HIPO Hippo Holdings Inc

NYSE
$32.00

Hippo Holdings Inc (HIPO) Insider Activity

What the officers, directors and large holders did with their own shares. Only open-market purchases and sales count toward the totals — grants, option exercises and shares withheld for tax are compensation mechanics, not decisions, and they're listed separately below.

Insider signal In line Selling ran in line with HIPO's own trailing one-year pace, with 100% of sale value under a prearranged plan.
Cluster activity 0 buyers in the last 30 days 0 buyers in the last 90 days 3 sellers in the last 90 days
Insiders buying
1
1 transaction
Insiders selling
4
22 transactions
Purchases
$4.8K
665 shares
Sales
$2.3M
77,751 shares
Net activity
-$2.3M
purchases less sales

How much of that selling was preplanned? 100% planned / 0% discretionary

10b5-1 plan sales $2.3M 22 transactions · 77,751 shares
Discretionary sales $0 0 transactions · 0 shares

Largest single sale: $186.4K.

Where they traded

Buy Sell Dot area is proportional to transaction value.

Last open-market purchase: November 14, 2025 , by Zeltser Guy .

Recent open-market activity

Date Insider Role Action Shares Price Value Held after
McCathron Richard Chief Executive Officer Sell 10b5-1 5,000 $32.23 $161.2K 567,132 −0.9% of holding
Ostergaard Torben CEO Spinnaker Sell 10b5-1 1,169 $33.00 $38.6K 61,824 −1.9% of holding
McCathron Richard Chief Executive Officer Sell 10b5-1 5,000 $32.00 $160.0K 580,433 −0.9% of holding
Zeltser Guy Chief Financial Officer Sell 10b5-1 1,669 $30.98 $51.7K 120,563 −1.4% of holding
McCathron Richard Chief Executive Officer Sell 10b5-1 5,000 $28.53 $142.7K 585,433 −0.8% of holding
McCathron Richard Chief Executive Officer Sell 10b5-1 5,000 $25.00 $125.0K 590,433 −0.8% of holding
Ostergaard Torben CEO Spinnaker Sell 10b5-1 3,667 $26.10 $95.7K 65,673 −5.3% of holding
McCathron Richard Chief Executive Officer Sell 10b5-1 5,000 $27.10 $135.5K 604,212 −0.8% of holding
McCathron Richard Chief Executive Officer Sell 10b5-1 5,000 $26.05 $130.3K 610,650 −0.8% of holding
McCathron Richard Chief Executive Officer Sell 10b5-1 5,000 $25.86 $129.3K 615,650 −0.8% of holding
Ostergaard Torben CEO Spinnaker Sell 10b5-1 600 $30.44 $18.3K 46,094 −1.3% of holding
Ostergaard Torben CEO Spinnaker Sell 10b5-1 6,105 $28.57 $174.4K 46,694 −11.6% of holding
McCathron Richard Chief Executive Officer Sell 10b5-1 5,000 $29.14 $145.7K 442,704 −1.1% of holding
McCathron Richard Chief Executive Officer Sell 10b5-1 5,000 $31.52 $157.6K 447,704 −1.1% of holding
Stienstra Michael GM & Chief Insurance, HHIP Sell 10b5-1 3,900 $31.12 $121.4K 71,281 −5.2% of holding
McCathron Richard Chief Executive Officer Sell 10b5-1 5,000 $29.82 $149.1K 452,704 −1.1% of holding
Ostergaard Torben 2 fills CEO Spinnaker Sell 10b5-1 3,645 $31.99 $116.6K 55,359 −6.2% of holding
Zeltser Guy 2 fills Chief Financial Officer Sell 10b5-1 1,819 $32.16 $58.5K 68,960 −2.6% of holding
Zeltser Guy Chief Financial Officer Buy 665 $7.23 $4.8K 69,525
Zeltser Guy 2 fills Chief Financial Officer Sell 10b5-1 5,177 $37.48 $194.0K 75,061 −6.5% of holding

Form 4s are due within two business days of a transaction, so this is close to real time — unlike the quarterly 13F data on the Institutional tab. A single large sale often reflects a prearranged 10b5-1 plan rather than a fresh view, so read a pattern of sales rather than any one of them.