Hippo CEO sells 5,000 shares at $32.23

Hippo Holdings CEO Richard McCathron reported a small Rule 10b5-1 planned sale, retaining over half a million shares including RSUs.

Rhea-AI Filing Summary

Hippo Holdings Inc. (HIPO) reported that Chief Executive Officer and director Richard McCathron sold 5,000 shares of common stock on September 9, 2026 at $32.23 per share in an open-market transaction. The sale was effected pursuant to a Rule 10b5-1 trading plan dated August 29, 2025 and left him with 567,132 shares held directly, including 276,190 RSUs.

Insider Trade Summary 10b5-1

Net Seller: 5,000 shares

Net Sell 1 txn

Insider McCathron Richard

Role Chief Executive Officer

Sold 5,000 shs ($161K)

Type	Security	Shares	Price	Value
Sale	Common Stock F1, F2	5,000	$32.23	$161K

Holdings After Transaction: Common Stock — 567,132 shares (Direct)

Footnotes (2)

1. F1. Sales were effected pursuant to a Rule 10b5-1 trading plan dated August 29, 2025.
2. F2. Includes 276,190 RSUs.

Key Figures

Shares sold: 5,000 shares Sale price per share: $32.23 per share Shares held after transaction: 567,132 shares +2 more

5 metrics

Shares sold 5,000 shares Common stock sale reported for September 9, 2026

Sale price per share $32.23 per share Price for the 5,000 shares of common stock sold on September 9, 2026

Shares held after transaction 567,132 shares Direct holdings of CEO Richard McCathron following the September 9, 2026 sale

RSUs included in holdings 276,190 RSUs Restricted stock units included within the 567,132 post-transaction shares

Rule 10b5-1 plan date August 29, 2025 Date of the trading plan under which the September 9, 2026 sale was effected

Key Terms

Rule 10b5-1 trading plan, RSUs, open market

3 terms

Rule 10b5-1 trading plan regulatory

"Sales were effected pursuant to a Rule 10b5-1 trading plan dated August 29, 2025"

A Rule 10b5-1 trading plan is a pre-arranged schedule that allows company insiders to buy or sell stock at specific times, even if they have inside information. It helps prevent accusations of unfair trading by making these transactions look planned and transparent, rather than sneaky or illegal.

RSUs financial

"Includes 276,190 RSUs"

RSUs, or restricted stock units, are a form of company shares given to employees as part of their compensation. They are typically awarded with certain restrictions, such as a waiting period before they can be fully owned or sold, similar to earning a gift that becomes fully yours over time. For investors, RSUs can impact a company's stock offerings and reflect how much the company relies on stock-based incentives to attract and retain talent.

open market market

"Sale in open market or private transaction"

An open market is a system where buying and selling of goods, services, or financial assets happen freely without restrictions or special controls. For investors, it means they can trade assets easily and quickly, which helps determine fair prices based on supply and demand. This environment encourages transparency and competition, making it easier to buy or sell with confidence.

FAQ

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

What insider transaction did Hippo Holdings (HIPO) disclose for Richard McCathron?

Hippo Holdings disclosed that CEO and director Richard McCathron sold 5,000 shares of common stock on September 9, 2026 at $32.23 per share in an open-market transaction, as reported on a Form 4.

Was the HIPO CEO’s September 2026 stock sale under a Rule 10b5-1 plan?

Yes. The filing states that the 5,000-share sale on September 9, 2026 was effected pursuant to a Rule 10b5-1 trading plan dated August 29, 2025, indicating the trades were pre-arranged under that plan.

How many HIPO shares does CEO Richard McCathron hold after the reported sale?

After the sale, Richard McCathron directly holds 567,132 shares of Hippo Holdings common stock. This figure includes 276,190 RSUs as noted in the footnotes to the Form 4.

What price did the HIPO CEO receive for the shares sold on September 9, 2026?

The Form 4 reports that the 5,000 shares of Hippo Holdings common stock sold by the CEO on September 9, 2026 were transacted at a price of $32.23 per share.

How many RSUs are included in the HIPO CEO’s reported holdings?

The Form 4 notes that Richard McCathron’s post-transaction direct holdings of 567,132 shares include 276,190 RSUs, which are restricted stock units tied to Hippo Holdings common stock.

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

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Available on EDGAR 09/11/2026 - 09:51 AM Accepted by SEC EDGAR 09/11/2026 - 09:51 AM Learn about SEC filing dates

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^*

McCathron Richard

(Last) (First) (Middle)

C/O HIPPO HOLDINGS INC. 1 ALMADEN BLVD

SUITE 400

(Street)

SAN JOSE CALIFORNIA 95113

(City) (State) (Zip)

UNITED STATES

(Country)

2. Issuer Name and Ticker or Trading Symbol
Hippo Holdings Inc. [ HIPO ]

5. Relationship of Reporting Person(s) to Issuer
(Check all applicable)

X	Director		10% Owner
X	Officer (give title below)		Other (specify below)
	Chief Executive Officer

2a. Foreign Trading Symbol

3. Date of Earliest Transaction (Month/Day/Year)
09/09/2026

6. Individual or Joint/Group Filing (Check Applicable Line)

X	Form filed by One Reporting Person
	Form filed by More than One Reporting Person

4. If Amendment, Date of Original Filed (Month/Day/Year)

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
Common Stock	09/09/2026		S(1)		5,000	D	$32.23	567,132(2)	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

Explanation of Responses:

1. Sales were effected pursuant to a Rule 10b5-1 trading plan dated August 29, 2025.

2. Includes 276,190 RSUs.

Remarks:

	/s /Guy Zeltser, Attorney-in-Fact for Richard McCathron	09/11/2026
	** 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.
* Form 4: SEC 1474 (03-26)