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Rush Street Interactive CIO Exchanges Units, Sells 70k Shares Under 10b5-1

Filing Impact
(High)
Filing Sentiment
(Negative)
Form Type
4

Rhea-AI Filing Summary

Rush Street Interactive insider transaction: Chief Information Officer Einar Roosileht exchanged 70,000 Class A Common Units of Rush Street Interactive, L.P. for 70,000 shares of the issuer's Class A Common Stock on 09/02/2025, triggering cancellation of an equivalent number of Class V Voting Stock shares that the reporting person held. The reporting person subsequently sold 70,000 shares of Class A Common Stock under a 10b5-1 plan at a price of $21.4734 per share. After these transactions the reporting person beneficially owned 876,150 shares of Class A Common Stock and 2,184,157 shares of Class V Voting Stock was reduced by the canceled amount; the Form 4 was filed individually and signed by an attorney-in-fact.

Positive

  • Transaction executed under a 10b5-1 plan, indicating preplanned compliance with insider trading rules
  • Exchange performed under the partnership agreement, showing contractual mechanisms operated as intended
  • No new shares issued by the issuer; conversion was an exchange of existing partnership units for stock

Negative

  • Insider sold 70,000 Class A shares, reducing direct economic ownership to 876,150 shares
  • Cancellation of Class V Voting Stock decreased the reporting person’s separate voting-class holdings

Insights

TL;DR: Routine ownership exchange and plan sale, limited immediate financial impact on the company but reduces insider's Class A holdings.

The exchange of partnership units for Class A stock and the corresponding cancellation of Class V Voting Stock is executed under the partnership agreement and appears procedural. The subsequent sale of 70,000 shares under a preexisting 10b5-1 plan at $21.4734 per share converts equity into cash for the reporting person and reduces their direct economic stake in Class A common stock to 876,150 shares. These transactions do not introduce new dilution or issuance to the market by the issuer, but represent insider liquidity and a change in the mix of voting versus economic ownership disclosed on Form 4.

TL;DR: Exchange and cancellation follow governing agreements; sale executed under a 10b5-1 plan, indicating preplanned disposition.

The cancellation of an equivalent number of Class V Voting Stock upon exchange is a contractual mechanism described in the limited partnership agreement. The filing states Class V shares carry voting rights but no economic rights, and their cancellation upon conversion aligns voting and economic ownership adjustments. The sale under a 10b5-1 plan suggests compliance with insider trading rules and reduces the reporting person’s direct Class A economic ownership, while governance control metrics should be reviewed separately for broader implications.

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*
ROOSILEHT EINAR

(Last) (First) (Middle)
C/O RUSH STREET INTERACTIVE, INC.
900 N. MICHIGAN AVENUE, SUITE 950

(Street)
CHICAGO IL 60611

(City) (State) (Zip)
2. Issuer Name and Ticker or Trading Symbol
Rush Street Interactive, Inc. [ RSI ]
5. Relationship of Reporting Person(s) to Issuer
(Check all applicable)
Director 10% Owner
X Officer (give title below) Other (specify below)
Chief Information Officer
3. Date of Earliest Transaction (Month/Day/Year)
09/02/2025
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 A Common Stock 09/02/2025 C 70,000 A $0(1) 946,150 D
Class V Voting Stock 09/02/2025 D 70,000 D $0(1) 2,184,157(1)(2) D
Class A Common Stock 09/02/2025 S(3) 70,000 D $21.4734 876,150 D
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
Class A Common Units of Rush Street Interactive, L.P. (4) 09/02/2025 C 70,000 (4) (4) Class A Common Stock 70,000 $0 2,184,157 D
Explanation of Responses:
1. On September 2, 2025, the reporting person exchanged, pursuant to the Amended and Restated Limited Partnership Agreement of Rush Street Interactive, LP ("RSI LP"), 70,000 Class A Common Stock Units ("RSI Units") for 70,000 shares of Class A Common Stock of the Issuer, together with an equivalent number of Class V Voting Stock of the Issuer held by the reporting person being canceled.
2. The shares of Class V Voting Stock of the Issuer provide no economic rights in the Issuer to the holder thereof. However, each holder of Class V Voting Stock will be entitled to vote as a common stockholder of the Issuer, with the number of votes equal to the number of shares of Class V Voting Stock held at the time of such vote.
3. Shares were sold pursuant to a 10b5-1 Plan dated September 27, 2024.
4. Pursuant to the Amended and Restated Limited Partnership Agreement of RSI LP, beginning on June 29, 2021, the RSI Units beneficially owned by the reporting person may be exchanged, subject to certain conditions, for one share of Class A Common Stock of the Issuer. Upon such exchange, an equivalent number of shares of Class V Voting Stock then held by the reporting person will be canceled.
Remarks:
/s/ Kyle Sauers as Attorney-in-fact 09/03/2025
** 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

What did RSI insider Einar Roosileht do on 09/02/2025?

He exchanged 70,000 RSI LP Class A Common Units for 70,000 shares of Class A Common Stock and an equivalent number of Class V Voting Stock were canceled; he then sold 70,000 Class A shares under a 10b5-1 plan.

At what price were the 70,000 Class A shares sold?

$21.4734 per share under a 10b5-1 plan.

How many Class A shares does the reporting person own after the transactions?

876,150 shares of Class A Common Stock beneficially owned following the reported transactions.

What is the nature of Class V Voting Stock mentioned in the filing?

Class V Voting Stock provides voting rights but no economic rights, and equivalent shares were canceled upon exchange.

Was the sale discretionary or preplanned?

The sale was executed pursuant to a 10b5-1 plan dated September 27, 2024, indicating a preplanned disposition.
Rush Street Interactive Inc

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