STOCK TITAN

Bentley Systems Founder Disposes of $31M in Shares via 10b5-1 Plan

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

Rhea-AI Filing Summary

Bentley Systems, Incorporated (BSY) – Form 4 Insider Transaction

Director and 10% owner Raymond B. Bentley disclosed two open-market sales of the company’s Class B common stock executed under a pre-arranged Rule 10b5-1 trading plan adopted on 13-Mar-2025.

  • 16-Jun-2025: Sold 355,103 shares at a weighted-average price of $49.9633 (range $49.33-$50.145). Post-sale direct holding: 15,992,321 shares.
  • 17-Jun-2025: Sold 273,094 shares at a weighted-average price of $50.3038 (range $49.805-$50.52). Post-sale direct holding: 15,719,227 shares.
  • Indirect holding unchanged at 92,654 shares through a 401(k) plan.

The combined disposition totals 628,197 shares, representing a significant liquidation by a major insider. No derivative security activity was reported.

The filing notes that full pricing breakdowns are available upon request and that the information was signed by Attorney-in-Fact Michael T. Fischette on 18-Jun-2025.

Positive

  • None.

Negative

  • Large insider sale: 628,197 shares disposed by a 10% owner over two trading days, potentially signaling reduced insider conviction and creating stock supply.

Insights

TL;DR: 10% holder sells 628k BSY shares; sizable supply over two days, likely mild overhang despite 10b5-1 plan.

The reported transactions remove roughly 628 k shares from insider ownership at ~$50 per share, signaling a cash raise of about $31 million. Although executed under a Rule 10b5-1 plan, the sales come from a key founder-level shareholder whose alignment with long-term value creation is closely watched. The reduction, equivalent to almost 4% of his direct stake, may create short-term technical pressure and can be interpreted as diminished confidence if repeated. No offsetting insider purchases were disclosed.

TL;DR: Pre-planned 10b5-1 trades mitigate governance concerns; disclosure appears compliant and transparent.

The filing explicitly states that the transactions were executed pursuant to a 10b5-1 plan adopted months in advance, providing an affirmative-defense shield against insider-trading allegations. The detailed footnotes and willingness to furnish price granularity reflect good disclosure practice. From a governance standpoint, the sales alone do not suggest misconduct, though shareholders should continue monitoring the cadence of future dispositions.

Insider Bentley Raymond B.
Role Director, 10% Owner
Sold 628,197 shs ($31.48M)
Type Security Shares Price Value
Sale Class B Common Stock 273,094 $50.3038 $13.74M
Sale Class B Common Stock 355,103 $49.9633 $17.74M
holding Class B Common Stock -- -- --
Holdings After Transaction: Class B Common Stock — 15,719,227 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 16, 2025 at prices ranging from $49.33 to $50.145. 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 17, 2025 at prices ranging from $49.805 to $50.52. 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)
06/16/2025
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 06/16/2025 S(1) 355,103 D $49.9633(2) 15,992,321 D
Class B Common Stock 06/17/2025 S(1) 273,094 D $50.3038(3) 15,719,227 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 16, 2025 at prices ranging from $49.33 to $50.145. 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 17, 2025 at prices ranging from $49.805 to $50.52. 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 06/18/2025
** 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 BSY shares did Raymond B. Bentley sell in June 2025?

He sold a total of 628,197 Class B shares on 16-Jun-2025 and 17-Jun-2025.

What were the average sale prices for the insider transactions at Bentley Systems (BSY)?

Weighted-average prices were $49.9633 on 16-Jun-2025 and $50.3038 on 17-Jun-2025.

Did the insider sales follow a Rule 10b5-1 plan?

Yes. The filing states the trades were executed under a Rule 10b5-1 plan adopted on 13-Mar-2025.

How many BSY shares does Raymond B. Bentley still own after the sales?

He holds 15,719,227 shares directly and 92,654 shares indirectly via a 401(k) plan.

Were any derivative securities involved in the Form 4 filing?

No. Table II shows no derivative security activity during the reported period.