Jill Olmstead - Feb 28, 2023 Form 4 Insider Report for LendingTree, Inc. (TREE)

Role: Chief Human Resources Officer
Signature: /s/Lisa M. Young, as Attorney-in-Fact for Jill Olmstead
Stock symbol: TREE
Transactions as of: Feb 28, 2023
Transactions value $: -$28,849
Form type: 4
Date filed: 3/2/2023, 08:54 PM
Previous filing: Nov 14, 2022
Next filing: Mar 6, 2023

Transactions Table

Type	Sym	Class	Transaction	Value $	Shares	Change %	* Price $	Shares After	Date	Ownership	Footnotes
transaction	TREE	Common Stock	Options Exercise		+907	+58.48%		2.46K	Feb 28, 2023	Direct	F1
transaction	TREE	Common Stock	Tax liability	-$10.1K	-313	-12.73%	$32.20	2.15K	Feb 28, 2023	Direct
transaction	TREE	Common Stock	Options Exercise		+1.24K	+57.67%		3.38K	Mar 1, 2023	Direct	F1
transaction	TREE	Common Stock	Tax liability	-$14.1K	-427	-12.63%	$32.93	2.96K	Mar 1, 2023	Direct
transaction	TREE	Common Stock	Options Exercise		+413	+13.98%		3.37K	Mar 1, 2023	Direct	F1
transaction	TREE	Common Stock	Tax liability	-$4.71K	-143	-4.25%	$32.93	3.23K	Mar 1, 2023	Direct

Derivative Securities (e.g., puts, calls, warrants, options, convertible securities)

Type	Sym	Class	Transaction	Value $	Shares	Change %	* Price $	Shares After	Date	Underlying Class	Amount	Exercise Price	Ownership	Footnotes
transaction	TREE	Restricted Stock Units	Options Exercise	$0	-907	-100%	$0.00^*	0	Feb 28, 2023	Common Stock	907	$0.00	Direct	F2
transaction	TREE	Restricted Stock Units	Options Exercise	$0	-1.24K	-50%	$0.00	1.24K	Mar 1, 2023	Common Stock	1.24K	$0.00	Direct	F3
transaction	TREE	Restricted Stock Units	Options Exercise	$0	-413	-50%	$0.00	413	Mar 1, 2023	Common Stock	413	$0.00	Direct	F3
transaction	TREE	Restricted Stock Units	Award	$0	+15K		$0.00	15K	Mar 2, 2023	Common Stock	15K	$0.00	Direct	F4

* An asterisk sign (*) next to the price indicates that the price is likely invalid.

Explanation of Responses:

Id	Content
F1	Restricted stock units convert into common stock on a one-for-one basis.
F2	These restricted stock units vest in three substantially equal annual installments beginning on February 28, 2021, in accordance with the terms of the original award agreement.
F3	These restricted stock units vest in five substantially equal annual installments beginning on March 1, 2020, in accordance with the terms of the original award agreement.
F4	These restricted stock units vest as follows: 50% of the restricted stock units will vest on 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.