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JOHN DRAKE NICHOLS

CIK 1256130 · Interim CEO · last filed 2026-06-04

JOHN DRAKE NICHOLS is an Interim CEO who has filed 65 SEC Form 4 insider transactions across 7 companies since 2007. The most recent filing shows the insider was granted $120.3K of HIPO on Jun 4, 2026. Across all open-market trades the lifetime net is −$7.6M, making them a net seller over the disclosed history. Current disclosed insider exposure totals $43.3M across reported positions. 42 SEC filings were submitted jointly with RENAISSANCERE HOLDINGS LTD.

"Disclosed insider exposure" sums this person's most-recently-reported share counts across each company they're an insider in, multiplied by the current underlying price. It is not net worth — it misses retail holdings, private investments, real estate, index funds, and any company where the person isn't an SEC-reporting insider. For informational purposes only.

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Disclosed Exposure

$43.27M

Companies

7

Total Filings

65

Lifetime Open-Market Net

-$7.63M

Filer Profile

Reported Address
C/O HIPPO HOLDINGS INC.
ONE ALMADEN BLVD, SUITE 400
SAN JOSE, CA 95113
Related Filers
RENAISSANCERE HOLDINGS LTD — 42 joint filings, latest 2010-06-22
Profile details as reported on the filer's SEC submissions — for individual insiders the address is often in care of the issuer. Related filers are identified from jointly filed SEC submissions and shared reported addresses. View filings on SEC EDGAR.

Holdings By Company

Latest on-record share count from this person's most recent non-derivative Form 4 transaction in each company. Disclosed exposure = shares × current underlying price.
Symbol Role Shares Price Disclosed Exposure Lifetime OM Net Filings Latest Filed
HIPO Director 66,563 $32.00 $2.13M $0 3 2026-06-04
Hippo Holdings Inc. (HIPO.WS) Delisted Director 60,959 $0.01 $482 $526.2K 5 2024-06-06
National General Holdings Corp. (NGHCZ) Delisted Director 0 — — $501.1K 6 2021-01-04
Protective Insurance Corp (PTVCB) Delisted Interim CEO 104,553 $23.30 $2.44M $186.9K 6 2020-11-05
Protective Insurance Corp (BWINB) Delisted Director 24,088 — — $460.0K 6 2018-05-10
AXS CEO, AXIS Re 162,691 $98.24 $15.98M $1.01M 15 2017-02-07
RNR EVP, RenRe Holdings 77,413 $324.99 $25.16M -$10.31M 23 2010-06-22

Recent Filings

65 filings
Insider activity across all companies, newest first. Form 4 rows are post-trade confirmations (buys, sells, grants, exercises). Notice (144) rows are pre-trade notices of intent to sell restricted or control stock under Rule 144 — they may not all execute. Compare adjacent dates to see which notices became actual sales.
Filed Symbol Action Net Shares Net $ Link
2026-06-04 HIPO Grant (A) +9,546 $120.3K EDGAR
2025-12-19 HIPO Gift (G) −4,935 $0 EDGAR
2025-06-05 HIPO Grant (A) +10,539 $141.3K EDGAR
2024-06-06 Hippo Holdings Inc. (HIPO.WS) Delisted Grant (A) +11,971 $109.4K EDGAR
2023-08-21 Hippo Holdings Inc. (HIPO.WS) Delisted Buy (P) +29,573 $317.0K EDGAR
2023-08-16 Hippo Holdings Inc. (HIPO.WS) Delisted Buy (P) +20,427 $209.2K EDGAR
2023-06-09 Hippo Holdings Inc. (HIPO.WS) Delisted Grant (A) +10,959 $81.4K EDGAR
2022-08-25 Hippo Holdings Inc. (HIPO.WS) Delisted Grant (A) +119,741 $0 EDGAR
2021-06-03 — Disp (D) −104,553 -$2.44M
2021-01-04 National General Holdings Corp. (NGHCZ) Delisted Disp (D) −27,500 $0 EDGAR
Showing 1–10 of 65
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Form 4 codes: P = open-market purchase · S = open-market sale · A = grant/award · M = option exercise · F = tax withholding at vest · G = bona-fide gift · D = disposition to issuer · J = other (see filing footnote). Only P / S codes carry directional signal.
Notice (144 / 144/A): Form 144 is a notice of intent to sell restricted/control stock under Rule 144, filed before the sale; 144/A is an amendment. Many notices are pre-scheduled under Rule 10b5-1 plans. A Form 4 with code S typically follows within a few days when the planned sale executes; missing follow-up Form 4s suggest the notice was cancelled or modified.