Hippo Holdings Inc. (HIPOW)

Latest Insider Confidence Score

2025Q4

38.5
Bearish

Company insider confidence (by quarter)

2024Q3 2025Q4

Largest shareholders

Insider Role (last 12 mo) Shares held Filed at
Len FW Investor, LLC — 2,476,418 Jul 3, 2025
Len X, LLC — 2,476,418 Jul 3, 2025
Lennar Corp /New/ — 2,476,418 Jul 3, 2025
Wand Assaf Chair 499,064 Feb 5, 2025
McCathron Richard CEO 469,030 Sep 11, 2025

Recent buy/sell transactions

Exec date Filing date Insider Role Signal Confidence Shares % of shares Under plan? Amount (USD)
Sep 17, 2025 Sep 19, 2025 Zeltser Guy CFO Sell 32.5 -5,177 -6.47% ✓ $194K
Sep 10, 2025 Sep 11, 2025 Stienstra Michael GM & Chief Insurance, HHIP Sell 36.3 -752 -0.96% ✗ $27.8K
Sep 10, 2025 Sep 11, 2025 Ostergaard Torben CEO Sell 22.5 -1,358 -2.18% ✗ $50.2K
Sep 10, 2025 Sep 11, 2025 Zeltser Guy CFO Sell 26.3 -1,029 -1.27% ✗ $38K
Sep 10, 2025 Sep 11, 2025 McCathron Richard CEO Sell 40.0 -1,358 -0.29% ✗ $50.2K
Sep 8, 2025 Sep 10, 2025 McCathron Richard CEO Sell 47.5 -2,725 -0.58% ✓ $93K
Aug 22, 2025 Aug 26, 2025 McCathron Richard CEO Sell 48.8 -2,275 -0.48% ✓ $77.4K
Aug 15, 2025 Aug 18, 2025 Stienstra Michael GM & Chief Insurance, HHIP Sell 22.5 -2,341 -2.90% ✗ $72.4K
Aug 15, 2025 Aug 18, 2025 Ostergaard Torben CEO Sell 22.5 -2,016 -3.13% ✗ $62.3K
Aug 15, 2025 Aug 18, 2025 Zeltser Guy CFO Sell 22.5 -3,973 -4.67% ✗ $122.8K
Aug 15, 2025 Aug 18, 2025 McCathron Richard CEO Sell 20.0 -10,759 -2.21% ✗ $332.6K
Mar 7, 2023 Jul 3, 2025 Len FW Investor, LLC Other Sell 15.0 -432,409 -14.87% ✗ $14.5M
Jun 12, 2025 Jun 16, 2025 Ostergaard Torben CEO Sell 37.5 -2,444 -3.66% ✓ $73.2K
Jun 4, 2025 Jun 6, 2025 Ostergaard Torben CEO Sell 32.5 -4,889 -6.82% ✓ $120.3K
Jun 3, 2025 Jun 5, 2025 WIJNBERG SANDRA S Director Neutral 90.0 +10,539 66.05% ✗ -
Jun 3, 2025 Jun 5, 2025 Landman Sam Director Neutral 90.0 +10,539 76.74% ✗ -
Jun 3, 2025 Jun 5, 2025 NICHOLS JOHN DRAKE Director Neutral 90.0 +10,539 17.29% ✗ -
Jun 3, 2025 Jun 5, 2025 Fouche Lori Dickerson Director Neutral 90.0 +10,539 93.46% ✗ -
Jun 3, 2025 Jun 5, 2025 FRATER HUGH R Director Neutral 27.5 -1,063 -1.61% ✗ -
Jun 3, 2025 Jun 5, 2025 Feder Eric Director Neutral 90.0 +10,539 64.75% ✗ -
Jun 3, 2025 Jun 5, 2025 Schaaf Mark Director Neutral 90.0 +10,539 189.41% ✗ -
May 15, 2025 May 16, 2025 Ostergaard Torben CEO Sell 22.5 -3,602 -4.78% ✗ $79.6K
May 15, 2025 May 16, 2025 Stienstra Michael GM & Chief Insurance, HHIP Sell 22.5 -2,876 -3.44% ✗ $63.6K
May 14, 2025 May 16, 2025 Zeltser Guy CFO Sell 22.5 -1,696 -1.84% ✗ $87.8K
May 15, 2025 May 16, 2025 McCathron Richard CEO Sell 22.5 -10,760 -2.17% ✗ $237.8K
Apr 1, 2025 Apr 3, 2025 Wand Assaf Chair Sell 42.5 -12,250 -1.05% ✓ $306.7K
Mar 17, 2025 Zeltser Guy CFO Neutral 52.5 - 0.00% ✗ -
Mar 4, 2025 Mar 6, 2025 Stienstra Michael GM & Chief Insurance, HHIP Neutral 90.0 +23,965 40.18% ✗ -
Mar 4, 2025 Mar 6, 2025 Ostergaard Torben CEO Neutral 90.0 +23,965 46.70% ✗ -
Mar 4, 2025 Mar 6, 2025 Ellis Stewart CFO Neutral 90.0 +42,794 13.62% ✗ -
Mar 5, 2025 Mar 6, 2025 McCathron Richard CEO Neutral 90.0 +168,977 51.53% ✗ -
Mar 3, 2025 Mar 5, 2025 Wand Assaf Chair Sell 42.5 -12,250 -1.04% ✓ $354K
Feb 15, 2025 Feb 19, 2025 Stienstra Michael GM & Chief Insurance, HHIP Sell 28.8 -5,360 -8.25% ✓ $161.2K
Feb 15, 2025 Feb 19, 2025 Ostergaard Torben CEO Sell 22.5 -3,516 -6.41% ✗ $105.9K
Feb 15, 2025 Feb 19, 2025 Ellis Stewart CFO Sell 20.0 -14,464 -4.40% ✗ $435.5K
Feb 15, 2025 Feb 19, 2025 McCathron Richard CEO Sell 20.0 -11,693 -3.44% ✗ $352.1K
Feb 4, 2025 Feb 6, 2025 Ostergaard Torben CEO Sell 5.0 -40,431 -42.44% ✓ $1.2M
Feb 3, 2025 Feb 5, 2025 Wand Assaf Chair Sell 38.8 -12,250 -2.40% ✓ $327.8K
Jan 29, 2025 Jan 31, 2025 Ostergaard Torben CEO Sell 37.5 -3,022 -3.07% ✓ $82.4K
Jan 8, 2025 Jan 10, 2025 Ostergaard Torben CEO Sell 41.3 -3,022 -2.98% ✓ $77.9K
Jan 2, 2025 Jan 3, 2025 Wand Assaf Chair Sell 42.5 -12,250 -1.01% ✓ $318.8K
Jan 2, 2025 Jan 3, 2025 Ellis Stewart CFO Sell 38.8 -10,000 -2.95% ✓ $263.4K
Dec 23, 2024 Dec 26, 2024 Ostergaard Torben CEO Sell 41.3 -3,022 -2.90% ✓ $78.3K
Dec 18, 2024 Dec 20, 2024 Ellis Stewart CFO Sell 35.0 -12,000 -3.42% ✓ $311K
Dec 17, 2024 Dec 19, 2024 Ostergaard Torben CEO Sell 45.0 -2,092 -1.97% ✓ $55.4K
Dec 2, 2024 Dec 4, 2024 Wand Assaf Chair Sell 42.5 -12,250 -1.00% ✓ $388K
Nov 21, 2024 Nov 25, 2024 McCathron Richard CEO Sell 35.0 -15,000 -4.23% ✓ $452.4K
Nov 15, 2024 Nov 19, 2024 Stienstra Michael GM & Chief Insurance, HHIP Sell 32.5 -5,241 -7.46% ✓ $143.5K
Nov 15, 2024 Nov 19, 2024 Ostergaard Torben CEO Sell 22.5 -3,308 -3.01% ✗ $87.7K
Nov 15, 2024 Nov 19, 2024 Ellis Stewart CFO Sell 20.0 -14,255 -3.91% ✗ $377.8K
Nov 15, 2024 Nov 19, 2024 McCathron Richard CEO Sell 20.0 -11,523 -3.15% ✗ $305.4K
Nov 8, 2024 Nov 12, 2024 Stienstra Michael GM & Chief Insurance, HHIP Sell 48.8 -855 -1.20% ✓ $21.8K
Nov 8, 2024 Nov 12, 2024 McCathron Richard CEO Sell 38.8 -10,000 -2.66% ✓ $255.5K
Nov 6, 2024 Nov 8, 2024 Badia Anirudh Chief Accounting Officer Sell 41.3 -2,552 -2.43% ✓ $62.5K
Nov 1, 2024 Nov 5, 2024 Wand Assaf Chair Sell 45.0 -12,250 -0.99% ✓ $254.9K
Oct 18, 2024 Oct 22, 2024 Badia Anirudh Chief Accounting Officer Sell 26.3 -1,446 -1.36% ✗ $27.7K
Oct 18, 2024 Oct 22, 2024 Stienstra Michael GM & Chief Insurance, HHIP Sell 26.3 -1,482 -2.04% ✗ $28.4K
Oct 18, 2024 Oct 22, 2024 Harry Yuval Chief Revenue Officer Sell 22.5 -2,836 -2.83% ✗ $54.4K
Oct 18, 2024 Oct 22, 2024 Ostergaard Torben CEO Sell 22.5 -2,716 -2.42% ✗ $52.1K
Oct 18, 2024 Oct 22, 2024 Ellis Stewart CFO Sell 32.5 -3,497 -0.95% ✗ $67.1K
Oct 18, 2024 Oct 22, 2024 McCathron Richard CEO Sell 32.5 -2,716 -0.72% ✗ $52.1K
Oct 1, 2024 Oct 3, 2024 Wand Assaf Chair Sell 47.5 -12,250 -0.98% ✓ $198.4K
Sep 18, 2024 Sep 20, 2024 Badia Anirudh Chief Accounting Officer Sell 32.5 -8,554 -7.45% ✓ $157K
Sep 18, 2024 Sep 20, 2024 Ellis Stewart CFO Sell 47.5 -3,000 -0.81% ✓ $54.3K