trading plan adopted on 03/13/2025:

  • 06/18/2025: 247,289 Class B shares sold at a weighted average price of $50.6432.
  • 06/18/2025: 2,400 Class B shares sold at a weighted average price of $50.9806.
  • 06/20/2025: 122,114 Class B shares sold at a weighted average price of $50.6995.
The aggregate shares sold total 371,803, representing an estimated consideration of roughly $18.8 million.

Post-transaction ownership: Bentley now holds 15,347,424 Class B shares directly and 92,654 shares indirectly through his 401(k) plan, for a combined beneficial ownership of 15,440,078 shares.

Key takeaways for investors: (1) The sizeable disposition reduces Bentley’s direct holdings by approximately 2.4% but he remains a major shareholder. (2) Sales were pre-scheduled, which may mitigate concerns about adverse informational timing. (3) No derivative transactions or option exercises were reported.

Positive

  • Sale executed under Rule 10b5-1 plan, indicating pre-scheduled intent and reducing risk of information-based trading concerns.
  • Full compliance disclosure with weighted-average pricing and post-sale ownership, reflecting transparency and robust governance.

Negative

  • Sizeable insider disposition of 371,803 shares (~$18.8 m) may signal reduced confidence and increase share supply.
  • Direct ownership dilution of roughly 2.4% for a key insider could be perceived negatively by some investors.

Insights

TL;DR: Large 10% owner sells 372k shares (~$19m); pre-planned but still a mild negative sentiment signal.

The filing shows meaningful insider selling by Raymond Bentley. While the Rule 10b5-1 plan lessens timing concerns, a 2.4% reduction in direct ownership is non-trivial and may be interpreted as diminished conviction at current valuation (~$51/share). Bentley retains over 15.4 million shares, so the transaction does not materially alter control, but it incrementally increases public float. Historical trading data suggest BSY insiders have periodically sold shares around earnings windows; the consistency of this pattern keeps the market impact moderate rather than severe.

TL;DR: Governance neutral—sale executed under compliant 10b5-1 plan; disclosure transparent; ownership still above 10%.

From a governance standpoint, the filing adheres to Section 16 reporting requirements, supplying weighted-average price ranges and offering to provide detailed breakdowns upon request—best practice transparency. The execution under a pre-arranged trading plan adopted >90 days earlier meets amended SEC cooling-off guidelines. Consequently, the sale should not attract regulatory scrutiny. Nevertheless, sustained insider selling can pressure share sentiment if repeated without offsetting positive catalysts.

Insider Bentley Raymond B.
Role Director, 10% Owner
Sold 371,803 shs ($18.84M)
Type Security Shares Price Value
Sale Class B Common Stock 122,114 $50.6995 $6.19M
Sale Class B Common Stock 247,289 $50.6432 $12.52M
Sale Class B Common Stock 2,400 $50.9806 $122K
holding Class B Common Stock -- -- --
Holdings After Transaction: Class B Common Stock — 15,347,424 shares (Direct); Class B Common Stock — 92,654 shares (Indirect, By 401(K) Plan)
Footnotes (1)
  1. The sales reported in this Form 4 were effected pursuant to a Rule 10b5-1 trading plan adopted by the Reporting Person on March 13, 2025. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions on June 18, 2025 at prices ranging from $49.96 to $50.96. The Reporting Person undertakes to provide to Bentley Systems, Incorporated, any security holder of Bentley Systems, Incorporated, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the ranges set forth in this footnote. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions on June 18, 2025 at prices ranging from $50.97 to $50.985. The Reporting Person undertakes to provide to Bentley Systems, Incorporated, any security holder of Bentley Systems, Incorporated, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the ranges set forth in this footnote. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions on June 20, 2025 at prices ranging from $50.375 to $51.16. The Reporting Person undertakes to provide to Bentley Systems, Incorporated, any security holder of Bentley Systems, Incorporated, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the ranges set forth in this footnote.
SEC Form 4
FORM 4 UNITED STATES SECURITIES AND EXCHANGE COMMISSION
Washington, D.C. 20549

STATEMENT OF CHANGES IN BENEFICIAL OWNERSHIP

Filed pursuant to Section 16(a) of the Securities Exchange Act of 1934
or Section 30(h) of the Investment Company Act of 1940
OMB APPROVAL
OMB Number: 3235-0287
Estimated average burden
hours per response: 0.5
Check this box if no longer subject to Section 16. Form 4 or Form 5 obligations may continue. See Instruction 1(b).
X
Check this box to indicate that a transaction was made pursuant to a contract, instruction or written plan for the purchase or sale of equity securities of the issuer that is intended to satisfy the affirmative defense conditions of Rule 10b5-1(c). See Instruction 10.
1. Name and Address of Reporting Person*
Bentley Raymond B.

(Last) (First) (Middle)
C/O BENTLEY SYSTEMS, INCORPORATED
685 STOCKTON DRIVE

(Street)
EXTON PA 19341

(City) (State) (Zip)
2. Issuer Name and Ticker or Trading Symbol
BENTLEY SYSTEMS INC [ BSY ]
5. Relationship of Reporting Person(s) to Issuer
(Check all applicable)
X Director X 10% Owner
Officer (give title below) Other (specify below)
3. Date of Earliest Transaction (Month/Day/Year)
06/18/2025
4. If Amendment, Date of Original Filed (Month/Day/Year)
6. Individual or Joint/Group Filing (Check Applicable Line)
X Form filed by One Reporting Person
Form filed by More than One Reporting Person
Table I - Non-Derivative Securities Acquired, Disposed of, or Beneficially Owned
1. Title of Security (Instr. 3) 2. Transaction Date (Month/Day/Year) 2A. Deemed Execution Date, if any (Month/Day/Year) 3. Transaction Code (Instr. 8) 4. Securities Acquired (A) or Disposed Of (D) (Instr. 3, 4 and 5) 5. Amount of Securities Beneficially Owned Following Reported Transaction(s) (Instr. 3 and 4) 6. Ownership Form: Direct (D) or Indirect (I) (Instr. 4) 7. Nature of Indirect Beneficial Ownership (Instr. 4)
Code V Amount (A) or (D) Price
Class B Common Stock 06/18/2025 S(1) 247,289 D $50.6432(2) 15,471,938 D
Class B Common Stock 06/18/2025 S(1) 2,400 D $50.9806(3) 15,469,538 D
Class B Common Stock 06/20/2025 S(1) 122,114 D $50.6995(4) 15,347,424 D
Class B Common Stock 92,654 I By 401(K) Plan
Table II - Derivative Securities Acquired, Disposed of, or Beneficially Owned
(e.g., puts, calls, warrants, options, convertible securities)
1. Title of Derivative Security (Instr. 3) 2. Conversion or Exercise Price of Derivative Security 3. Transaction Date (Month/Day/Year) 3A. Deemed Execution Date, if any (Month/Day/Year) 4. Transaction Code (Instr. 8) 5. Number of Derivative Securities Acquired (A) or Disposed of (D) (Instr. 3, 4 and 5) 6. Date Exercisable and Expiration Date (Month/Day/Year) 7. Title and Amount of Securities Underlying Derivative Security (Instr. 3 and 4) 8. Price of Derivative Security (Instr. 5) 9. Number of derivative Securities Beneficially Owned Following Reported Transaction(s) (Instr. 4) 10. Ownership Form: Direct (D) or Indirect (I) (Instr. 4) 11. Nature of Indirect Beneficial Ownership (Instr. 4)
Code V (A) (D) Date Exercisable Expiration Date Title Amount or Number of Shares
Explanation of Responses:
1. The sales reported in this Form 4 were effected pursuant to a Rule 10b5-1 trading plan adopted by the Reporting Person on March 13, 2025.
2. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions on June 18, 2025 at prices ranging from $49.96 to $50.96. The Reporting Person undertakes to provide to Bentley Systems, Incorporated, any security holder of Bentley Systems, Incorporated, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the ranges set forth in this footnote.
3. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions on June 18, 2025 at prices ranging from $50.97 to $50.985. The Reporting Person undertakes to provide to Bentley Systems, Incorporated, any security holder of Bentley Systems, Incorporated, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the ranges set forth in this footnote.
4. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions on June 20, 2025 at prices ranging from $50.375 to $51.16. The Reporting Person undertakes to provide to Bentley Systems, Incorporated, any security holder of Bentley Systems, Incorporated, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the ranges set forth in this footnote.
/s/ Michael T. Fischette, Attorney-in-Fact 06/23/2025
** Signature of Reporting Person Date
Reminder: Report on a separate line for each class of securities beneficially owned directly or indirectly.
* If the form is filed by more than one reporting person, see Instruction 4 (b)(v).
** Intentional misstatements or omissions of facts constitute Federal Criminal Violations See 18 U.S.C. 1001 and 15 U.S.C. 78ff(a).
Note: File three copies of this Form, one of which must be manually signed. If space is insufficient, see Instruction 6 for procedure.
Persons who respond to the collection of information contained in this form are not required to respond unless the form displays a currently valid OMB Number.

FAQ

How many Bentley Systems (BSY) shares did Raymond B. Bentley sell?

He sold 371,803 Class B shares across three transactions on 06/18 and 06/20/2025.

What was the average selling price of the BSY insider transactions?

Weighted average prices were $50.6432, $50.9806, and $50.6995 for the respective trades.

Does Raymond Bentley still own more than 10% of Bentley Systems after the sale?

Yes. Post-sale he beneficially owns 15.44 million shares, maintaining >10% ownership.

Were the sales made under a trading plan?

Yes, all sales were executed under a Rule 10b5-1 trading plan adopted on 03/13/2025.

What is the potential impact of this Form 4 on BSY stock?

Insider sales can weigh on sentiment, but the pre-planned nature and Bentley’s continued large stake may temper market reaction.