Hippo CEO sells 5,000 shares in planned trade

Hippo Holdings Inc. reported that Chief Executive Officer Richard McCathron sold 5,000 shares of common stock in an open-market transaction on May 11, 2026 at $27.10 per share.

Rhea-AI Filing Summary

Hippo Holdings Inc. reported that Chief Executive Officer Richard McCathron sold 5,000 shares of common stock in an open-market transaction on May 11, 2026 at $27.10 per share. The sale was effected under a Rule 10b5-1 trading plan dated August 29, 2025. Following this trade, he directly holds 604,212 shares of Hippo common stock, which include 340,418 restricted stock units (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 ($136K)

Type	Security	Shares	Price	Value
Sale	Common Stock	5,000	$27.10	$136K

Holdings After Transaction: Common Stock — 604,212 shares (Direct)

Footnotes (2)

1. F1. Sales were effected pursuant to a Rule 10b5-1 trading plan dated August 29, 2025.
2. F2. Includes 340,418 RSUs.

Key Figures

Shares sold: 5,000 shares Sale price: $27.10 per share Shares held after sale: 604,212 shares +1 more

4 metrics

Shares sold 5,000 shares Open-market sale on May 11, 2026

Sale price $27.10 per share Price for common stock sold

Shares held after sale 604,212 shares Direct holdings following transaction

RSUs included in holdings 340,418 RSUs Portion of post-transaction direct ownership

Key Terms

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

3 terms

Rule 10b5-1 trading plan financial

"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 340,418 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 sale financial

"transaction_action": "open-market sale""

An open-market sale is when a shareholder sells existing shares directly on a public exchange to any willing buyer, rather than through a private deal. Think of it like putting goods on a busy market stall where price is set by supply and demand; for investors it matters because such sales increase available supply, can put short-term downward pressure on the stock price, and signal changes in liquidity or investor confidence.

FAQ

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

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

Hippo Holdings reported that CEO Richard McCathron sold 5,000 shares of common stock. The transaction was an open-market sale on May 11, 2026, documented on Form 4, and reflects routine insider trading activity disclosed to investors.

At what price did the Hippo Holdings (HIPO) CEO sell his shares?

Richard McCathron sold 5,000 Hippo Holdings common shares at $27.10 per share. This open-market sale price comes directly from the Form 4 disclosure and provides investors clarity on the valuation level at which the transaction occurred.

How many Hippo Holdings (HIPO) shares does the CEO hold after the sale?

After the reported sale, CEO Richard McCathron directly holds 604,212 Hippo Holdings common shares. This post-transaction figure comes from the Form 4 and represents his remaining direct ownership position following the 5,000-share disposition.

How many RSUs are included in the Hippo Holdings (HIPO) CEO’s holdings?

The CEO’s reported 604,212-share holding includes 340,418 restricted stock units (RSUs). RSUs are share-based awards that typically vest over time, and the Form 4 explicitly states that this RSU amount is part of his total direct ownership.

Was the Hippo Holdings (HIPO) CEO’s share sale made under a Rule 10b5-1 plan?

Yes. A footnote explains the sale was effected under a Rule 10b5-1 trading plan dated August 29, 2025. Such plans allow pre-scheduled trades, helping separate routine diversification from discretionary, market-timed insider transactions.

What type of transaction code was used for the Hippo Holdings (HIPO) CEO’s trade?

The transaction used code “S,” indicating a sale in an open market or private transaction. The filing further classifies it as an open-market sale of common stock, aligning with standard SEC coding for insider dispositions.

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

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Accepted by SEC EDGAR 05/13/2026 - 08:29 PM 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)
05/11/2026

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	05/11/2026		S(1)		5,000	D	$27.1	604,212(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 340,418 RSUs.

Remarks:

	/s /Guy Zeltser, Attorney-in-Fact for Richard McCathron	05/13/2026
	** 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)