SEC Insider Transactions from McCathron Richard.

Last updated: 2026-03-14 11:57 UTC | Total transactions: 37

Richard McCathron, CEO of Hippo Holdings Inc. ($HIPO), made six open market sales of company stock over the past year, totaling about $752 thousand. His most recent sale occurred on March 9, 2026. These transactions rank him 5,567th among 11,678 insiders by sale value, below the average of $8.6 million per seller and matching the typical 6.4 transactions. McCathron recorded no open market purchases in this period.

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Transaction Date Company Ticker Insider Name Title Transaction Type Security Shares Price Shares Owned Following Total Shares Outstanding % of Owned % of Outstanding
March 9, 2026 Hippo Holdings Inc. $HIPO McCathron Richard Chief Executive Officer S Common Stock 5000 $25.86 615,650.0000 26,186,034 0.81% 0.02%
March 3, 2026 Hippo Holdings Inc. $HIPO McCathron Richard Chief Executive Officer A Common Stock 75813 $0.00 620,650.0000 26,186,034 13.91% 0.29%
March 3, 2026 Hippo Holdings Inc. $HIPO McCathron Richard Chief Executive Officer A Common Stock 113719 $0.00 544,837.0000 26,186,034 26.38% 0.43%
Feb. 15, 2026 Hippo Holdings Inc. $HIPO McCathron Richard Chief Executive Officer F Common Stock 11586 $28.59 431,118.0000 26,186,034 2.62% 0.04%
Feb. 9, 2026 Hippo Holdings Inc. $HIPO McCathron Richard Chief Executive Officer S Common Stock 5000 $29.14 442,704.0000 26,186,034 1.12% 0.02%
Jan. 9, 2026 Hippo Holdings Inc. $HIPO McCathron Richard Chief Executive Officer S Common Stock 5000 $31.52 447,704.0000 26,186,034 1.10% 0.02%
Dec. 9, 2025 Hippo Holdings Inc. $HIPO McCathron Richard Chief Executive Officer S Common Stock 5000 $29.82 452,704.0000 26,186,034 1.09% 0.02%
Nov. 15, 2025 Hippo Holdings Inc. $HIPO McCathron Richard Chief Executive Officer F Common Stock 11326 $31.11 457,704.0000 26,186,034 2.41% 0.04%
Sept. 10, 2025 Hippo Holdings Inc. $HIPO McCathron Richard Chief Executive Officer F Common Stock 1358 $36.97 469,030.0000 24,699,913 0.29% 0.01%
Sept. 8, 2025 Hippo Holdings Inc. $HIPO McCathron Richard Chief Executive Officer S Common Stock 2725 $34.12 470,388.0000 24,699,913 0.58% 0.01%
Aug. 22, 2025 Hippo Holdings Inc. $HIPO McCathron Richard Chief Executive Officer S Common Stock 2275 $34.00 473,113.0000 24,699,913 0.48% 0.01%
Aug. 15, 2025 Hippo Holdings Inc. $HIPO McCathron Richard Chief Executive Officer F Common Stock 10759 $30.91 475,388.0000 24,699,913 2.21% 0.04%
May 15, 2025 Hippo Holdings Inc. $HIPO McCathron Richard Chief Executive Officer F Common Stock 10760 $22.10 486,147.0000 24,699,913 2.17% 0.04%
March 5, 2025 Hippo Holdings Inc. $HIPO McCathron Richard Chief Executive Officer A Common Stock 112651 $0.00 440,581.0000 24,699,913 34.35% 0.46%
March 5, 2025 Hippo Holdings Inc. $HIPO McCathron Richard Chief Executive Officer A Common Stock 56326 $0.00 496,907.0000 24,699,913 12.78% 0.23%
Feb. 15, 2025 Hippo Holdings Inc. $HIPO McCathron Richard Chief Executive Officer F Common Stock 11693 $30.11 327,930.0000 24,699,913 3.44% 0.05%
Nov. 21, 2024 Hippo Holdings Inc. $HIPO McCathron Richard Chief Executive Officer S Common Stock 14986 $30.16 339,637.0000 25,068,472 4.23% 0.06%
Nov. 21, 2024 Hippo Holdings Inc. $HIPO McCathron Richard Chief Executive Officer S Common Stock 14 $31.20 339,623.0000 25,068,472 0.00% 0.00%
Nov. 15, 2024 Hippo Holdings Inc. $HIPO McCathron Richard Chief Executive Officer F Common Stock 11523 $26.50 354,623.0000 25,068,472 3.15% 0.05%
Nov. 8, 2024 Hippo Holdings Inc. $HIPO McCathron Richard Chief Executive Officer S Common Stock 3014 $26.14 366,146.0000 25,068,472 0.82% 0.01%
Nov. 8, 2024 Hippo Holdings Inc. $HIPO McCathron Richard Chief Executive Officer S Common Stock 6986 $25.30 369,160.0000 25,068,472 1.86% 0.03%
Oct. 18, 2024 Hippo Holdings Inc. $HIPO McCathron Richard Chief Executive Officer F Common Stock 2716 $19.19 376,146.0000 25,068,472 0.72% 0.01%
Aug. 15, 2024 Hippo Holdings Inc. $HIPO McCathron Richard Chief Executive Officer F Common Stock 11523 $18.40 378,862.0000 23,578,922 2.95% 0.05%
July 30, 2024 Hippo Holdings Inc. $HIPO McCathron Richard Chief Executive Officer F Common Stock 906 $19.08 390,385.0000 23,578,922 0.23% 0.00%
July 17, 2024 Hippo Holdings Inc. $HIPO McCathron Richard Chief Executive Officer D Common Stock 2998 $20.00 393,290.0000 23,578,922 0.76% 0.01%
July 18, 2024 Hippo Holdings Inc. $HIPO McCathron Richard Chief Executive Officer D Common Stock 1999 $20.18 391,291.0000 23,578,922 0.51% 0.01%
May 15, 2024 Hippo Holdings Inc. $HIPO McCathron Richard Chief Executive Officer F Common Stock 11523 $17.55 396,288.0000 23,578,922 2.83% 0.05%
May 1, 2024 Hippo Holdings Inc. $HIPO McCathron Richard Chief Executive Officer F Common Stock 906 $21.97 407,811.0000 23,578,922 0.22% 0.00%
Feb. 29, 2024 Hippo Holdings Inc. $HIPO McCathron Richard Chief Executive Officer A Common Stock 125000 $0.00 408,717.0000 23,578,922 44.06% 0.53%
Feb. 20, 2024 Hippo Holdings Inc. $HIPO McCathron Richard Chief Executive Officer F Common Stock 906 $10.96 283,717.0000 23,578,922 0.32% 0.00%
Feb. 15, 2024 Hippo Holdings Inc. $HIPO McCathron Richard Chief Executive Officer F Common Stock 7656 $11.12 284,623.0000 23,578,922 2.62% 0.03%
Nov. 15, 2023 Hippo Holdings Inc. $HIPO McCathron Richard Chief Executive Officer F Common Stock 8358 $8.50 292,279.0000 22,747,101 2.78% 0.04%
Aug. 15, 2023 Hippo Holdings Inc. $HIPO McCathron Richard Chief Executive Officer F Common Stock 5172 $9.98 300,637.0000 22,747,101 1.69% 0.02%
July 26, 2023 Hippo Holdings Inc. $HIPO McCathron Richard Chief Executive Officer F Common Stock 561 $17.15 305,809.0000 22,747,101 0.18% 0.00%
May 15, 2023 Hippo Holdings Inc. $HIPO McCathron Richard CEO & President F Common Stock 5172 $19.04 306,370.0000 22,747,101 1.66% 0.02%
April 20, 2023 Hippo Holdings Inc. $HIPO McCathron Richard CEO & President A Common Stock 100000 $0.00 311,542.0000 22,747,101 47.27% 0.44%
Feb. 15, 2023 Hippo Holdings Inc. $HIPO McCathron Richard CEO & President F Common Stock 1551 $18.86 211,542.0000 22,747,101 0.73% 0.01%