Hippo (HIPO) CEO uses 8,779 shares to pay tax liability, holds 595,433

Rhea-AI Filing Summary

Hippo Holdings Inc. Chief Executive Officer Richard McCathron reported a tax-related share disposition. On May 15, 2026, 8,779 shares of common stock were delivered at an implied price of $26.4123 per share to satisfy a tax liability by delivering securities.

After this tax-withholding disposition, he directly held 595,433 common shares, which include 296,227 RSUs. The transaction was not reported as an open-market purchase or sale, but as a payment of obligations using previously owned shares.

Insights

Equity Compensation Analyst

CEO used shares to cover taxes, not an open-market sale.

The filing shows Hippo Holdings CEO Richard McCathron settling a tax liability by delivering 8,779 common shares at $26.4123 per share. Code F transactions typically arise from equity compensation events where taxes are due when awards vest or are settled.

Following this tax-withholding disposition, he directly holds 595,433 common shares, including 296,227 RSUs, indicating a substantial remaining stake. Because this is a mechanistic tax payment, not a discretionary market trade, it carries limited signaling value about his view of Hippo’s prospects.

Insider Trade Summary

1 transaction reported

Mixed 1 txn

Insider McCathron Richard

Role Chief Executive Officer

Type	Security	Shares	Price	Value
Tax Withholding	Common Stock	8,779	$26.4123	$232K

Holdings After Transaction: Common Stock — 595,433 shares (Direct, null)

Footnotes (1)

1. [object Object]

Key Figures

Tax-withholding shares: 8,779 shares Transaction price: $26.4123 per share Shares held after: 595,433 shares +1 more

4 metrics

Tax-withholding shares 8,779 shares Common stock delivered for tax liability on May 15, 2026

Transaction price $26.4123 per share Implied value for tax-withholding disposition

Shares held after 595,433 shares CEO direct common stock holdings following transaction

RSUs included 296,227 RSUs Restricted stock units included in post-transaction holdings

Key Terms

tax-withholding disposition, RSUs, restricted stock units, transaction code F

4 terms

tax-withholding disposition financial

"reported a tax-related share disposition classified as a tax-withholding disposition"

A tax-withholding disposition is an event or transaction—such as selling or transferring securities, exercising options, or receiving compensation—that triggers a requirement to hold back part of the payment and remit it to tax authorities. It matters to investors because it reduces the cash they receive immediately and can change the timing and amount of taxable income, like a cashier taking a portion of your sale proceeds to pay taxes before you get the rest.

RSUs financial

"He now holds 595,433 shares, which include 296,227 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.

restricted stock units financial

"RSUs, or restricted stock units, represent equity awards that generally vest over time"

Restricted stock units are a type of company reward where employees are promised shares of stock, but they only fully own these shares after meeting certain conditions, like staying with the company for a set time. They matter because they can become valuable assets and are often used to motivate employees to help the company succeed.

transaction code F financial

"Transaction code F indicates payment of an exercise price or tax liability"

Form 4 Insider Transactions: What Each Field Means →

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).

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)
05/15/2026

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	05/15/2026		F		8,779	D	$26.4123	595,433(1)	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. Includes 296,227 RSUs.

Remarks:

	/s /Guy Zeltser, Attorney-in-Fact for Richard McCathron	05/19/2026
	** 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)

FAQ

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

Hippo CEO Richard McCathron reported a tax-withholding disposition of 8,779 common shares. The shares were delivered at $26.4123 each to pay a tax liability, rather than being sold in an open-market transaction.

Did the Hippo (HIPO) CEO sell shares on the open market in this Form 4?

No, the Form 4 shows a tax-withholding disposition, not an open-market sale. Shares were delivered under code F to satisfy a tax obligation, which is a routine administrative event tied to equity compensation.

How many Hippo (HIPO) shares does the CEO hold after this transaction?

After the transaction, CEO Richard McCathron directly holds 595,433 common shares of Hippo. This total includes 296,227 restricted stock units (RSUs), reflecting both settled and unvested equity-based compensation reported in the filing.

What does transaction code F mean in the Hippo (HIPO) CEO’s Form 4?

Transaction code F indicates payment of an exercise price or tax liability by delivering securities. In this case, 8,779 Hippo common shares were used to cover a tax obligation, rather than being bought or sold on the market.

How many Hippo (HIPO) shares were used to cover the CEO’s tax liability?

The filing reports that 8,779 common shares were delivered to satisfy a tax liability. The implied value per share was $26.4123, based on the reported transaction price in the Form 4 data.

What portion of the Hippo (HIPO) CEO’s holdings are RSUs after this Form 4?

Of the CEO’s total 595,433 common shares held after the transaction, 296,227 are RSUs. RSUs, or restricted stock units, represent equity awards that generally vest over time according to company-set conditions.