HIPO

insider transactions

Hippo Holdings Inc. — buys & sells by directors, officers and 10% owners (SEC Form 4).

30D 90D 1Y

Net shares · 90d

-18.7K

0 buy · 18.7K sell

Net value · 90d

-$486.5K

$0 in · $486.5K out

Sentiment · 90d

Net selling

0% buying · 100% selling

Open-market trades · 90d

0 buy · 18.7K sell

Net buy / sell volume

Tap or hover the chart for daily net volume. Green = net buying, red = net selling.

All transactions

Grant·A
Jun 16, 26

Laura J Hay

Director

$51.3K

587 sh · $87.40

Own +10%
Grant·A
Jun 11, 26

Eric Feder

Director

$0

41.7K sh

Own +20%
Grant·A
Jun 10, 26

Laura Boettcher

Chief Operating Officer

$0

11.7K sh

Own +19%
Sell·S
Jun 9, 26

Richard Mccathron KEY

Chief Executive Officer · 10b5-1

$125.0K

5.0K sh · $25.00

Own -1%
Grant·A
Jun 9, 26

Laura J Hay

Director

$3.3K

39 sh · $85.57

Own +1%
Grant·A
Jun 3, 26

Stewart Ellis

Director

$0

4.8K sh

Own +4%
Grant·A
Jun 2, 26

Susan Claire Holliday

Director

$0

4.8K sh

Own +192%
Grant·A
Jun 2, 26

Susan Claire Holliday

Director

$63.6K

2.5K sh · $25.40

Own New
Grant·A
Jun 2, 26

Mark Schaaf

Director

$0

4.8K sh

Own +30%
Grant·A
Jun 2, 26

Mark Schaaf

Director

$120.3K

4.7K sh · $25.40

Own +42%
Grant·A
Jun 2, 26

Sam Landman

Director

$0

4.8K sh

Own +20%
Grant·A
Jun 2, 26

Sam Landman

Director

$120.3K

4.7K sh · $25.40

Own +24%
Grant·A
Jun 2, 26

John Drake Nichols

Director

$0

4.8K sh

Own +29%
Grant·A
Jun 2, 26

John Drake Nichols

Director

$120.3K

4.7K sh · $25.40

Own +40%
Grant·A
Jun 2, 26

Sandra S Wijnberg

Director

$0

4.8K sh

Own +22%
Grant·A
Jun 2, 26

Sandra S Wijnberg

Director

$120.3K

4.7K sh · $25.40

Own +28%
Grant·A
Jun 2, 26

Laura J Hay

Director

$0

4.8K sh

Own +192%
Grant·A
Jun 2, 26

Laura J Hay

Director

$63.6K

2.5K sh · $25.40

Own New
Grant·A
Jun 2, 26

Lori Dickerson Fouche

Director

$0

4.8K sh

Own +22%
Grant·A
Jun 2, 26

Lori Dickerson Fouche

Director

$120.3K

4.7K sh · $25.40

Own +28%
Grant·A
Jun 2, 26

Eric Feder

Director

$120.3K

4.7K sh · $25.40

Own +28%
Grant·A
Jun 2, 26

Hugh R Frater

Director

$0

4.8K sh

Own +22%
Grant·A
Jun 2, 26

Hugh R Frater

Director

$120.3K

4.7K sh · $25.40

Own +28%
Other·F
May 15, 26

Guy Zeltser KEY

Chief Financial Officer

$110.1K

4.2K sh · $26.41

Own -3%
Other·F
May 15, 26

Michael Stienstra

GM & Chief Insurance, HHIP

$33.3K

1.3K sh · $26.41

Own -1%
Other·F
May 15, 26

Torben Ostergaard KEY

CEO Spinnaker · 10b5-1

$35.4K

1.3K sh · $26.41

Own -2%
Sell·S
May 15, 26

Torben Ostergaard KEY

CEO Spinnaker · 10b5-1

$95.7K

3.7K sh · $26.10

Own -5%
Other·F
May 15, 26

Richard Mccathron KEY

Chief Executive Officer

$231.9K

8.8K sh · $26.41

Own -1%
Grant·A
May 14, 26

Lori Dickerson Fouche

Director

$185.0K

7.9K sh · $23.31

Own +31%
Grant·A
May 14, 26

Guy Zeltser KEY

Chief Financial Officer

$16.9K

743 sh · $22.72

Own +1%
Sell·S
May 11, 26

Richard Mccathron KEY

Chief Executive Officer · 10b5-1

$135.5K

5.0K sh · $27.10

Own -1%
Other·F
Apr 27, 26

Guy Zeltser KEY

Chief Financial Officer

$30.8K

1.1K sh · $28.21

Own -1%
Other·F
Apr 27, 26

Michael Stienstra

GM & Chief Insurance, HHIP

$22.4K

794 sh · $28.21

Own -1%
Other·F
Apr 27, 26

Torben Ostergaard KEY

CEO Spinnaker

$40.6K

1.4K sh · $28.21

Own -2%
Other·F
Apr 27, 26

Richard Mccathron KEY

Chief Executive Officer

$40.6K

1.4K sh · $28.21

Own -0%
Sell·S
Apr 9, 26

Richard Mccathron KEY

Chief Executive Officer · 10b5-1

$130.2K

5.0K sh · $26.05

Own -1%
Grant·A
Apr 1, 26

Laura J Hay

Director

$51.3K

721 sh · $71.17

Own +15%

Date▾	Insider	Role	Type	Shares	Own Δ	Price	Value
Jun 16, 2026	Laura J Hay	Director	Grant A	587	+10%	$87.40	$51.3K
Jun 11, 2026	Eric Feder	Director	Grant A	41.7K	+20%	—	$0
Jun 10, 2026	Laura Boettcher	Chief Operating Officer	Grant A	11.7K	+19%	—	$0
Jun 9, 2026	Richard Mccathron KEY 10b5-1	Chief Executive Officer	Sell S	5.0K	-1%	$25.00	$125.0K
Jun 9, 2026	Laura J Hay	Director	Grant A	39	+1%	$85.57	$3.3K
Jun 3, 2026	Stewart Ellis	Director	Grant A	4.8K	+4%	—	$0
Jun 2, 2026	Susan Claire Holliday	Director	Grant A	4.8K	+192%	—	$0
Jun 2, 2026	Susan Claire Holliday	Director	Grant A	2.5K	New	$25.40	$63.6K
Jun 2, 2026	Mark Schaaf	Director	Grant A	4.8K	+30%	—	$0
Jun 2, 2026	Mark Schaaf	Director	Grant A	4.7K	+42%	$25.40	$120.3K
Jun 2, 2026	Sam Landman	Director	Grant A	4.8K	+20%	—	$0
Jun 2, 2026	Sam Landman	Director	Grant A	4.7K	+24%	$25.40	$120.3K
Jun 2, 2026	John Drake Nichols	Director	Grant A	4.8K	+29%	—	$0
Jun 2, 2026	John Drake Nichols	Director	Grant A	4.7K	+40%	$25.40	$120.3K
Jun 2, 2026	Sandra S Wijnberg	Director	Grant A	4.8K	+22%	—	$0
Jun 2, 2026	Sandra S Wijnberg	Director	Grant A	4.7K	+28%	$25.40	$120.3K
Jun 2, 2026	Laura J Hay	Director	Grant A	4.8K	+192%	—	$0
Jun 2, 2026	Laura J Hay	Director	Grant A	2.5K	New	$25.40	$63.6K
Jun 2, 2026	Lori Dickerson Fouche	Director	Grant A	4.8K	+22%	—	$0
Jun 2, 2026	Lori Dickerson Fouche	Director	Grant A	4.7K	+28%	$25.40	$120.3K
Jun 2, 2026	Eric Feder	Director	Grant A	4.7K	+28%	$25.40	$120.3K
Jun 2, 2026	Hugh R Frater	Director	Grant A	4.8K	+22%	—	$0
Jun 2, 2026	Hugh R Frater	Director	Grant A	4.7K	+28%	$25.40	$120.3K
May 15, 2026	Guy Zeltser KEY	Chief Financial Officer	Other F	4.2K	-3%	$26.41	$110.1K
May 15, 2026	Michael Stienstra	GM & Chief Insurance, HHIP	Other F	1.3K	-1%	$26.41	$33.3K
May 15, 2026	Torben Ostergaard KEY 10b5-1	CEO Spinnaker	Other F	1.3K	-2%	$26.41	$35.4K
May 15, 2026	Torben Ostergaard KEY 10b5-1	CEO Spinnaker	Sell S	3.7K	-5%	$26.10	$95.7K
May 15, 2026	Richard Mccathron KEY	Chief Executive Officer	Other F	8.8K	-1%	$26.41	$231.9K
May 14, 2026	Lori Dickerson Fouche	Director	Grant A	7.9K	+31%	$23.31	$185.0K
May 14, 2026	Guy Zeltser KEY	Chief Financial Officer	Grant A	743	+1%	$22.72	$16.9K
May 11, 2026	Richard Mccathron KEY 10b5-1	Chief Executive Officer	Sell S	5.0K	-1%	$27.10	$135.5K
Apr 27, 2026	Guy Zeltser KEY	Chief Financial Officer	Other F	1.1K	-1%	$28.21	$30.8K
Apr 27, 2026	Michael Stienstra	GM & Chief Insurance, HHIP	Other F	794	-1%	$28.21	$22.4K
Apr 27, 2026	Torben Ostergaard KEY	CEO Spinnaker	Other F	1.4K	-2%	$28.21	$40.6K
Apr 27, 2026	Richard Mccathron KEY	Chief Executive Officer	Other F	1.4K	-0%	$28.21	$40.6K
Apr 9, 2026	Richard Mccathron KEY 10b5-1	Chief Executive Officer	Sell S	5.0K	-1%	$26.05	$130.2K
Apr 1, 2026	Laura J Hay	Director	Grant A	721	+15%	$71.17	$51.3K

About HIPO insider trading

This page tracks insider transactions for Hippo Holdings Inc. (HIPO) reported to the U.S. Securities and Exchange Commission on Form 4. Corporate insiders — directors, executive officers and beneficial owners of more than 10% of the stock — must disclose their trades within two business days. Open-market purchases (code P) and sales (code S) made at the insider's discretion are the most-watched opportunistic signals, while awards (A), option exercises (M) and tax-withholding (F) reflect compensation rather than conviction. Trades marked 10b5-1 were made under a pre-arranged plan and are considered routine. A cluster buy — several insiders buying within a short window — is historically a stronger bullish indicator than any single trade.