LendingTree, Inc. TREE NASDAQ

NASDAQ Global Select • Financial Services • Financial - Conglomerates • US • USD

SharesGrow Score

65/100

3/7 Pass

SharesGrow Intrinsic Value

There have been 50 recent insider transactions recorded for LendingTree, Inc. (TREE), including 16 buys and 31 sells. Total insider buying was valued at $1M and total insider selling at $154.69K.

Notable insiders with recent activity include Shumate Carla, Olmstead Jill, Peyree Scott. Insider transactions can provide insights into how company leadership views the stock's valuation and future prospects.

Insider Transactions — TREE

Date	Name	Role	Transaction	Shares	Avg. Price	Value	Shares Owned
2026-03-10	Shumate Carla	Chief Accounting Officer	Option Exercise (Sell)	4,166	-	-	8,334
2026-03-10	Olmstead Jill	Chief Human Resources Officer	Option Exercise (Sell)	9,999	-	-	20,001
2026-03-10	Peyree Scott	Chief Executive Officer	Option Exercise (Sell)	7,499	-	-	15,001
2026-03-10	Enlow-novitsky Heather	General Counsel & Corp Sec.	Tax Withholding of RSU	1,612	$42.65	$68.75K	7,986
2026-03-10	Bengel Jason	Chief Financial Officer	Option Exercise (Sell)	6,666	-	-	13,334
2026-03-10	Smith Ian Malcolm	Chief Operating Officer	Option Exercise (Sell)	3,333	-	-	6,667
2026-03-05	Shumate Carla	Chief Accounting Officer	RSU Award	15,000	-	-	15,000
2026-03-05	Olmstead Jill	Chief Human Resources Officer	RSU Award	20,000	-	-	20,000
2026-03-05	Peyree Scott	Chief Executive Officer	RSU Award	30,000	-	-	30,000
2026-03-05	Enlow-novitsky Heather	General Counsel & Corp Sec.	RSU Award	20,000	-	-	20,000
2026-03-05	Bengel Jason	Chief Financial Officer	RSU Award	30,000	-	-	30,000
2026-03-05	Smith Ian Malcolm	Chief Operating Officer	RSU Award	10,000	-	-	10,000
2026-03-02	Shumate Carla	Chief Accounting Officer	Option Exercise (Sell)	1,250	-	-	-
2026-03-02	Olmstead Jill	Chief Human Resources Officer	Option Exercise (Sell)	3,750	-	-	-
2026-03-02	Peyree Scott	Chief Executive Officer	Option Exercise (Sell)	6,875	-	-	-
2026-03-02	Enlow-novitsky Heather	General Counsel & Corp Sec.	Option Exercise (Sell)	938	-	-	-
2026-03-02	Bengel Jason	Chief Financial Officer	Option Exercise (Sell)	1,000	-	-	-
2026-03-02	Smith Ian Malcolm	Chief Operating Officer	Option Exercise (Sell)	1,375	-	-	-
2026-03-01	Shumate Carla	Chief Accounting Officer	Option Exercise (Sell)	3,333	-	-	3,334
2026-03-01	Olmstead Jill	Chief Human Resources Officer	Option Exercise (Sell)	10,000	-	-	10,001
2026-03-01	Peyree Scott	Chief Executive Officer	Option Exercise (Sell)	5,667	-	-	5,667
2026-03-01	Enlow-novitsky Heather	General Counsel & Corp Sec.	Tax Withholding of RSU	1,100	$37.37	$41.11K	3,261
2026-03-01	Bengel Jason	Chief Financial Officer	Option Exercise (Sell)	1,167	-	-	1,167
2026-03-01	Smith Ian Malcolm	Chief Operating Officer	Option Exercise (Sell)	1,500	-	-	1,501
2026-01-06	Smith Ian Malcolm	Chief Operating Officer	Unknown	10,000	-	-	-
2025-12-31	Peyree Scott	CEO & President	RSU Award	45,000	-	-	45,000
2025-12-15	Beason Marion Brent	10 Percent Owner	Other (Sell)	12,524	-	-	-
2025-12-10	Greuling Megan	10 Percent Owner	Other (Sell)	300,000	-	-	-
2025-12-03	Olmstead Jill	Chief Human Resources Officer	RSU Award	5,250	-	-	5,250
2025-12-03	Enlow-novitsky Heather	General Counsel & Corp Sec.	RSU Award	3,500	-	-	3,500
2025-10-12	Beason Marion Brent	10 Percent Owner	Unknown	-	-	-	12,524
2025-10-12	Greuling Megan	10 Percent Owner	Unknown	-	-	-	5,808
2025-06-11	Ernst Mark A	Director	Option Exercise (Sell)	5,000	-	-	-
2025-06-11	Thompson G Kennedy	Director	Option Exercise (Sell)	5,000	-	-	-
2025-06-11	Ozonian Steven	Director	Option Exercise (Sell)	5,000	-	-	-
2025-06-11	Dalporto Gabriel	Director	Option Exercise (Sell)	5,000	-	-	-
2025-06-11	Henderson Robin	Director	Option Exercise (Sell)	5,000	-	-	-
2025-06-11	Sarasvathy Saras	Director	Option Exercise (Sell)	5,000	-	-	-
2025-06-11	Davidson Thomas M Jr	Director	Option Exercise (Sell)	5,000	-	-	-
2025-06-11	Rodriguez Diego A	Director	Option Exercise (Sell)	5,000	-	-	-
2025-05-27	Enlow-novitsky Heather	General Counsel & Corp Sec.	Informative Sell	1,237	$36.24	$44.83K	2,028
2025-05-16	Lebda Douglas R	10 Percent Owner, Officer: Chairman & CEO	Option Exercise (Sell)	7,500	-	-	22,500
2025-05-16	Peyree Scott	Chief Operating Officer	Option Exercise	4,000	-	-	12,000
2025-04-23	Lebda Douglas R	10 Percent Owner, Officer: Chairman & CEO	Option Exercise (Sell)	166	-	-	334
2025-03-13	Peyree Scott	Chief Operating Officer	Informative Buy	3,098	$45.21	$140.06K	90,870
2025-03-12	Peyree Scott	Chief Operating Officer	Informative Buy	2,518	$44.15	$111.17K	79,278
2025-03-11	Peyree Scott	Chief Operating Officer	Informative Buy	18,061	$41.60	$751.34K	73,776
2025-03-10	Lebda Douglas R	10 Percent Owner, Officer: Chairman & CEO	RSU Award	3,500	-	-	3,500
2025-03-10	Shumate Carla	Chief Accounting Officer	RSU Award	12,500	-	-	12,500
2025-03-10	Olmstead Jill	Chief Human Resources Officer	RSU Award	30,000	-	-	30,000

■ Informative Buy/Sell — open market transaction (most significant) ■ Uninformative Buy — award, option exercise, conversion ■ Uninformative Sell — tax withholding, award vest sale ■ Neutral — gift, trust, expiry