Tiptree INC Form 4 insider transactions

Bradley E. Smith, a Director at TIPTREE INC., acquired 1,768 shares of common stock as part of his annual retainer fee.

Lesley Goldwasser, a Director at TIPTREE Inc., acquired 1,061 shares of common stock as part of her annual retainer fee.

Tiptree Inc. director Jonathan Ilany acquired 990 shares of common stock in an open market transaction.

Director Bradley E. Smith acquired 1,907 shares of Tiptree Inc. common stock as part of his quarterly director retainer fee.

Director Lesley Goldwasser acquired 1,144 shares of Tiptree Inc. common stock as part of her quarterly director retainer fee.

TIPTREE Inc.'s Chief Financial Officer, Scott T. McKinney, acquired additional common stock through his 401K plan in early March 2026.

Tiptree Inc.'s Chief Financial Officer, Scott T. McKinney, acquired 15,110 shares of common stock through RSU vesting and disposed of 5,143 shares for tax obligations.

Tiptree Inc. Director Lesley Goldwasser acquired 2,048 shares of common stock as part of her annual retainer fee, increasing her direct beneficial ownership to 114,410 shares.

Tiptree Inc. Director Paul M. Friedman received 2,048 shares of common stock as part of his annual retainer fee, deposited into his living trust.

TIPTREE Inc. Director Dominique Mielle acquired 5,500 shares of common stock at $18.29 per share, increasing her beneficial ownership to 70,712 shares.

TIPTREE Inc. Director Paul M. Friedman acquired 1,807 shares of common stock as part of his annual retainer fee, deposited into his living trust.

Lesley Goldwasser, a Director at TIPTREE INC., acquired 1,807 shares of common stock as part of her annual retainer fee.

TIPTREE CEO Jonathan Ilany exercised 351,155 stock options, increasing his direct beneficial ownership after cashless exercise and tax withholdings.

Tiptree Inc.'s Executive Chairman, Michael Gene Barnes, exercised multiple stock options, acquiring a net of 122,520 shares of common stock through cashless transactions on a pre-planned basis.

Tiptree Inc. CEO Jonathan Ilany exercised a significant number of stock options through a cashless transaction, resulting in changes to his beneficial ownership.

TIPTREE Inc. Director Paul M. Friedman acquired 1,595 shares of common stock as part of his annual retainer fee, increasing his indirect beneficial ownership to 118,543 shares.

TIPTREE Inc. Director Lesley Goldwasser acquired 1,595 shares of common stock as part of her annual retainer fee, increasing her direct beneficial ownership to 110,555 shares.

Director Paul M. Friedman acquired 1,547 shares of Tiptree Inc. as part of his annual retainer fee, bringing his total indirect ownership to 116,948 shares held through a living trust.

Lesley Goldwasser, a director at Tiptree Inc., acquired 1,547 shares of common stock on April 3, 2025, as part of her annual retainer fee.

Neil Charles Rifkind, General Counsel and Secretary of Tiptree Inc., reports the sale of 16,641 shares of common stock at $25 per share on March 25, 2025.

Neil Charles Rifkind, General Counsel and Secretary of Tiptree Inc., reports acquisition of common stock and restricted stock units.

Jonathan Ilany, CEO of Tiptree Inc., reports acquisition and disposal of common stock due to tax withholding and other transactions.

Michael Barnes, Executive Chairman of Tiptree Inc., reports acquiring 60,813 shares of common stock on February 25, 2025.

Neil Rifkind, General Counsel and Secretary of Tiptree Inc., reports acquisition and disposal of common stock related to the vesting of restricted stock units (RSUs).

Chief Financial Officer of Tiptree Inc., Scott T. McKinney, reports acquisition and disposal of common stock related to the vesting of restricted stock units.

Director Lesley Goldwasser acquired 1,817 shares of Tiptree Inc. common stock as part of her annual retainer fee.

Director Paul M. Friedman acquired 1,514 shares of Tiptree Inc. common stock as part of his annual retainer fee.

Paul M. Friedman, a director at Tiptree Inc., transferred 20,000 shares of common stock to his living trust.

Paul M. Friedman, a director at Tiptree Inc., transferred 89,887 shares of common stock to his living trust on November 13, 2024.

Michael Barnes, Executive Chairman of Tiptree Inc., reports acquiring 200,000 shares of common stock due to the vesting of performance restricted stock units (PRSUs) after achieving a share price target.