HIPO Insider Trading

Hippo Holdings Inc. (HIPO) operates in the Financial Services sector, specifically the Insurance - Property & Casualty industry, with a market capitalization near $907.5M, listed on NYSE, employing roughly 540 people, carrying a beta of 1.55 to the broader market. Hippo Holdings Inc. Led by Richard Lyn McCathron, public since 2021-01-11.

In the last 12 months, Hippo Holdings Inc. insiders made 1 buy transaction and 21 sale transactions.

DateNameTypeSharesPriceValue
Oct 13, 2026McCathron RichardS-Sale5,000$34.18$170.9K
Sep 11, 2026McCathron RichardS-Sale5,000$32.23$161.1K
Aug 19, 2026Ellis StewartA-Award5,350$33.04$176.8K
Aug 18, 2026Boettcher LauraF-InKind1,586$32.83$52.1K
Aug 18, 2026Ostergaard TorbenF-InKind1,340$32.83$44.0K
Aug 18, 2026Ostergaard TorbenS-Sale1,169$33.00$38.6K
Aug 18, 2026Stienstra MichaelF-InKind1,259$32.83$41.3K
Aug 18, 2026Zeltser GuyF-InKind3,945$32.83$129.5K
Aug 18, 2026McCathron RichardF-InKind8,301$32.83$272.5K
Aug 12, 2026McCathron RichardS-Sale5,000$32.00$160.0K

HIPO Insider Activity by Quarter

Reported Form 4 and Form 5 lines under HIPO's own SEC company ID, by transaction date, back to Q4 2024. Purchases and sales are code P / S (open market or private) in the company's shares; other lines are purchases and sales of other securities (options, warrants, preferred), awards, exercises, tax withholding, gifts and other acquisitions and dispositions. Later filings and amendments can change the current quarter. Earlier quarters are not shown: the filings read reach back to Aug 4, 2021, and a quarter counts only when every filing for it was read.

QuarterPurchasesBoughtSalesSoldOther Lines
Q4 2026 (so far)0N/A1$170.9K0
Q3 20260N/A5$554.1K6
Q2 20260N/A4$486.5K28
Q1 20260N/A5$625.3K12
Q4 20251$4.8K6$445.6K7
Q3 20250N/A5$14.9M8
Q2 20250N/A3$500.2K19
Q1 20250N/A12$2.7M9
Q4 20240N/A19$2.1M10

HIPO Institutional Ownership (13F)

As of Jun 30, 2026 (Q2 2026), 137 institutions reported holding 11,642,268 HIPO shares, valued at $328.9M as reported, 46.3% of its market cap (market cap of Jun 26, 2026). That is +9 institutions from the quarter before. Among managers whose reports for both quarters are comparable, 20 opened a position, 12 closed one, 58 added and 28 trimmed.

Top Holders, Q2 2026

ManagerSharesValueChange
BlackRock, Inc.1,498,306$42.3M+226,533
Bond Capital Management, LP1,054,035$29.8M-146,093
Hood River Capital Management LLC901,429$25.5M+293,170
VANGUARD CAPITAL MANAGEMENT LLC898,021$25.4M+35,612
GEODE CAPITAL MANAGEMENT, LLC646,908$18.3M+80,418
WESTERLY CAPITAL MANAGEMENT, LLC645,000$18.2M+145,000
STATE STREET CORP443,716$12.5M+37,097
DIMENSIONAL FUND ADVISORS LP423,959$12.0M+29,052
BANCO BILBAO VIZCAYA ARGENTARIA, S.A.403,590$11.4MUnchanged
MORGAN STANLEY287,803$8.1M+67,728

By Quarter

QuarterInstitutionsSharesValue
Q2 202613711,642,268$328.9M
Q1 202612810,619,218$276.5M
Q4 202513912,983,351$390.6M
Q3 202512410,071,123$364.2M
Q2 20251099,424,730$263.2M
Q1 20251088,865,181$226.6M
Q4 2024968,770,505$234.9M
Q3 2024889,131,294$154.1M
Q2 2024808,784,759$151.0M

From the SEC's Form 13F data sets: investment managers with $100 million or more in Section 13(f) securities report their holdings each quarter, up to 45 days after it ends; a restated filing replaces the original, and values are as the managers reported them (a position whose price runs about 1,000 times below other managers', from a manager whose positions mostly do, is read as reported in thousands of dollars). The same shares can be reported by more than one manager, so totals can count some twice.

ETFs Holding HIPO

FundWeight of HIPOShares (as reported)Value (as reported)Source updated
VTI Vanguard Morningstar Total Stock Market ETF0.00%626,610$20.6MOct 7, 2026
IWM iShares Russell 2000 ETF0.02%569,621$18.5MOct 8, 2026
VXF Vanguard Extended Market ETF0.01%254,317$8.4MOct 7, 2026
AVUV Avantis U.S. Small Cap Value ETF0.02%212,683$6.9MOct 8, 2026
VTWO Vanguard Russell 2000 ETF0.02%109,675$3.6MOct 7, 2026
SCHA Schwab U.S. Small-Cap ETF0.02%105,957$3.4MOct 8, 2026
FDM First Trust Dow Jones Select MicroCap Index Fund1.10%88,532$2.9MOct 8, 2026
DFAC Dimensional - US Core Equity 2 ETF0.00%74,447$2.4MOct 8, 2026
IWC iShares Micro-Cap ETF0.16%65,103$2.1MOct 8, 2026
AVSC Avantis U.S. Small Cap Equity ETF0.05%45,923$1.5MOct 8, 2026
ITOT iShares Core S&P Total U.S. Stock Market ETF0.00%32,566$1.1MOct 8, 2026
VFH Vanguard Financials ETF0.01%28,442$934.9KOct 7, 2026
AVUS Avantis U.S. Equity ETF0.00%18,792$609.0KOct 8, 2026
VTWV Vanguard Russell 2000 Value ETF0.04%18,026$592.5KOct 7, 2026
EES WisdomTree U.S. SmallCap Fund0.07%15,657$508.5KOct 7, 2026

From each fund's latest holdings file on record that shows HIPO's listed security itself. A file counts when its line count is consistent with the fund's reported holdings count (at most twice it plus 10, or at most 1,000 lines for a reported count of exactly 10, which the data source gives many funds as a cap), read with that file or inherited from the fund's last classified file (within 20% of its line count, read within 60 days). Funds whose line for the company could not be confirmed as HIPO's listed security, or that hold it through underlying funds (look-through), are not listed. Only long positions count: a fund is left out when any of its lines for HIPO reports a negative weight, share count or value, or none of them above zero (a short position, or figures that disagree). Shares, value and weight are as reported in each fund's file, dated by the data source's last update of that file (not the date of the positions); the weight is HIPO's share of that fund.

How to Read HIPO Insider Activity

Net insider sentiment skews to the sell side over the trailing twelve months: 21 sales versus 1 buys. Insider sales carry less informational weight than buys because they are often driven by liquidity, tax planning, or pre-scheduled Rule 10b5-1 trading plans rather than negative information. The transaction type alone does not say whether a sale was made on the open market or privately, or under a 10b5-1 plan; the filing's plan checkbox and footnotes do. The transaction table above includes the filer's reporting name, transaction type, share count, per-share price, and total dollar value where computable. For options traders, insider activity is one input to event-driven sizing alongside earnings calendar, analyst-rating cluster moves, and the implied-vol surface. Form 4 filings (the dominant Section 16 reporting form) must be submitted within two business days of the transaction; clusters of buys across multiple insiders within a short window are the strongest informational pattern. SEC EDGAR carries the underlying source filings for verification and additional historical depth.

Learn how insider trading is reported and how to read the data →

Frequently asked HIPO insider trading questions

How active are HIPO insiders right now?
Over the trailing twelve months, Hippo Holdings Inc. (HIPO) insiders made 1 buy transaction and 21 sale transactions. Net insider sentiment over the trailing twelve months tilts to the sell side (21 sales vs 1 buys). The transaction list above shows the most recent filings; each entry includes the insider's name, transaction type, share count, and per-share price.
What counts as an insider transaction?
Section 16 of the Securities Exchange Act requires officers, directors, and 10% beneficial-owner shareholders to disclose changes in their holdings via Form 3 (initial statement), Form 4 (subsequent transactions, filed within two business days), and Form 5 (annual catch-up). Insider transactions cover open-market purchases and sales, exercise of stock options, gifts, and grants. The "transaction type" field on each row distinguishes these subcategories.
Are HIPO insider buys a bullish signal?
Insider purchases (Type P, made on the open market or privately; the code covers both) carry more informational weight than insider sales: an insider must commit personal capital, and the SEC scrutinizes purchases under Rule 10b5-1 for material non-public information. Sales, by contrast, are often driven by liquidity, tax planning, or pre-scheduled 10b5-1 trading plans rather than negative information. Cluster buying (multiple insiders buying within a short window) is a stronger signal than isolated buys.
How do HIPO insider transactions affect options pricing?
Insider transaction data does not directly drive implied volatility, but Form 4 disclosures can move single-name IV if the size or timing is unusual (e.g. a large CEO buy ahead of an earnings window). Options markets price the marginal informational content; routine transactions under pre-scheduled plans are typically ignored. For event-driven options sizing, pair the insider transaction history with the upcoming earnings calendar.