Diana Chafey

CIK: 0001867966

Transaction Breakdown

Open Market Buys (P)0 (0.0%)

High conviction signal

Open Market Sales (S)0 (0.0%)

Position reduction

Option Exercises (M)0 (0.0%)

Derivative conversions

Awards (A)5 (50.0%)

Compensation grants

Other (G, F, J, C, D, …)5 (50.0%)

Gifts, tax withholding, conversions, dispositions to the issuer and other codes

Companies & Roles (1)

HGTY

Hagerty, Inc.

Officer

Discretionary Trading P&L

Holdings

Transaction History (10 total)

HGTY
Hagerty, Inc.
Oct 2, 2026
Award(A)
Direct
979 shares at avg. $12.79$13K
HGTY
Hagerty, Inc.
Oct 1, 2026
Tax Payment(F)
Direct
1.1K shares at avg. $13.46$14K
HGTY
Hagerty, Inc.
Apr 2, 2026
Award(A)
Direct
1.2K shares at avg. $10.13$12K
HGTY
Hagerty, Inc.
Apr 1, 2026
Tax Payment(F)
Direct
4.8K shares at avg. $10.66$52K
HGTY
Hagerty, Inc.
Apr 1, 2026
Award(A)
Direct
23.7K shares-
HGTY
Hagerty, Inc.
Oct 2, 2025
Award(A)
Direct
993 shares at avg. $11.35$11K
HGTY
Hagerty, Inc.
Oct 1, 2025
Tax Payment(F)
Direct
1.1K shares at avg. $11.95$13K
HGTY
Hagerty, Inc.
Apr 1, 2025
Tax Payment(F)
Direct
2.4K shares at avg. $9.08$22K
HGTY
Hagerty, Inc.
Apr 1, 2025
Award(A)
Direct
24.9K shares-
HGTY
Hagerty, Inc.
Oct 1, 2024
Tax Payment(F)
Direct
1.1K shares at avg. $10.37$11K

		Type	Shares	Price		Ownership
Oct 2, 2026	HGTY Hagerty, Inc.	Award(A)	979	$12.79	$12,521	Direct
Oct 1, 2026	HGTY Hagerty, Inc.	Tax Payment(F)	1,076	$13.46	$14,483	Direct
Apr 2, 2026	HGTY Hagerty, Inc.	Award(A)	1,165	$10.13	$11,801	Direct
Apr 1, 2026	HGTY Hagerty, Inc.	Tax Payment(F)	4,833	$10.66	$51,520	Direct
Apr 1, 2026	HGTY Hagerty, Inc.	Award(A)	23,742	-	$0	Direct
Oct 2, 2025	HGTY Hagerty, Inc.	Award(A)	993	$11.35	$11,271	Direct
Oct 1, 2025	HGTY Hagerty, Inc.	Tax Payment(F)	1,076	$11.95	$12,858	Direct
Apr 1, 2025	HGTY Hagerty, Inc.	Tax Payment(F)	2,402	$9.08	$21,810	Direct
Apr 1, 2025	HGTY Hagerty, Inc.	Award(A)	24,890	-	-	Direct
Oct 1, 2024	HGTY Hagerty, Inc.	Tax Payment(F)	1,076	$10.37	$11,158	Direct

1-10 of 10 transactions

About Chafey Diana

Chafey Diana (SEC CIK 0001867966) files insider reports with the SEC as Chief Legal Officer of Hagerty, Inc. (HGTY).

Signal8 holds 5 ownership filings by Chafey Diana, all Form 4s, filed between Oct 3, 2024 and Oct 5, 2026. Those filings report 10 transactions, from Oct 1, 2024 to Oct 2, 2026. Signal8's Form 4 history starts in Sep 2024.

The business address on Chafey Diana's filings is in TRAVERSE CITY, MI.

Recent filings by Chafey Diana

Oct 2, 2026: Grant or award of HGTY shares (Form 4, code A).
Oct 1, 2026: Tax withholding of HGTY shares (Form 4, code F).
Apr 2, 2026: Grant or award of HGTY shares (Form 4, code A).
Apr 1, 2026: Tax withholding of HGTY shares (Form 4, code F).
Apr 1, 2026: Grant or award of HGTY shares (Form 4, code A).

Other insiders filing for Hagerty, Inc. (HGTY)

McClymont Patrick, Chief Financial Officer
DELANEY KEVIN M, Chief Accounting Officer
KAUFFMAN ROBERT I, Director
MARKEL GROUP INC., 10% Owner
Hagerty Holding Corp., 10% Owner
Briglia Jeffrey Edward, President of Insurance

How to read Form 4 transaction codes