InsiderTrades

HIPO Hippo Holdings Inc.

NYSE · SEC CIK 1828105 · EDGAR

Bought, last 12 months
$4,808
1 purchases by 1 insiders
Sold, last 12 months
$2.11M
18 sales by 4 insiders
Filings on record
320
since 2021-08-03, latest 2026-09-11 09:51
Buying vs selling by month open-market trades, last 24 months
BoughtSold

Most active insiders, 12 months

InsiderTitleBoughtSold
McCathron RichardCEO, Dir —$1.44M
Ostergaard TorbenCEO Spinnaker —$443.6K
Stienstra MichaelGM, Chief Insurance, HHIP —$121.4K
Zeltser GuyCFO $4,808$110.2K
Boettcher LauraCOO ——
Holliday Susan ClaireDir ——
Hay Laura JDir ——
Schaaf MarkDir ——
Landman SamDir ——
Ellis StewartDir ——

Transactions 346

Type
Reset
X Filed Traded Ticker Insider Title Type Price Qty Owned ΔOwn Value
T 2026-09-11 09:51 2026-09-09 HIPO McCathron Richard CEO, Dir S - Sale $32.23 -5,000 567.1K -0.9% -$161.1K
2026-08-19 17:05 2026-08-15 HIPO Ellis Stewart Dir A - Grant $33.04 +5,350 126.5K +4% +$176.8K
2026-08-18 19:03 2026-08-15 HIPO Boettcher Laura COO F - Tax $32.83 -1,586 71.4K -2% -$52.1K
T 2026-08-18 19:03 2026-08-15 HIPO Ostergaard Torben CEO Spinnaker F - Tax $32.83 -1,340 63.0K -2% -$44.0K
T 2026-08-18 19:03 2026-08-17 HIPO Ostergaard Torben CEO Spinnaker S - Sale $33.00 -1,169 61.8K -2% -$38.6K
2026-08-18 19:03 2026-08-15 HIPO Stienstra Michael GM, Chief Insurance, HHIP F - Tax $32.83 -1,259 89.9K -1% -$41.3K
2026-08-18 19:02 2026-08-15 HIPO Zeltser Guy CFO F - Tax $32.83 -3,945 116.6K -3% -$129.5K
2026-08-18 18:47 2026-08-15 HIPO McCathron Richard CEO, Dir F - Tax $32.83 -8,301 572.1K -1% -$272.5K
T 2026-08-12 16:39 2026-08-10 HIPO McCathron Richard CEO, Dir S - Sale $32.00 -5,000 580.4K -0.9% -$160.0K
T 2026-07-30 16:45 2026-07-28 HIPO Zeltser Guy CFO S - Sale $30.98 -1,669 120.6K -1% -$51.7K
T 2026-07-13 16:41 2026-07-09 HIPO McCathron Richard CEO, Dir S - Sale $28.53 -5,000 585.4K -0.8% -$142.7K
2026-06-12 20:14 2026-06-10 HIPO Boettcher Laura COO A - Grant $0.00 +11.7K 73.0K +19% $0
T 2026-06-11 17:16 2026-06-09 HIPO McCathron Richard CEO, Dir S - Sale $25.00 -5,000 590.4K -0.8% -$125.0K
2026-06-05 20:14 2026-06-03 HIPO Ellis Stewart Dir A - Grant $0.00 +4,820 121.1K +4% $0
M 2026-06-04 21:04 2026-06-02 HIPO Fouche Lori Dickerson Dir A - Grant $12.61 +9,546 26.6K +56% +$120.3K
M 2026-06-04 21:02 2026-06-02 HIPO WIJNBERG SANDRA S Dir A - Grant $12.61 +9,546 26.6K +56% +$120.3K
M 2026-06-04 20:29 2026-06-02 HIPO Hay Laura J Dir A - Grant $8.69 +7,310 7,310 New +$63.6K
M 2026-06-04 20:28 2026-06-02 HIPO Holliday Susan Claire Dir A - Grant $8.69 +7,310 7,310 New +$63.6K
M 2026-06-04 20:27 2026-06-02 HIPO NICHOLS JOHN DRAKE Dir A - Grant $12.61 +9,546 21.4K +81% +$120.3K
2026-06-04 20:26 2026-06-02 HIPO Feder Eric Dir A - Grant $25.40 +4,738 21.8K +28% +$120.3K
M 2026-06-04 20:26 2026-06-02 HIPO FRATER HUGH R Dir A - Grant $12.61 +9,546 26.6K +56% +$120.3K
M 2026-06-04 20:25 2026-06-02 HIPO Schaaf Mark Dir A - Grant $12.61 +9,546 20.9K +84% +$120.3K
M 2026-06-04 20:24 2026-06-02 HIPO Landman Sam Dir A - Grant $12.61 +9,546 29.1K +49% +$120.3K
2026-05-19 20:25 2026-05-15 HIPO Stienstra Michael GM, Chief Insurance, HHIP F - Tax $26.41 -1,259 91.2K -1% -$33.3K
T 2026-05-19 20:24 2026-05-15 HIPO Ostergaard Torben CEO Spinnaker S - Sale $26.10 -3,667 65.7K -5% -$95.7K
T 2026-05-19 20:24 2026-05-15 HIPO Ostergaard Torben CEO Spinnaker F - Tax $26.41 -1,340 64.3K -2% -$35.4K
2026-05-19 20:23 2026-05-14 HIPO Zeltser Guy CFO A - Grant $22.72 +743 126.4K +0.6% +$16.9K
2026-05-19 20:23 2026-05-15 HIPO Zeltser Guy CFO F - Tax $26.41 -4,169 122.2K -3% -$110.1K
2026-05-19 20:23 2026-05-15 HIPO McCathron Richard CEO, Dir F - Tax $26.41 -8,779 595.4K -1% -$231.9K
T 2026-05-13 20:29 2026-05-11 HIPO McCathron Richard CEO, Dir S - Sale $27.10 -5,000 604.2K -0.8% -$135.5K
2026-04-29 19:42 2026-04-27 HIPO Ostergaard Torben CEO Spinnaker F - Tax $28.21 -1,438 69.3K -2% -$40.6K
2026-04-29 19:41 2026-04-27 HIPO Stienstra Michael GM, Chief Insurance, HHIP F - Tax $28.21 -794 92.4K -0.9% -$22.4K
2026-04-29 19:41 2026-04-27 HIPO Zeltser Guy CFO F - Tax $28.21 -1,091 125.7K -0.9% -$30.8K
2026-04-29 19:41 2026-04-27 HIPO McCathron Richard CEO, Dir F - Tax $28.21 -1,438 609.2K -0.2% -$40.6K
T 2026-04-13 17:51 2026-04-09 HIPO McCathron Richard CEO, Dir S - Sale $26.05 -5,000 610.6K -0.8% -$130.2K
T 2026-03-11 2026-03-09 HIPO McCathron Richard CEO, Dir S - Sale $25.86 -5,000 615.6K -0.8% -$129.3K
M 2026-03-05 2026-03-03 HIPO McCathron Richard CEO, Dir A - Grant $0.00 +189.5K 544.8K +53% $0
M 2026-03-05 2026-03-02 HIPO Zeltser Guy CFO A - Grant $0.00 +61.7K 126.7K +95% $0
M 2026-03-05 2026-03-02 HIPO Ostergaard Torben CEO Spinnaker A - Grant $0.00 +24.7K 70.8K +54% $0
M 2026-03-05 2026-03-02 HIPO Stienstra Michael GM, Chief Insurance, HHIP A - Grant $0.00 +24.7K 93.2K +36% $0
T 2026-02-27 2026-02-25 HIPO Ostergaard Torben CEO Spinnaker S - Sale $30.44 -600 46.1K -1% -$18.3K
T 2026-02-18 2026-02-15 HIPO Ostergaard Torben CEO Spinnaker F - Tax $28.59 -2,408 52.8K -4% -$68.8K
T 2026-02-18 2026-02-17 HIPO Ostergaard Torben CEO Spinnaker S - Sale $28.57 -6,105 46.7K -12% -$174.4K
2026-02-18 2026-02-15 HIPO Stienstra Michael GM, Chief Insurance, HHIP F - Tax $28.59 -2,752 68.5K -4% -$78.7K
2026-02-18 2026-02-15 HIPO Zeltser Guy CFO F - Tax $28.59 -4,483 65.0K -6% -$128.2K
2026-02-18 2025-11-14 HIPO Zeltser Guy CFO P - Purchase $7.23 +665 69.5K +1.0% +$4,808
2026-02-18 2026-02-15 HIPO McCathron Richard CEO, Dir F - Tax $28.59 -11.6K 431.1K -3% -$331.2K
T 2026-02-11 2026-02-09 HIPO McCathron Richard CEO, Dir S - Sale $29.14 -5,000 442.7K -1% -$145.7K
T 2026-01-13 2026-01-09 HIPO McCathron Richard CEO, Dir S - Sale $31.52 -5,000 447.7K -1% -$157.6K
T 2025-12-29 2025-12-22 HIPO Stienstra Michael GM, Chief Insurance, HHIP S - Sale $31.12 -3,900 71.3K -5% -$121.4K
2025-12-19 2025-12-18 HIPO NICHOLS JOHN DRAKE Dir G - Gift $0.00 -4,935 16.6K -23% $0
T 2025-12-11 2025-12-09 HIPO McCathron Richard CEO, Dir S - Sale $29.82 -5,000 452.7K -1% -$149.1K
MT 2025-11-25 2025-11-21 HIPO Ostergaard Torben CEO Spinnaker S - Sale $31.99 -3,645 55.2K -6% -$116.6K
MT 2025-11-19 2025-11-18 HIPO Zeltser Guy CFO S - Sale $32.15 -1,819 68.9K -3% -$58.5K
T 2025-11-19 2025-11-15 HIPO Zeltser Guy CFO F - Tax $31.11 -4,182 70.7K -6% -$130.1K
2025-11-18 2025-11-15 HIPO Ostergaard Torben CEO Spinnaker F - Tax $31.11 -2,123 58.9K -3% -$66.0K
2025-11-18 2025-11-15 HIPO McCathron Richard CEO, Dir F - Tax $31.11 -11.3K 457.7K -2% -$352.4K
2025-11-18 2025-11-15 HIPO Stienstra Michael GM, Chief Insurance, HHIP F - Tax $31.11 -2,463 75.2K -3% -$76.6K
2025-10-03 2025-10-01 HIPO Holliday Susan Claire Dir A - Grant $0.00 +2,502 2,502 New $0
2025-10-03 2025-10-01 HIPO Hay Laura J Dir A - Grant $0.00 +2,502 2,502 New $0
MT 2025-09-19 2025-09-17 HIPO Zeltser Guy CFO S - Sale $37.48 -5,177 75.1K -6% -$194.0K
2025-09-11 2025-09-10 HIPO Ostergaard Torben CEO Spinnaker F - Tax $36.97 -1,358 61.0K -2% -$50.2K
2025-09-11 2025-09-10 HIPO McCathron Richard CEO, Dir F - Tax $36.97 -1,358 469.0K -0.3% -$50.2K
2025-09-11 2025-09-10 HIPO Zeltser Guy CFO F - Tax $36.97 -1,029 80.0K -1% -$38.0K
2025-09-11 2025-09-10 HIPO Stienstra Michael GM, Chief Insurance, HHIP F - Tax $36.97 -752 77.6K -1.0% -$27.8K
2025-09-10 2025-09-08 HIPO McCathron Richard CEO, Dir S - Sale $34.12 -2,725 470.4K -0.6% -$93.0K
T 2025-08-26 2025-08-22 HIPO McCathron Richard CEO, Dir S - Sale $34.00 -2,275 473.1K -0.5% -$77.3K
2025-08-18 2025-08-15 HIPO Zeltser Guy CFO F - Tax $30.91 -3,973 81.1K -5% -$122.8K
2025-08-18 2025-08-15 HIPO Ostergaard Torben CEO Spinnaker F - Tax $30.91 -2,016 62.3K -3% -$62.3K
2025-08-18 2025-08-15 HIPO McCathron Richard CEO, Dir F - Tax $30.91 -10.8K 475.4K -2% -$332.6K
2025-08-18 2025-08-15 HIPO Stienstra Michael GM, Chief Insurance, HHIP F - Tax $30.91 -2,341 78.4K -3% -$72.4K
2025-07-03 2025-07-01 HIPO Len FW Investor, LLC Former 10% Owner S - Sale $28.17 -514.3K 2.48M -17% -$14.49M
2025-07-03 2023-03-07 HIPO Len FW Investor, LLC Former 10% Owner J - Other $0.00 +81.9K 2.99M +3% $0
T 2025-06-16 2025-06-12 HIPO Ostergaard Torben CEO Spinnaker S - Sale $29.95 -2,444 64.3K -4% -$73.2K
T 2025-06-06 2025-06-04 HIPO Ostergaard Torben CEO Spinnaker S - Sale $24.61 -4,889 66.8K -7% -$120.3K
M 2025-06-05 2025-06-03 HIPO NICHOLS JOHN DRAKE Dir A - Grant $13.40 +10.5K 16.8K +169% +$141.3K
M 2025-06-05 2025-06-03 HIPO WIJNBERG SANDRA S Dir A - Grant $13.40 +10.5K 17.1K +161% +$141.3K
M 2025-06-05 2025-06-03 HIPO FRATER HUGH R Dir A - Grant $13.40 -1,063 17.1K -6% -$14.2K
M 2025-06-05 2025-06-03 HIPO Schaaf Mark Dir A - Grant $13.40 +10.5K 11.4K +1,276% +$141.3K
M 2025-06-05 2025-06-03 HIPO Landman Sam Dir A - Grant $13.40 +10.5K 19.5K +117% +$141.3K
M 2025-06-05 2025-06-03 HIPO Feder Eric Dir A - Grant $13.40 +10.5K 17.1K +161% +$141.3K
M 2025-06-05 2025-06-03 HIPO Fouche Lori Dickerson Dir A - Grant $13.40 +10.5K 21.8K +93% +$141.3K
2025-05-16 2025-05-15 HIPO McCathron Richard CEO, Dir F - Tax $22.10 -10.8K 486.1K -2% -$237.8K
2025-05-16 2025-05-14 HIPO Zeltser Guy Chief Financial Officier A - Grant $8.50 +2,276 5,529 +70% +$19.3K
2025-05-16 2025-05-15 HIPO Zeltser Guy Chief Financial Officier F - Tax $22.10 -3,972 85.0K -4% -$87.8K
2025-05-16 2025-05-15 HIPO Stienstra Michael GM, Chief Insurance, HHIP F - Tax $22.10 -2,876 80.7K -3% -$63.6K
2025-05-16 2025-05-15 HIPO Ostergaard Torben CEO Spinnaker F - Tax $22.10 -3,602 71.7K -5% -$79.6K
TI 2025-04-03 2025-04-01 HIPO Wand Assaf Executive COB BoD, Dir S - Sale $25.04 -12.2K 474.6K -3% -$306.7K
2025-03-06 2025-03-04 HIPO Ostergaard Torben CEO Spinnaker A - Grant $0.00 +24.0K 75.3K +47% $0
M 2025-03-06 2025-03-05 HIPO McCathron Richard CEO, Dir A - Grant $0.00 +169.0K 496.9K +52% $0
2025-03-06 2025-03-04 HIPO Ellis Stewart CFO, Chief Strategy Off A - Grant $0.00 +42.8K 346.5K +14% $0
2025-03-06 2025-03-04 HIPO Stienstra Michael GM, Chief Insurance, HHIP A - Grant $0.00 +24.0K 83.6K +40% $0
TI 2025-03-05 2025-03-03 HIPO Wand Assaf Executive COB BoD, Dir S - Sale $28.90 -12.2K 486.8K -2% -$354.0K
2025-02-19 2025-02-15 HIPO McCathron Richard CEO, Dir F - Tax $30.11 -11.7K 327.9K -3% -$352.1K
T 2025-02-19 2025-02-18 HIPO Stienstra Michael GM, Chief Insurance, HHIP S - Sale $30.02 -2,329 59.6K -4% -$69.9K
T 2025-02-19 2025-02-15 HIPO Stienstra Michael GM, Chief Insurance, HHIP F - Tax $30.11 -3,031 62.0K -5% -$91.3K
2025-02-19 2025-02-15 HIPO Ostergaard Torben CEO Spinnaker F - Tax $30.11 -3,516 51.3K -6% -$105.9K
2025-02-19 2025-02-15 HIPO Ellis Stewart CFO, Chief Strategy Off F - Tax $30.11 -14.5K 303.8K -5% -$435.5K
MT 2025-02-06 2025-02-04+ HIPO Ostergaard Torben CEO Spinnaker S - Sale $30.16 -40.4K 74.1K -35% -$1.22M
MTI 2025-02-05 2025-02-03 HIPO Wand Assaf Executive COB BoD, Dir S - Sale $26.76 -12.2K 503.3K -2% -$327.8K

Purchase Sale Sale after option exercise All abbreviations