Insider Ledger

HIPO insider buying and SEC filings, explained

Hippo Holdings Inc. · CIK 1828105

Tracked: Forms 3/4/5, 8-K, NT · All filings on sec.gov

Insider activity in the last 12 months

Bought
$0
Insiders who bought
0
Sold (not marked 10b5-1)
$0
Planned sales (10b5-1)
$2.3M

Insider purchases and sales, last 12 months

TradedTypeWhat was filedSource
Oct 15, 2026Planned (10b5-1)Torben Ostergaard (CEO) sold 1,169 shares at about $35.03 ($41K), marked as a 10b5-1 plan trade. Holdings down 2% to 60,655 shares.SEC filing
Filed Oct 16, 2026, 4:25 PM ET
Oct 9, 2026Planned (10b5-1)Richard McCathron (CEO and Director) sold 5,000 shares at $34.18 ($171K), marked as a 10b5-1 plan trade. Holdings down 1% to 562,132 shares.SEC filing
Filed Oct 13, 2026, 4:26 PM ET
Sep 9, 2026Planned (10b5-1)Richard McCathron (CEO and Director) sold 5,000 shares at $32.23 ($161K), marked as a 10b5-1 plan trade. Holdings down 1% to 567,132 shares.SEC filing
Filed Sep 11, 2026
Aug 17, 2026Planned (10b5-1)Torben Ostergaard (CEO) sold 1,169 shares at $33.00 ($39K), marked as a 10b5-1 plan trade. Holdings down 2% to 61,824 shares.SEC filing
Filed Aug 18, 2026
Aug 10, 2026Planned (10b5-1)Richard McCathron (CEO and Director) sold 5,000 shares at $32.00 ($160K), marked as a 10b5-1 plan trade. Holdings down 1% to 580,433 shares.SEC filing
Filed Aug 12, 2026
Jul 28, 2026Planned (10b5-1)Guy Zeltser (CFO) sold 1,669 shares at $30.98 ($52K), marked as a 10b5-1 plan trade. Holdings down 1% to 120,563 shares.SEC filing
Filed Jul 30, 2026
Jul 9, 2026Planned (10b5-1)Richard McCathron (CEO and Director) sold 5,000 shares at $28.53 ($143K), marked as a 10b5-1 plan trade. Holdings down 1% to 585,433 shares.SEC filing
Filed Jul 13, 2026
Jun 9, 2026Planned (10b5-1)Richard McCathron (CEO and Director) sold 5,000 shares at $25.00 ($125K), marked as a 10b5-1 plan trade. Holdings down 1% to 590,433 shares.SEC filing
Filed Jun 11, 2026
May 15, 2026Planned (10b5-1)Torben Ostergaard (CEO) sold 3,667 shares at about $26.10 ($96K), marked as a 10b5-1 plan trade. Holdings down 5% to 65,673 shares.SEC filing
Filed May 19, 2026
May 11, 2026Planned (10b5-1)Richard McCathron (CEO and Director) sold 5,000 shares at $27.10 ($136K), marked as a 10b5-1 plan trade. Holdings down 1% to 604,212 shares.SEC filing
Filed May 13, 2026
Apr 9, 2026Planned (10b5-1)Richard McCathron (CEO and Director) sold 5,000 shares at $26.05 ($130K), marked as a 10b5-1 plan trade. Holdings down 1% to 610,650 shares.SEC filing
Filed Apr 13, 2026
Mar 9, 2026Planned (10b5-1)Richard McCathron (CEO and Director) sold 5,000 shares at $25.86 ($129K), marked as a 10b5-1 plan trade. Holdings down 1% to 615,650 shares.SEC filing
Filed Mar 11, 2026
Feb 25, 2026Planned (10b5-1)Torben Ostergaard (CEO) sold 600 shares at about $30.44 ($18K), marked as a 10b5-1 plan trade. Holdings down 1% to 46,094 shares.SEC filing
Filed Feb 27, 2026
Feb 17, 2026Planned (10b5-1)Torben Ostergaard (CEO) sold 6,105 shares at about $28.57 ($174K), marked as a 10b5-1 plan trade. Holdings down 12% to 46,694 shares.SEC filing
Filed Feb 18, 2026
Nov 14, 2025Purchase (code P)Guy Zeltser (CFO) bought 665 shares at $7.23 ($5K), reported as a purchase (code P). Holdings up 1% to 69,525 shares. Not marked as a 10b5-1 plan trade.SEC filing
Filed Feb 18, 2026
Feb 9, 2026Planned (10b5-1)Richard McCathron (CEO and Director) sold 5,000 shares at $29.14 ($146K), marked as a 10b5-1 plan trade. Holdings down 1% to 442,704 shares.SEC filing
Filed Feb 11, 2026
Jan 9, 2026Planned (10b5-1)Richard McCathron (CEO and Director) sold 5,000 shares at $31.52 ($158K), marked as a 10b5-1 plan trade. Holdings down 1% to 447,704 shares.SEC filing
Filed Jan 13, 2026
Dec 22, 2025Planned (10b5-1)Michael Stienstra (GM & Chief Insurance, HHIP) sold 3,900 shares at about $31.12 ($121K), marked as a 10b5-1 plan trade. Holdings down 5% to 71,281 shares.SEC filing
Filed Dec 29, 2025
Dec 9, 2025Planned (10b5-1)Richard McCathron (CEO and Director) sold 5,000 shares at $29.82 ($149K), marked as a 10b5-1 plan trade. Holdings down 1% to 452,704 shares.SEC filing
Filed Dec 11, 2025
Nov 21, 2025Planned (10b5-1)Torben Ostergaard (CEO) sold 3,645 shares at about $31.99 ($117K), marked as a 10b5-1 plan trade. Holdings down 6% to 55,207 shares.SEC filing
Filed Nov 25, 2025
Nov 18, 2025Planned (10b5-1)Guy Zeltser (CFO) sold 1,819 shares at about $32.15 ($58K), marked as a 10b5-1 plan trade. Holdings down 3% to 68,860 shares.SEC filing
Filed Nov 19, 2025

38 routine transactions (such as grants, option exercises or tax withholding) are not listed.

Cluster buys

No cluster buys in the last 12 months.

Red flags

No red flags in the last 12 months.

Key events

No key events in the last 12 months.

8-K filings, last 12 months

No 8-K filings in the last 12 months.

Red flags are objective triggers only: the item or form filed, never an opinion.

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