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Insider · CIK 0001294172

Richard McCathron

ceoofficerdirector

Files at HIPO (Hippo Holdings Inc.). First filing Nov 12, 2024, latest Sep 11, 2026.

Richard McCathron files SEC Form 4 as CEO and director at HIPO (Hippo Holdings Inc.). Since Nov 12, 2024, Richard McCathron has reported 0 open-market buys worth $0 and 12 open-market sells worth $2.0M, the latest filed on Sep 11, 2026.

A track record needs three past buys with six months of prices behind them; Richard McCathron has 0, so none is measured yet.

The newest scored trade: sold $161k of HIPO on Sep 9, 2026, filed Sep 11, 2026, scored 16 (weak), under a 10b5-1 plan. In the last 12 months: 0 buys worth $0 and 8 sells worth $1.1M.

Track record
Not enough history
Fewer than three past buys with six months of prices.
Median 6-month excess
-
after past buys, n = 0
Hit rate
-
past buys that beat the index over 6 months
Open-market trades
0 / 12
$0 bought, $2.0M sold

Where the trades landed

Last year at the company this insider has traded most, with each buy and sell on the bar it happened.

HIPO: Hippo Holdings Inc.

HIPOOct 9, 2026 · close 33.97

Daily candles, adjusted for splits and dividends. Green arrows are insider buys, red are sells, sized by value. Click a marked bar to open the signal.Charts by TradingView Lightweight Charts™

Signals

This insider’s open-market buys and sells, scored.

ScoreCompanyValueHoldingsPrice contextFiled
16Weak
HIPOsell10b5-1
Hippo Holdings Inc.
$161k
5,000 shares
-1%-
15Weak
HIPOsell10b5-1
Hippo Holdings Inc.
$125k
5,000 shares
-1%+3% from low-35% from high
24Weak
HIPOsell 210b5-1
Hippo Holdings Inc.
$136k
5,000 shares
-1%+22% from low-29% from high
16Weak
HIPOsell10b5-1
Hippo Holdings Inc.
$130k
5,000 shares
-1%+27% from low-31% from high
24Weak
HIPOsell 210b5-1
Hippo Holdings Inc.
$129k
5,000 shares
-1%+28% from low-31% from high
24Weak
HIPOsell 210b5-1
Hippo Holdings Inc.
$146k
5,000 shares
-1%+39% from low-25% from high
16Weak
HIPOsell10b5-1
Hippo Holdings Inc.
$158k
5,000 shares
-1%+52% from low-18% from high
24Weak
HIPOsell 210b5-1
Hippo Holdings Inc.
$149k
5,000 shares
-1%+47% from low-20% from high
23Weak
HIPOsell 210b5-1
Hippo Holdings Inc.
$93k
2,725 shares
-1%+123% from low0% from high
13Weak
HIPOsell10b5-1
Hippo Holdings Inc.
$77k
2,275 shares
-0%+106% from low-1% from high
37Weak
HIPOsell 310b5-1
Hippo Holdings Inc.
$452k
15,000 shares
-4%-
33Weak
HIPOsell 410b5-1
Hippo Holdings Inc.
$256k
10,000 shares
-3%-

Planned sales

Form 144 notices this insider filed before selling restricted or control stock, newest first.

FiledCompanySharesValueSale datePast 3 months
Oct 9, 2026 HIPO
Hippo Holdings Inc.
5,000
0.02% of outstanding
$171kOct 9, 2026$464k
Mar 9, 2026 HIPO
Hippo Holdings Inc.
5,000
0.02% of outstanding
$129kMar 9, 2026$303k
Feb 9, 2026 HIPO
Hippo Holdings Inc.
5,000
0.02% of outstanding
$146kFeb 9, 2026$307k
Jan 9, 2026 HIPO
Hippo Holdings Inc.
5,000
0.02% of outstanding
$158kJan 9, 2026$149k
Dec 9, 2025 HIPO
Hippo Holdings Inc.
5,000
0.02% of outstanding
$149kDec 9, 2025none
Aug 22, 2025 HIPO
HIPPO HOLDINGS INC.
5,000
0.02% of outstanding
$165kAug 22, 2025none
Nov 21, 2024 HIPO
HIPPO HOLDINGS INC.
15,000
0.06% of outstanding
$431kNov 21, 2024$256k
Nov 8, 2024 HIPO
HIPPO HLDGS INC
10,000
0.04% of outstanding
$236kNov 8, 2024none

Transactions

Every row this insider has filed, 28 in all, newest first.

DateCompanyTransactionSharesPriceValueHoldings afterFiled
Sep 9, 2026HIPO
Hippo Holdings Inc.
SOpen-market sale
Common Stock10b5-1
-5,000$32.23$161k567,13232 d ago
Jun 9, 2026HIPO
Hippo Holdings Inc.
SOpen-market sale
Common Stock10b5-1
-5,000$25.00$125k590,433Jun 11, 2026
May 15, 2026HIPO
Hippo Holdings Inc.
FTax withholding
Common Stock
-8,779$26.41$232k595,433May 19, 2026
May 11, 2026HIPO
Hippo Holdings Inc.
SOpen-market sale
Common Stock10b5-1
-5,000$27.10$136k604,212May 13, 2026
Apr 27, 2026HIPO
Hippo Holdings Inc.
FTax withholding
Common Stock
-1,438$28.21$41k609,212Apr 29, 2026
Apr 9, 2026HIPO
Hippo Holdings Inc.
SOpen-market sale
Common Stock10b5-1
-5,000$26.05$130k610,650Apr 13, 2026
Mar 9, 2026HIPO
Hippo Holdings Inc.
SOpen-market sale
Common Stock10b5-1
-5,000$25.86$129k615,650Mar 11, 2026
Mar 3, 2026HIPO
Hippo Holdings Inc.
AGrant or award
Common Stock
+113,719$0.00$0544,837Mar 5, 2026
Mar 3, 2026HIPO
Hippo Holdings Inc.
AGrant or award
Common Stock
+75,813$0.00$0620,650Mar 5, 2026
Feb 15, 2026HIPO
Hippo Holdings Inc.
FTax withholding
Common Stock
-11,586$28.59$331k431,118Feb 18, 2026
Feb 9, 2026HIPO
Hippo Holdings Inc.
SOpen-market sale
Common Stock10b5-1
-5,000$29.14$146k442,704Feb 11, 2026
Jan 9, 2026HIPO
Hippo Holdings Inc.
SOpen-market sale
Common Stock10b5-1
-5,000$31.52$158k447,704Jan 13, 2026
Dec 9, 2025HIPO
Hippo Holdings Inc.
SOpen-market sale
Common Stock10b5-1
-5,000$29.82$149k452,704Dec 11, 2025
Nov 15, 2025HIPO
Hippo Holdings Inc.
FTax withholding
Common Stock
-11,326$31.11$352k457,704Nov 18, 2025
Sep 10, 2025HIPO
Hippo Holdings Inc.
FTax withholding
Common Stock
-1,358$36.97$50k469,030Sep 11, 2025
Sep 8, 2025HIPO
Hippo Holdings Inc.
SOpen-market sale
Common Stock10b5-1
-2,725$34.12$93k470,388Sep 10, 2025
Aug 22, 2025HIPO
Hippo Holdings Inc.
SOpen-market sale
Common Stock10b5-1
-2,275$34.00$77k473,113Aug 26, 2025
Aug 15, 2025HIPO
Hippo Holdings Inc.
FTax withholding
Common Stock
-10,759$30.91$333k475,388Aug 18, 2025
May 15, 2025HIPO
Hippo Holdings Inc.
FTax withholding
Common Stock
-10,760$22.10$238k486,147May 16, 2025
Mar 5, 2025HIPO
Hippo Holdings Inc.
AGrant or award
Common Stock
+112,651$0.00$0440,581Mar 6, 2025
Mar 5, 2025HIPO
Hippo Holdings Inc.
AGrant or award
Common Stock
+56,326$0.00$0496,907Mar 6, 2025
Feb 15, 2025HIPO
Hippo Holdings Inc.
FTax withholding
Common Stock
-11,693$30.11$352k327,930Feb 19, 2025
Nov 21, 2024HIPO
Hippo Holdings Inc.
SOpen-market sale
Common Stock10b5-1
-14,986$30.16$452k339,637Nov 25, 2024
Nov 21, 2024HIPO
Hippo Holdings Inc.
SOpen-market sale
Common Stock10b5-1
-14$31.20$437339,623Nov 25, 2024
Nov 15, 2024HIPO
Hippo Holdings Inc.
FTax withholding
Common Stock
-11,523$26.50$305k354,623Nov 19, 2024
Nov 8, 2024HIPO
Hippo Holdings Inc.
SOpen-market sale
Common Stock10b5-1
-6,986$25.30$177k369,160Nov 12, 2024
Nov 8, 2024HIPO
Hippo Holdings Inc.
SOpen-market sale
Common Stock10b5-1
-3,014$26.14$79k366,146Nov 12, 2024
Oct 18, 2024HIPO
Hippo Holdings Inc.
FTax withholding
Common Stock
-2,716$19.19$52k376,146Oct 22, 2024

Questions about Richard McCathron

Answered from the filings on this page, as of the latest one.

Is Richard McCathron buying or selling?

In the last 12 months Richard McCathron reported 0 open-market buys worth $0 and 8 open-market sells worth $1.1M on SEC Form 4; the latest was sold $161k of HIPO on Sep 9, 2026. Grants, option exercises and tax withholding are not counted.

How did Richard McCathron's past buys perform?

Not measured yet. InsiderTell needs three past buys with six months of prices to publish a track record, and Richard McCathron has 0.

Where does Richard McCathron file Form 4?

Richard McCathron has filed Form 4 at HIPO (Hippo Holdings Inc.) as Chief Executive Officer. A Form 4 is required of officers, directors and holders of more than 10% of a share class within two business days of a trade.

Not investment advice. Scores and forward returns are decision support built from public SEC filings and past prices; they describe what happened after comparable filings, not what will happen after this one. Do your own research and size your risk.

Richard McCathron: insider trades and track record | InsiderTell