Stock Scorer

Hippo Holdings Inc. (HIPO) · Insider trading

What Hippo Holdings's directors, officers and largest holders bought and sold themselves, from the Form 4 each of them files with the SEC within two business days of a trade. Open-market purchases and sales first: those are the trades somebody chose to make at the market price.

Bought, 12 months
$4,808
1 insider, 1 trade
Sold, 12 months
$2.32M
4 insiders, 100% under a plan
Net, 12 months
−$2.32M
bought less sold
Latest filing
2026-10-16
filings read to 2026-10-19

Bought and sold at the market, by month

Two years. Purchases above the line, sales below, in dollars.

2024-11: $1.12M sold 2024-12: $832,540 sold 2025-01: $742,423 sold 2025-01 2025-02: $1.62M sold 2025-03: $354,025 sold 2025-04: $306,740 sold 2025-06: $193,516 sold 2025-07: $14.49M sold 2025-07 2025-08: $77,350 sold 2025-09: $287,025 sold 2025-11: $4,808 bought 2025-11: $175,084 sold 2025-12: $270,468 sold 2026-01: $157,600 sold 2026-01 2026-02: $338,384 sold 2026-03: $129,300 sold 2026-04: $130,250 sold 2026-05: $231,209 sold 2026-06: $125,000 sold 2026-07: $194,356 sold 2026-07 2026-08: $198,577 sold 2026-09: $161,150 sold 2026-10: $211,855 sold
Bought Sold Largest month: $14.49M

Who traded, two years

InsiderBoughtSold TradesLast tradeHolds after
Lennar CorpOther – $14.49M 1 2025-07-01 2,476,418
McCathron RichardDirector, Chief Executive Officer – $2.49M 17 2026-10-09 562,132
Ostergaard TorbenCEO Spinnaker – $2.19M 16 2026-10-15 60,655
Wand AssafDirector, Executive Chairman BoD – $1.95M 11 2025-04-01 –
Ellis StewartCFO/ Chief Strategy Officer – $574,316 3 2025-01-02 322,548
Zeltser GuyChief Financial Officer $4,808 $304,242 6 2026-07-28 120,563
Stienstra MichaelGM & Chief Insurance, HHIP – $282,603 5 2025-12-22 71,281
Badia AnirudhChief Accounting Officer – $62,498 1 2024-11-06 102,315

Open-market purchases and sales

Newest first. “Plan” marks a trade made under a 10b5-1 plan set up in advance.

DateInsiderTradeShares PriceValueHolds afterFiling
2026-10-15 Ostergaard TorbenCEO Spinnaker Saleplan 1,169 35.03 $40,955 60,655 Form 4
2026-10-09 McCathron RichardDirector, Chief Executive Officer Saleplan 5,000 34.18 $170,900 562,132 Form 4
2026-09-09 McCathron RichardDirector, Chief Executive Officer Saleplan 5,000 32.23 $161,150 567,132 Form 4
2026-08-17 Ostergaard TorbenCEO Spinnaker Saleplan 1,169 33.00 $38,577 61,824 Form 4
2026-08-10 McCathron RichardDirector, Chief Executive Officer Saleplan 5,000 32.00 $160,000 580,433 Form 4
2026-07-28 Zeltser GuyChief Financial Officer Saleplan 1,669 30.98 $51,706 120,563 Form 4
2026-07-09 McCathron RichardDirector, Chief Executive Officer Saleplan 5,000 28.53 $142,650 585,433 Form 4
2026-06-09 McCathron RichardDirector, Chief Executive Officer Saleplan 5,000 25.00 $125,000 590,433 Form 4
2026-05-15 Ostergaard TorbenCEO Spinnaker Saleplan 3,667 26.10 $95,709 65,673 Form 4
2026-05-11 McCathron RichardDirector, Chief Executive Officer Saleplan 5,000 27.10 $135,500 604,212 Form 4
2026-04-09 McCathron RichardDirector, Chief Executive Officer Saleplan 5,000 26.05 $130,250 610,650 Form 4
2026-03-09 McCathron RichardDirector, Chief Executive Officer Saleplan 5,000 25.86 $129,300 615,650 Form 4
2026-02-25 Ostergaard TorbenCEO Spinnaker Saleplan 600 30.44 $18,264 46,094 Form 4
2026-02-17 Ostergaard TorbenCEO Spinnaker Saleplan 6,105 28.57 $174,420 46,694 Form 4
2026-02-09 McCathron RichardDirector, Chief Executive Officer Saleplan 5,000 29.14 $145,700 442,704 Form 4
2026-01-09 McCathron RichardDirector, Chief Executive Officer Saleplan 5,000 31.52 $157,600 447,704 Form 4
2025-12-22 Stienstra MichaelGM & Chief Insurance, HHIP Saleplan 3,900 31.12 $121,368 71,281 Form 4
2025-12-09 McCathron RichardDirector, Chief Executive Officer Saleplan 5,000 29.82 $149,100 452,704 Form 4
2025-11-21 Ostergaard TorbenCEO Spinnaker Saleplan 3,493 31.96 $111,636 55,359 Form 4
2025-11-21 Ostergaard TorbenCEO Spinnaker Saleplan 152 32.63 $4,960 55,207 Form 4
2025-11-18 Zeltser GuyChief Financial Officer Saleplan 1,719 32.12 $55,214 68,960 Form 4
2025-11-18 Zeltser GuyChief Financial Officer Saleplan 100 32.74 $3,274 68,860 Form 4
2025-11-14 Zeltser GuyChief Financial Officer Buy 665 7.23 $4,808 69,525 Form 4
2025-09-17 Zeltser GuyChief Financial Officer Saleplan 4,977 37.46 $186,438 75,061 Form 4
2025-09-17 Zeltser GuyChief Financial Officer Saleplan 200 38.05 $7,610 74,861 Form 4
2025-09-08 McCathron RichardDirector, Chief Executive Officer Sale 2,725 34.12 $92,977 470,388 Form 4
2025-08-22 McCathron RichardDirector, Chief Executive Officer Saleplan 2,275 34.00 $77,350 473,113 Form 4
2025-07-01 Lennar CorpOtherwith Len Fw Investor, LLC, Len X, LLC Sale 514,309 28.17 $14.49M 2,476,418 Form 4
2025-06-12 Ostergaard TorbenCEO Spinnaker Saleplan 2,444 29.95 $73,198 64,349 Form 4
2025-06-04 Ostergaard TorbenCEO Spinnaker Saleplan 4,889 24.61 $120,318 66,793 Form 4
2025-04-01 Wand AssafDirector, Executive Chairman BoD Saleplanindirect 12,250 25.04 $306,740 474,564 Form 4
2025-03-03 Wand AssafDirector, Executive Chairman BoD Saleplanindirect 12,250 28.90 $354,025 486,814 Form 4
2025-02-18 Stienstra MichaelGM & Chief Insurance, HHIP Saleplan 2,329 30.02 $69,917 59,648 Form 4
2025-02-05 Ostergaard TorbenCEO Spinnaker Saleplan 19,285 30.29 $584,143 54,835 Form 4
2025-02-04 Ostergaard TorbenCEO Spinnaker Saleplan 21,146 30.05 $635,437 74,120 Form 4
2025-02-03 Wand AssafDirector, Executive Chairman BoD Saleplanindirect 8,048 26.52 $213,433 503,266 Form 4
2025-02-03 Wand AssafDirector, Executive Chairman BoD Saleplanindirect 4,202 27.22 $114,378 499,064 Form 4
2025-01-29 Ostergaard TorbenCEO Spinnaker Saleplan 3,022 27.25 $82,350 95,266 Form 4
2025-01-08 Ostergaard TorbenCEO Spinnaker Saleplan 3,022 25.77 $77,877 98,288 Form 4
2025-01-02 Ellis StewartCFO/ Chief Strategy Officer Saleplan 5,667 26.11 $147,965 322,548 Form 4
20 more
2025-01-02 Ellis StewartCFO/ Chief Strategy Officer Saleplan 4,333 26.64 $115,431 318,215 Form 4
2025-01-02 Wand AssafDirector, Executive Chairman BoD Saleplanindirect 8,496 25.81 $219,282 515,068 Form 4
2025-01-02 Wand AssafDirector, Executive Chairman BoD Saleplanindirect 3,754 26.51 $99,519 511,314 Form 4
2024-12-23 Ostergaard TorbenCEO Spinnaker Saleplan 3,022 25.91 $78,300 101,310 Form 4
2024-12-18 Ellis StewartCFO/ Chief Strategy Officer Saleplan 12,000 25.91 $310,920 328,215 Form 4
2024-12-17 Ostergaard TorbenCEO Spinnaker Saleplan 1,992 26.43 $52,649 104,432 Form 4
2024-12-17 Ostergaard TorbenCEO Spinnaker Saleplan 100 27.20 $2,720 104,332 Form 4
2024-12-02 Wand AssafDirector, Executive Chairman BoD Saleplanindirect 9,339 31.50 $294,178 526,475 Form 4
2024-12-02 Wand AssafDirector, Executive Chairman BoD Saleplanindirect 2,899 32.21 $93,377 523,576 Form 4
2024-12-02 Wand AssafDirector, Executive Chairman BoD Saleplanindirect 12 33.04 $396 523,564 Form 4
2024-11-21 McCathron RichardDirector, Chief Executive Officer Saleplan 14,986 30.16 $451,978 339,637 Form 4
2024-11-21 McCathron RichardDirector, Chief Executive Officer Saleplan 14 31.20 $437 339,623 Form 4
2024-11-18 Stienstra MichaelGM & Chief Insurance, HHIP Sale 1,737 28.24 $49,053 65,719 Form 4
2024-11-18 Stienstra MichaelGM & Chief Insurance, HHIP Sale 711 28.72 $20,420 65,008 Form 4
2024-11-08 McCathron RichardDirector, Chief Executive Officer Saleplan 6,986 25.30 $176,746 369,160 Form 4
2024-11-08 McCathron RichardDirector, Chief Executive Officer Saleplan 3,014 26.14 $78,786 366,146 Form 4
2024-11-08 Stienstra MichaelGM & Chief Insurance, HHIP Saleplan 855 25.55 $21,845 70,249 Form 4
2024-11-06 Badia AnirudhChief Accounting Officer Saleplan 2,552 24.49 $62,498 102,315 Form 4
2024-11-01 Wand AssafDirector, Executive Chairman BoD Saleplanindirect 9,401 20.66 $194,225 538,663 Form 4
2024-11-01 Wand AssafDirector, Executive Chairman BoD Saleplanindirect 2,849 21.29 $60,655 535,814 Form 4

Grants, exercises and other transactions

Pay, tax and paperwork rather than a choice to trade at the market price. Two years.

51 × grant or award41 × shares withheld for tax1 × gift
Show them
DateInsiderWhatShares PriceHolds afterFiling
2026-08-15 Ellis StewartDirector Grant or award A +5,350 33.04 126,455 Form 4
2026-08-15 McCathron RichardDirector, Chief Executive Officer Shares withheld for tax F −8,301 32.83 572,132 Form 4
2026-08-15 Ostergaard TorbenCEO Spinnaker Shares withheld for tax F −1,340 32.83 62,993 Form 4
2026-08-15 Stienstra MichaelGM & Chief Insurance, HHIP Shares withheld for tax F −1,259 32.83 89,901 Form 4
2026-08-15 Zeltser GuyChief Financial Officer Shares withheld for tax F −3,945 32.83 116,618 Form 4
2026-08-15 Boettcher LauraChief Operating Officer Shares withheld for tax F −1,586 32.83 71,381 Form 4
2026-06-10 Boettcher LauraChief Operating Officer Grant or award A +11,674 – 72,967 Form 4
2026-06-03 Ellis StewartDirector Grant or award A +4,820 – 121,105 Form 4
2026-06-02 Frater Hugh RDirector Grant or award A +4,738 25.40 21,815 Form 4
2026-06-02 Frater Hugh RDirector Grant or award A +4,808 – 26,623 Form 4
2026-06-02 Wijnberg Sandra SDirector Grant or award A +4,738 25.40 21,815 Form 4
2026-06-02 Wijnberg Sandra SDirector Grant or award A +4,808 – 26,623 Form 4
2026-06-02 Nichols John DrakeDirector Grant or award A +4,738 25.40 16,563 Form 4
2026-06-02 Nichols John DrakeDirector Grant or award A +4,808 – 21,371 Form 4
2026-06-02 Feder EricDirector Grant or award A +4,738 25.40 21,815 Form 4
2026-06-02 Fouche Lori DickersonDirector Grant or award A +4,738 25.40 21,815 Form 4
2026-06-02 Fouche Lori DickersonDirector Grant or award A +4,808 – 26,623 Form 4
2026-06-02 Landman SamDirector Grant or award A +4,738 25.40 24,272 Form 4
2026-06-02 Landman SamDirector Grant or award A +4,808 – 29,080 Form 4
2026-06-02 Schaaf MarkDirector Grant or award A +4,738 25.40 16,103 Form 4
2026-06-02 Schaaf MarkDirector Grant or award A +4,808 – 20,911 Form 4
2026-06-02 Hay Laura JDirector Grant or award A +2,502 25.40 2,502 Form 4
2026-06-02 Hay Laura JDirector Grant or award A +4,808 – 7,310 Form 4
2026-06-02 Holliday Susan ClaireDirector Grant or award A +2,502 25.40 2,502 Form 4
2026-06-02 Holliday Susan ClaireDirector Grant or award A +4,808 – 7,310 Form 4
2026-05-15 McCathron RichardDirector, Chief Executive Officer Shares withheld for tax F −8,779 26.41 595,433 Form 4
2026-05-15 Ostergaard TorbenCEO Spinnaker Shares withheld for tax F −1,340 26.41 64,333 Form 4
2026-05-15 Stienstra MichaelGM & Chief Insurance, HHIP Shares withheld for tax F −1,259 26.41 91,160 Form 4
2026-05-15 Zeltser GuyChief Financial Officer Shares withheld for tax F −4,169 26.41 122,232 Form 4
2026-05-14 Zeltser GuyChief Financial Officer Grant or award A +743 22.72 126,401 Form 4
2026-04-27 McCathron RichardDirector, Chief Executive Officer Shares withheld for tax F −1,438 28.21 609,212 Form 4
2026-04-27 Ostergaard TorbenCEO Spinnaker Shares withheld for tax F −1,438 28.21 69,340 Form 4
2026-04-27 Stienstra MichaelGM & Chief Insurance, HHIP Shares withheld for tax F −794 28.21 92,419 Form 4
2026-04-27 Zeltser GuyChief Financial Officer Shares withheld for tax F −1,091 28.21 125,658 Form 4
2026-03-03 McCathron RichardDirector, Chief Executive Officer Grant or award A +113,719 – 544,837 Form 4
2026-03-03 McCathron RichardDirector, Chief Executive Officer Grant or award A +75,813 – 620,650 Form 4
2026-03-02 Ostergaard TorbenCEO Spinnaker Grant or award A +14,810 – 60,904 Form 4
2026-03-02 Ostergaard TorbenCEO Spinnaker Grant or award A +9,874 – 70,778 Form 4
2026-03-02 Stienstra MichaelGM & Chief Insurance, HHIP Grant or award A +14,810 – 83,339 Form 4
2026-03-02 Stienstra MichaelGM & Chief Insurance, HHIP Grant or award A +9,874 – 93,213 Form 4
2026-03-02 Zeltser GuyChief Financial Officer Grant or award A +37,024 – 102,066 Form 4
2026-03-02 Zeltser GuyChief Financial Officer Grant or award A +24,683 – 126,749 Form 4
2026-02-15 McCathron RichardDirector, Chief Executive Officer Shares withheld for tax F −11,586 28.59 431,118 Form 4
2026-02-15 Ostergaard TorbenCEO Spinnaker Shares withheld for tax F −2,408 28.59 52,799 Form 4
2026-02-15 Stienstra MichaelGM & Chief Insurance, HHIP Shares withheld for tax F −2,752 28.59 68,529 Form 4
2026-02-15 Zeltser GuyChief Financial Officer Shares withheld for tax F −4,483 28.59 65,042 Form 4
2025-12-18 Nichols John DrakeDirector Gift G −4,935 – 16,563 Form 4
2025-11-15 Zeltser GuyChief Financial Officer Shares withheld for tax F −4,182 31.11 70,679 Form 4
2025-11-15 McCathron RichardDirector, Chief Executive Officer Shares withheld for tax F −11,326 31.11 457,704 Form 4
2025-11-15 Ostergaard TorbenCEO Spinnaker Shares withheld for tax F −2,123 31.11 58,852 Form 4
2025-11-15 Stienstra MichaelGM & Chief Insurance, HHIP Shares withheld for tax F −2,463 31.11 75,181 Form 4
2025-10-01 Hay Laura JDirector Grant or award A +2,502 – 2,502 Form 4
2025-10-01 Holliday Susan ClaireDirector Grant or award A +2,502 – 2,502 Form 4
2025-09-10 McCathron RichardDirector, Chief Executive Officer Shares withheld for tax F −1,358 36.97 469,030 Form 4
2025-09-10 Zeltser GuyChief Financial Officer Shares withheld for tax F −1,029 36.97 80,038 Form 4
2025-09-10 Ostergaard TorbenCEO Spinnaker Shares withheld for tax F −1,358 36.97 60,975 Form 4
2025-09-10 Stienstra MichaelGM & Chief Insurance, HHIP Shares withheld for tax F −752 36.97 77,644 Form 4
2025-08-15 McCathron RichardDirector, Chief Executive Officer Shares withheld for tax F −10,759 30.91 475,388 Form 4
2025-08-15 Zeltser GuyChief Financial Officer Shares withheld for tax F −3,973 30.91 81,067 Form 4
2025-08-15 Ostergaard TorbenCEO Spinnaker Shares withheld for tax F −2,016 30.91 62,333 Form 4
2025-08-15 Stienstra MichaelGM & Chief Insurance, HHIP Shares withheld for tax F −2,341 30.91 78,396 Form 4
2025-06-03 Schaaf MarkDirector Grant or award A +5,801 24.35 11,365 Form 4
2025-06-03 Schaaf MarkDirector Grant or award A +4,738 – 16,103 Form 4
2025-06-03 Feder EricDirector Grant or award A +5,801 24.35 17,077 Form 4
2025-06-03 Feder EricDirector Grant or award A +4,738 – 21,815 Form 4
2025-06-03 Frater Hugh RDirector Grant or award A −5,801 24.35 17,077 Form 4
2025-06-03 Frater Hugh RDirector Grant or award A +4,738 – 21,815 Form 4
2025-06-03 Fouche Lori DickersonDirector Grant or award A +5,801 24.35 17,077 Form 4
2025-06-03 Fouche Lori DickersonDirector Grant or award A +4,738 – 21,815 Form 4
2025-06-03 Landman SamDirector Grant or award A +5,801 24.35 19,534 Form 4
2025-06-03 Landman SamDirector Grant or award A +4,738 – 24,272 Form 4
2025-06-03 Wijnberg Sandra SDirector Grant or award A +5,801 24.35 17,077 Form 4
2025-06-03 Wijnberg Sandra SDirector Grant or award A +4,738 – 21,815 Form 4
2025-06-03 Nichols John DrakeDirector Grant or award A +5,801 24.35 16,760 Form 4
2025-06-03 Nichols John DrakeDirector Grant or award A +4,738 – 21,498 Form 4
2025-05-15 McCathron RichardDirector, Chief Executive Officer Shares withheld for tax F −10,760 22.10 486,147 Form 4
2025-05-15 Zeltser GuyChief Financial Officier Shares withheld for tax F −3,972 22.10 85,040 Form 4
2025-05-15 Stienstra MichaelGM & Chief Insurance, HHIP Shares withheld for tax F −2,876 22.10 80,737 Form 4
2025-05-15 Ostergaard TorbenCEO Spinnaker Shares withheld for tax F −3,602 22.10 71,682 Form 4
2025-05-14 Zeltser GuyChief Financial Officier Grant or award A +2,276 8.50 5,529 Form 4
2025-03-05 McCathron RichardDirector, Chief Executive Officer Grant or award A +112,651 – 440,581 Form 4
2025-03-05 McCathron RichardDirector, Chief Executive Officer Grant or award A +56,326 – 496,907 Form 4
2025-03-04 Ellis StewartCFO/ Chief Strategy Officer Grant or award A +42,794 – 346,545 Form 4
2025-03-04 Ostergaard TorbenCEO Spinnaker Grant or award A +23,965 – 75,284 Form 4
2025-03-04 Stienstra MichaelGM & Chief Insurance, HHIP Grant or award A +23,965 – 83,613 Form 4
2025-02-15 McCathron RichardDirector, Chief Executive Officer Shares withheld for tax F −11,693 30.11 327,930 Form 4
2025-02-15 Ellis StewartCFO/ Chief Strategy Officer Shares withheld for tax F −14,464 30.11 303,751 Form 4
2025-02-15 Ostergaard TorbenCEO Spinnaker Shares withheld for tax F −3,516 30.11 51,319 Form 4
2025-02-15 Stienstra MichaelGM & Chief Insurance, HHIP Shares withheld for tax F −3,031 30.11 61,977 Form 4
2024-11-15 McCathron RichardDirector, Chief Executive Officer Shares withheld for tax F −11,523 26.50 354,623 Form 4
2024-11-15 Ellis StewartCFO/ Chief Strategy Officer Shares withheld for tax F −14,255 26.50 340,215 Form 4
2024-11-15 Ostergaard TorbenCEO Spinnaker Shares withheld for tax F −3,308 26.50 106,424 Form 4
2024-11-15 Stienstra MichaelGM & Chief Insurance, HHIP Shares withheld for tax F −2,793 26.50 67,456 Form 4

How to read it

Buy, sale
Code P and S on the form: shares bought or sold in the market, at the market price. The other codes are mostly pay (a grant, an option exercised) or tax (shares the company withheld), and say little about what the insider thinks of the price.
Plan
A sale or purchase under a Rule 10b5-1 plan, set up in advance and running on its own schedule. Since April 2023 the form has a box for it. Much executive selling is planned and says more about diversifying than about the company.
Holds after
The shares the insider still held after the trade, in the form the trade was in (directly, or indirectly through a trust or a fund).
Value
Shares times the price the form reports, which is often an average over several fills on the day.

Read from the SEC's own quarterly data sets of Forms 3, 4 and 5, and from each day's filings since the last one. A correcting amendment replaces the lines it restates. Every row links to its filing. None of this is advice: insiders sell for many reasons, and buy for fewer.

Hippo Holdings's scores and multiples ›