Slide Insurance officer proposes $70.5K share sale

Two earlier Rule 10b5-1 sales were listed at 11,374 shares each, with reported values of $295,743.34 and $280,083.61.

Rhea-AI Filing Summary

Slide Insurance Holdings, Inc. (SLDE) officer Matthew Larson reported a proposed sale of 2,600 common shares on October 20, 2026, with an aggregate market value of $70,525.00. The shares are listed as acquired through exercising stock options for cash. The notice also lists two earlier Rule 10b5-1 sales of 11,374 shares each: on September 14, 2026, with a reported value of $295,743.34, and on September 3, 2026, with a reported value of $280,083.61.

Key Figures

Proposed shares for sale: 2,600 shares Aggregate market value: $70,525.00 Shares sold: 11,374 shares +3 more

6 metrics

Proposed shares for sale 2,600 shares Common shares listed for sale on October 20, 2026

Aggregate market value $70,525.00 Proposed sale of 2,600 common shares

Shares sold 11,374 shares September 14, 2026 Rule 10b5-1 sale

Reported sale value $295,743.34 September 14, 2026 Rule 10b5-1 sale

Shares sold 11,374 shares September 3, 2026 Rule 10b5-1 sale

Reported sale value $280,083.61 September 3, 2026 Rule 10b5-1 sale

Key Terms

Rule 144, 10b5-1 Sales, Exercise of Stock Options

3 terms

Rule 144 regulatory

"paragraph (a) of Rule 144"

Rule 144 is a U.S. securities regulation that sets conditions under which restricted or insider-held shares can be legally resold to the public, such as required holding periods, availability of public information, limits on how much can be sold at once, and certain filing requirements. For investors it matters because it determines when previously locked-up shares can enter the market — like a release valve that can increase supply, affect share price, and signal insider intent.

10b5-1 Sales regulatory

"10b5-1 Sales for Matthew Larson"

10b5-1 sales are pre-arranged stock-trading plans that let company insiders automatically buy or sell shares according to a fixed schedule or formula, even if they later learn confidential information. Think of it as setting up an automatic thermostat for trades: it creates a clear, documented path that can protect insiders from insider-trading accusations and gives investors a signal about predictable insider activity—though it can also simply be a way for insiders to diversify or raise cash.

Exercise of Stock Options financial

"Exercise of Stock Options"

FAQ

AI-generated questions and answers. How Rhea-AI works. Not financial advice.

How many SLDE shares did Matthew Larson propose to sell?

Matthew Larson reported a proposed sale of 2,600 common shares on October 20, 2026, with an aggregate market value of $70,525.00. The shares are listed as acquired through exercising stock options for cash.

AI-generated analysis. How Rhea-AI works. Not financial advice.

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Available on EDGAR 10/20/2026 - 04:25 PM EDT Accepted by SEC EDGAR 10/20/2026 - 04:24 PM EDT Learn about SEC filing dates

Form 144 Filer Information	UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 144 NOTICE OF PROPOSED SALE OF SECURITIES PURSUANT TO RULE 144 UNDER THE SECURITIES ACT OF 1933
FORM 144

144: Filer Information

Filer CIK	0002114934
Filer CCC	XXXXXXXX
Is this a LIVE or TEST Filing?	LIVE TEST
Submission Contact Information
Name
Phone
E-Mail Address

144: Issuer Information

Name of Issuer	Slide Insurance Holdings, Inc.
SEC File Number	001-42707
Address of Issuer	4221 W. Boy Scout Blvd., Suite 200 Tampa FLORIDA 33607
Phone	8137482030
Name of Person for Whose Account the Securities are To Be Sold	MATTHEW LARSON
See the definition of "person" in paragraph (a) of Rule 144. Information is to be given not only as to the person for whose account the securities are to be sold but also as to all other persons included in that definition. In addition, information shall be given as to sales by all persons whose sales are required by paragraph (e) of Rule 144 to be aggregated with sales for the account of the person filing this notice.
Relationship to Issuer	Officer

144: Securities Information

Title of the Class of Securities To Be Sold	Name and Address of the Broker	Number of Shares or Other Units To Be Sold	Aggregate Market Value	Number of Shares or Other Units Outstanding	Approximate Date of Sale	Name the Securities Exchange
Common	Morgan Stanley Smith Barney LLC Executive Financial Services 1 New York Plaza 8th Floor New York NY 10004	2600	70525.00	116811719	10/20/2026	NASDAQ

Furnish the following information with respect to the acquisition of the securities to be sold and with respect to the payment of all or any part of the purchase price or other consideration therefor:

144: Securities To Be Sold

Title of the Class	Date you Acquired	Nature of Acquisition Transaction	Name of Person from Whom Acquired	Is this a Gift?	Date Donor Acquired	Amount of Securities Acquired	Date of Payment	Nature of Payment *
Common	10/20/2026	Exercise of Stock Options	Issuer			2600	10/20/2026	Cash

* If the securities were purchased and full payment therefor was not made in cash at the time of purchase, explain in the table or in a note thereto the nature of the consideration given. If the consideration consisted of any note or other obligation, or if payment was made in installments describe the arrangement and state when the note or other obligation was discharged in full or the last installment paid.

Furnish the following information as to all securities of the issuer sold during the past 3 months by the person for whose account the securities are to be sold.

144: Securities Sold During The Past 3 Months

Name and Address of Seller	Title of Securities Sold	Date of Sale	Amount of Securities Sold	Gross Proceeds
10b5-1 Sales for MATTHEW LARSON 4221 W. Boy Scout Blvd., Suite 200 Tampa FL 33607	Common	09/14/2026	11374	295743.34
10b5-1 Sales for MATTHEW LARSON 4221 W. Boy Scout Blvd., Suite 200 Tampa FL 33607	Common	09/03/2026	11374	280083.61

144: Remarks and Signature

Remarks
Date of Notice	10/20/2026
Date of Plan Adoption or Giving of Instruction, If Relying on Rule 10b5-1	05/04/2026
ATTENTION:
The person for whose account the securities to which this notice relates are to be sold hereby represents by signing this notice that he does not know any material adverse information in regard to the current and prospective operations of the Issuer of the securities to be sold which has not been publicly disclosed. If such person has adopted a written trading plan or given trading instructions to satisfy Rule 10b5-1 under the Exchange Act, by signing the form and indicating the date that the plan was adopted or the instruction given, that person makes such representation as of the plan adoption or instruction date.
Signature	/s/ Matthew Larson
ATTENTION: Intentional misstatements or omission of facts constitute Federal Criminal Violations (See 18 U.S.C. 1001)