BARNES MICHAEL GENE (Executive Chairman) exercised options at TIPTREE INC.

Option exercise — a mechanical event triggered by vesting or expiry. Not a discretionary conviction trade.

M · 3 exercises

BARNES MICHAEL GENE

Filed: 9/12/2025ACC: 0000950170-25-114590

InsiderBARNES MICHAEL GENECIK 1498811

→

IssuerTIPTREE INC.CIK 1393726

DirectorOfficer10% Owner· Executive Chairman

Since Feb 2019

-40.64K

Net shares

Net seller

$1.04M

Total sold

Open market trades

0B · 0S

Total transactions

163.16K acquired · 203.80K disposed

Non-Derivative Transactions6

Common Stock

Direct

M · Option Exercise

+46.49K

Price / share

$5.67

Trade value

$263.62K

% of position

0.5%

9/12/2025

9.96M→10.01M

Common Stock

Direct

F · Tax Withholding

−10.34K

Price / share

$25.49

Trade value

$263.64K

% of position

0.1%

9/12/2025

10.01M→10M

Common Stock

Direct

M · Option Exercise

+4.65K

Price / share

$5.87

Trade value

$27.29K

% of position

0.0%

9/12/2025

10M→10M

Common Stock

Direct

F · Tax Withholding

−1.07K

Price / share

$25.49

Trade value

$27.30K

% of position

0.0%

9/12/2025

10M→10M

Common Stock

Direct

M · Option Exercise

+112.02K

Price / share

$6.65

Trade value

$744.90K

% of position

1.1%

9/12/2025

10M→10.11M

Common Stock

Direct

F · Tax Withholding

−29.22K

Price / share

$25.49

Trade value

$744.92K

% of position

0.3%

9/12/2025

10.11M→10.09M

Total

Net shares

+122.52K

Net value

-$52.26

Security	Date	Type	Shares	Price / Share	Trade Value	% of Position	Held Before	Held After
Common Stock Direct	9/12/2025	M · Option Exercise	+46.49K	$5.67	$263.62K	0.5%	9.96M	10.01M
Common Stock Direct	9/12/2025	F · Tax Withholding	−10.34K	$25.49	$263.64K	0.1%	10.01M	10M
Common Stock Direct	9/12/2025	M · Option Exercise	+4.65K	$5.87	$27.29K	0.0%	10M	10M
Common Stock Direct	9/12/2025	F · Tax Withholding	−1.07K	$25.49	$27.30K	0.0%	10M	10M
Common Stock Direct	9/12/2025	M · Option Exercise	+112.02K	$6.65	$744.90K	1.1%	10M	10.11M
Common Stock Direct	9/12/2025	F · Tax Withholding	−29.22K	$25.49	$744.92K	0.3%	10.11M	10.09M
Total			+122.52K		-$52.26

Derivative Transactions3

January 2016 Stock Option

Direct

M · Option Exercise

Converts to

Common Stock

46.49K shares

−46.49K

Strike price

5.67

Held after

0.00

Exercisable

—

9/12/2025

March 2016 Stock Option

Direct

M · Option Exercise

Converts to

Common Stock

4.65K shares

−4.65K

Strike price

5.87

Held after

0.00

Exercisable

—

9/12/2025

February 2017 Stock Option

Direct

M · Option Exercise

Converts to

Common Stock

112.02K shares

−112.02K

Strike price

6.65

Held after

0.00

Exercisable

—

9/12/2025

Security	Converts To	Date	Type	Shares	Strike Price	Exercisable
January 2016 Stock Option Direct	Common Stock46.49K shares	9/12/2025	M · Option Exercise	−46.49K	5.67	—
March 2016 Stock Option Direct	Common Stock4.65K shares	9/12/2025	M · Option Exercise	−4.65K	5.87	—
February 2017 Stock Option Direct	Common Stock112.02K shares	9/12/2025	M · Option Exercise	−112.02K	6.65	—