LendingTree CHRO exercises RSUs, withholds shares

LendingTree, Inc. Chief Human Resources Officer Jill Olmstead reported several equity award transactions.

Rhea-AI Filing Summary

LendingTree, Inc. Chief Human Resources Officer Jill Olmstead reported several equity award transactions. On March 1 and 2, she exercised restricted stock units into common stock in multiple transactions coded “M,” reflecting derivative exercises or conversions at a stated price of $0.00 per share.

On both dates she also reported transactions coded “F,” where a total of 1,067 and 2,989 common shares, respectively, were delivered at $37.37 per share to cover tax obligations associated with these equity awards. After these transactions, she directly owned 33,964 shares of LendingTree common stock.

Insider Trade Summary

13,750 shares exercised/converted

Exercise 6 txns

Insider Olmstead Jill

Role Chief Human Resources Officer

Type	Security	Shares	Price	Value
Exercise	Restricted Stock Units	3,750	$0.00	$0.00
Exercise	Common Stock	3,750	$0.00	$0.00
Exercise Price or Tax Liability	Common Stock	1,067	$37.37	$40K
Exercise	Restricted Stock Units	10,000	$0.00	$0.00
Exercise	Common Stock	10,000	$0.00	$0.00
Exercise Price or Tax Liability	Common Stock	2,989	$37.37	$112K

Holdings After Transaction: Restricted Stock Units — 10,001 contracts (Direct); Common Stock — 33,964 shares (Direct)

Footnotes (3)

1. F1. Restricted stock units convert into common stock on a one-for-one basis.
2. F2. These restricted stock units will vest in three substantially equal annual installments beginning on March 1, 2025 in accordance with the terms of the original award agreement.
3. F3. These restricted stock units vest as follows: 50% of the restricted stock units will vest on March 2, 2024, the first anniversary of the date of grant and 25% of the restricted stock units will vest on the second and third anniversaries of the date of grant, in accordance with the terms of the original award agreement.

FAQ

AI-generated questions and answers. How Rhea-AI works. Not financial advice.

What insider transactions did LendingTree (TREE) report for Jill Olmstead?

LendingTree reported that Chief Human Resources Officer Jill Olmstead exercised restricted stock units into common stock and delivered shares to cover taxes. The transactions occurred on March 1 and 2 and involved derivative exercises (code M) and tax-withholding dispositions (code F).

How many LendingTree (TREE) shares did Jill Olmstead dispose of for taxes?

Jill Olmstead delivered 1,067 and 2,989 LendingTree common shares in two separate transactions coded F. These dispositions were reported at a price of $37.37 per share and were used to satisfy tax liabilities tied to her equity award exercises.

Did Jill Olmstead buy or sell LendingTree (TREE) shares on the open market?

The reported transactions are equity award exercises and related tax-withholding dispositions, not open-market purchases or sales. Codes M and F show derivative conversions and delivery of shares to pay taxes, rather than discretionary buying or selling in the market.

What is Jill Olmstead’s LendingTree (TREE) share ownership after these transactions?

After the reported transactions, Jill Olmstead directly owned 33,964 shares of LendingTree common stock. This figure reflects her holdings following both the restricted stock unit exercises and the delivery of shares to cover associated tax obligations on March 1 and 2.

How do Jill Olmstead’s LendingTree (TREE) restricted stock units convert into common shares?

Footnotes state that her restricted stock units convert into LendingTree common stock on a one-for-one basis. As units vest under their original award agreements, they are settled in an equal number of common shares, which are then reflected in her reported holdings.

What are the vesting terms mentioned for LendingTree (TREE) restricted stock units?

The filing notes that certain restricted stock units vest in three substantially equal annual installments starting March 1, 2025, while others vest 50% on the first anniversary of grant and 25% on each of the second and third anniversaries, under the original award agreements.

AI-generated analysis. How Rhea-AI works. Not financial advice.

Form 4 Insider Transactions: What Each Field Means →

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Accepted by SEC EDGAR 03/03/2026 - 07:46 PM Learn about SEC filing dates

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^*

Olmstead Jill

(Last) (First) (Middle)

1415 VANTAGE PARK DRIVE

SUITE 700

(Street)

CHARLOTTE NC 28203

(City) (State) (Zip)

2. Issuer Name and Ticker or Trading Symbol
LendingTree, Inc. [ TREE ]

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

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

3. Date of Earliest Transaction (Month/Day/Year)
03/01/2026

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	03/01/2026		M		10,000	A	(1)	34,270	D
Common Stock	03/01/2026		F		2,989	D	$37.37	31,281	D
Common Stock	03/02/2026		M		3,750	A	(1)	35,031	D
Common Stock	03/02/2026		F		1,067	D	$37.37	33,964	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
Restricted Stock Units	(1)	03/01/2026		M			10,000	(2)	(2)	Common Stock	10,000	$0	10,001	D
Restricted Stock Units	(1)	03/02/2026		M			3,750	(3)	(3)	Common Stock	3,750	$0	0	D

Explanation of Responses:

1. Restricted stock units convert into common stock on a one-for-one basis.

2. These restricted stock units will vest in three substantially equal annual installments beginning on March 1, 2025 in accordance with the terms of the original award agreement.

3. These restricted stock units vest as follows: 50% of the restricted stock units will vest on March 2, 2024, the first anniversary of the date of grant and 25% of the restricted stock units will vest on the second and third anniversaries of the date of grant, in accordance with the terms of the original award agreement.

	/s/ Heather Novitsky, as Attorney-in-Fact for Jill Olmstead	03/03/2026
	** 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.