Lendingtree Inc SEC Filings

Olmstead Jill reported acquisition or exercise transactions in this Form 4 filing.

LendingTree, Inc. reported that Chief Human Resources Officer Jill Olmstead received a grant of 20,000 restricted stock units on March 5, 2026. These RSUs represent the right to receive an equal number of LendingTree common shares in the future at no purchase price.

The restricted stock units will vest in three substantially equal annual installments starting on March 5, 2027, according to the original award agreement. This type of equity award is a form of stock-based compensation that ties a portion of the executive’s pay to the company’s long-term performance and continued service.

LendingTree, Inc. amended its beneficial ownership disclosures in a Schedule 13G/A reporting holdings for several related reporting persons. The filing lists Lebda Family Holdings, LLC and Richard Balot with 1,325,000 shares (9.62%); Megan Greuling with 922,410 shares (6.39%); Brent Beason with 913,950 shares (6.33%); the Estate of Douglas R. Lebda with 798,705 shares (5.80%); and Steven D. Lockshin with 745,683 shares (5.41%). The percentages are calculated based on 13,771,301 shares outstanding as of February 10, 2026. The filing itemizes sole and shared voting and dispositive powers and is signed by the reporting persons on March 4, 2026.

LendingTree, Inc. insider Megan Greuling reported other changes in indirect ownership of its common stock related to family investment entities. The filing shows 1,325,000 shares held through Lebda Family Holdings, LLC and 300,000 shares held through 2021 Lebda Family Holdings, LLC, each recorded at a transaction price per share of $0.0000. On December 10, 2025, new managers were appointed for both LLCs with sole power to vote and dispose of these shares, so Ms. Greuling is no longer deemed the beneficial owner of either block.

LendingTree, Inc. ten percent owner Brent Beason reported internal ownership changes involving LendingTree common stock held by several Lebda family investment entities. On December 10, 2025, a new manager was appointed for 2022 Lebda Family Holdings, LLC, which holds 433,159 shares, and for 2021 Lebda Family Holdings, LLC, which holds 300,000 shares. On December 15, 2025, a new manager was also appointed for Lebda Family Holdings II, LLC, which holds 12,524 shares. In each case, the new manager has sole power to vote and dispose of the shares, and as a result Beason is no longer the beneficial owner of these indirectly held shares.

LendingTree, Inc. Chief Operating Officer Ian Malcolm Smith reported the exercise and conversion of restricted stock units into common stock. On March 1, 1,500 restricted stock units converted into 1,500 common shares, and on March 2, 1,375 restricted stock units converted into 1,375 common shares at no exercise price. Restricted stock units convert into common stock on a one-for-one basis, with one grant vesting in two substantially equal installments beginning on March 1, 2026, and another vesting in full on March 2, 2026. Following these transactions, Smith directly held 17,983 shares of LendingTree common stock.

LendingTree, Inc. Chief Accounting Officer Carla Shumate reported equity award activity and related tax share withholding. On March 1 and 2, 2026 she exercised restricted stock units into 3,333 and 1,250 shares of common stock, respectively, at a conversion price of $0.00 per share. To cover tax obligations, 1,122 and 345 common shares were withheld at $37.37 per share. After these transactions, she directly holds 16,619 common shares and indirectly holds 18 shares through her daughter. Footnotes note that restricted stock units convert to common stock on a one-for-one basis and describe the scheduled vesting of these awards.

LendingTree, Inc. Chief Executive Officer Peyree Scott reported equity award activity. On March 1 and March 2, 2026, Scott exercised restricted stock units that converted one-for-one into a total of 12,542 shares of common stock. To cover tax liabilities, 2,944 shares of common stock were automatically withheld at a price of $37.37 per share. After these transactions, Scott directly owned 114,929 shares of common stock. Additional common shares are held indirectly through a revocable trust and through a grantor retained annuity trust for the benefit of Scott’s spouse, for which he disclaims beneficial ownership.

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.

LendingTree, Inc. General Counsel & Corporate Secretary Heather Enlow‑Novitsky reported multiple equity award transactions. On March 1 and 2, 2026, restricted stock units were exercised into a total of 4,271 shares of common stock at no cash cost as part of her compensation program. To cover tax obligations tied to these vestings, 1,367 shares of common stock were automatically withheld and delivered back to the company at a price of $37.37 per share. After these equity award conversions and tax-withholding dispositions, she directly held 3,932 shares of LendingTree common stock. Footnotes explain that the restricted stock units convert into common stock on a one-for-one basis and vest in scheduled annual installments under the original award agreements.