Tiptree Inc. (TIPT) director awarded 2,048-share stock retainer compensation

Rhea-AI Filing Summary

Tiptree Inc. director Lesley Goldwasser received 2,048 shares of common stock as part of her annual director retainer, paid in stock quarterly in arrears. The shares were reported at a price of $0 per share, reflecting that this is compensation rather than an open-market purchase. Following this grant on January 8, 2026, she beneficially owns 114,410 Tiptree common shares in direct ownership.

Insider Trade Summary

1 transaction reported

Mixed 1 txn

Insider Goldwasser Lesley

Role Director

Type	Security	Shares	Price	Value
Grant/Award	Common Stock	2,048	$0.00	--

Holdings After Transaction: Common Stock — 114,410 shares (Direct)

Footnotes (1)

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Form 4 Insider Transactions: What Each Field Means →

SEC Form 4

FORM 4

UNITED STATES SECURITIES AND EXCHANGE COMMISSION
Washington, D.C. 20549

STATEMENT OF CHANGES IN BENEFICIAL OWNERSHIP

Filed pursuant to Section 16(a) of the Securities Exchange Act of 1934
or Section 30(h) of the Investment Company Act of 1940

OMB APPROVAL

OMB Number:			3235-0287
Estimated average burden
hours per response:			0.5

Check this box if no longer subject to Section 16. Form 4 or Form 5 obligations may continue. See Instruction 1(b).

Check this box to indicate that a transaction was made pursuant to a contract, instruction or written plan for the purchase or sale of equity securities of the issuer that is intended to satisfy the affirmative defense conditions of Rule 10b5-1(c). See Instruction 10.

1. Name and Address of Reporting Person^*

Goldwasser Lesley

(Last) (First) (Middle)

C/O TIPTREE INC.

660 STEAMBOAT ROAD

(Street)

GREENWICH CT 06830

(City) (State) (Zip)

2. Issuer Name and Ticker or Trading Symbol
TIPTREE INC. [ TIPT ]

5. Relationship of Reporting Person(s) to Issuer
(Check all applicable)

X	Director		10% Owner
	Officer (give title below)		Other (specify below)

3. Date of Earliest Transaction (Month/Day/Year)
01/08/2026

4. If Amendment, Date of Original Filed (Month/Day/Year)

6. Individual or Joint/Group Filing (Check Applicable Line)

X	Form filed by One Reporting Person
	Form filed by More than One Reporting Person

Table I - Non-Derivative Securities Acquired, Disposed of, or Beneficially Owned
1. Title of Security (Instr. 3)	2. Transaction Date (Month/Day/Year)	2A. Deemed Execution Date, if any (Month/Day/Year)	3. Transaction Code (Instr. 8)		4. Securities Acquired (A) or Disposed Of (D) (Instr. 3, 4 and 5)			5. Amount of Securities Beneficially Owned Following Reported Transaction(s) (Instr. 3 and 4)	6. Ownership Form: Direct (D) or Indirect (I) (Instr. 4)	7. Nature of Indirect Beneficial Ownership (Instr. 4)
			Code	V	Amount	(A) or (D)	Price
Common Stock	01/08/2026		A		2,048(1)	A	$0	114,410	D

Table II - Derivative Securities Acquired, Disposed of, or Beneficially Owned (e.g., puts, calls, warrants, options, convertible securities)
1. Title of Derivative Security (Instr. 3)	2. Conversion or Exercise Price of Derivative Security	3. Transaction Date (Month/Day/Year)	3A. Deemed Execution Date, if any (Month/Day/Year)	4. Transaction Code (Instr. 8)		5. Number of Derivative Securities Acquired (A) or Disposed of (D) (Instr. 3, 4 and 5)		6. Date Exercisable and Expiration Date (Month/Day/Year)		7. Title and Amount of Securities Underlying Derivative Security (Instr. 3 and 4)		8. Price of Derivative Security (Instr. 5)	9. Number of derivative Securities Beneficially Owned Following Reported Transaction(s) (Instr. 4)	10. Ownership Form: Direct (D) or Indirect (I) (Instr. 4)	11. Nature of Indirect Beneficial Ownership (Instr. 4)
				Code	V	(A)	(D)	Date Exercisable	Expiration Date	Title	Amount or Number of Shares

Explanation of Responses:

1. Represents the stock component of the director's annual retainer fee, which is paid quarterly in arrears.

Remarks:

Exhibit List: Exhibit 24-Power of Attorney

	/s/ Siew Kwok as Attorney-in-Fact for Lesley Goldwasser	01/09/2026
	** Signature of Reporting Person	Date
Reminder: Report on a separate line for each class of securities beneficially owned directly or indirectly.
* If the form is filed by more than one reporting person, see Instruction 4 (b)(v).
** Intentional misstatements or omissions of facts constitute Federal Criminal Violations See 18 U.S.C. 1001 and 15 U.S.C. 78ff(a).
Note: File three copies of this Form, one of which must be manually signed. If space is insufficient, see Instruction 6 for procedure.
Persons who respond to the collection of information contained in this form are not required to respond unless the form displays a currently valid OMB Number.

FAQ

What insider transaction did TIPT report for Lesley Goldwasser?

Tiptree Inc. (TIPT) reported that director Lesley Goldwasser received 2,048 shares of common stock as part of her annual director retainer on January 8, 2026.

Was the Tiptree director stock transaction a purchase or compensation?

The 2,048 shares of Tiptree common stock represent the stock component of the director's annual retainer fee, paid quarterly in arrears, rather than an open-market purchase.

What price per share was reported for the Tiptree director grant?

The grant to director Lesley Goldwasser was reported at a price of $0 per share, consistent with stock issued as compensation for board service.

How many Tiptree shares does Lesley Goldwasser own after this transaction?

After receiving the 2,048 shares, Lesley Goldwasser beneficially owns 114,410 Tiptree Inc. common shares in direct ownership.

What role does Lesley Goldwasser have at Tiptree Inc.?

Lesley Goldwasser is reported as a director of Tiptree Inc., with the filing indicating her relationship to the issuer as a director and not a 10% owner.

Is this Tiptree insider transaction part of a Rule 10b5-1 trading plan?

The form includes a checkbox for Rule 10b5-1 trading plans, but the provided content does not show this grant being made under such a plan; it is described as part of the director's annual retainer.