Every Form 4 that Tiptree Inc. (TIPT) has filed with the SEC in the last 12 months is listed below, newest first, and each one links through to the document itself with the summary and the scores our analysis gives it.
A Form 4 covers the transactions officers, directors and large holders report, so if you follow TIPT and want that one kind of document rather than the whole filing history, this is the page to keep. The company's other filings, of every form, are on the full TIPT filings page.
TIPTREE INC. director Bradley E. Smith received an award of 1,807 common shares on October 6, 2026, representing the stock component of his annual retainer fee, which is paid quarterly in arrears. His reported direct holdings after the award were 109,070 shares. The filing also lists 63,738 shares held indirectly by Kahala Capital Advisors LLC; Smith is a principal of the firm and disclaims beneficial ownership except to the extent of his pecuniary interest.
Tiptree Inc. director Lesley Goldwasser acquired 1,084 shares of common stock on October 6, 2026, in a grant or award transaction. Her direct holdings following the transaction were 117,699 shares.
Smith Bradley E. reported acquisition or exercise transactions in this Form 4 filing.
Tiptree Inc. director Bradley E. Smith received 1,768 shares of common stock as a grant tied to his director compensation. The shares represent the stock component of his annual retainer fee, which is paid quarterly in arrears, and were issued at a reported price of $0.00 per share.
After this award, Smith directly holds 107,263 Tiptree common shares. A separate line shows 63,738 shares held indirectly through Kahala Capital Advisors LLC, where he is a principal and has a pecuniary interest, while disclaiming beneficial ownership beyond that interest.
Goldwasser Lesley reported acquisition or exercise transactions in this Form 4 filing.
TIPTREE INC. director Lesley Goldwasser received a stock grant of 1,061 shares of Common Stock on July 2, 2026. The shares were awarded at a price of $0.00 per share as the stock component of the director's annual retainer fee, which is paid quarterly in arrears.
Following this compensation-related award, Goldwasser directly holds 116,615 shares of Tiptree common stock, according to the filing.
Tiptree Inc. director Jonathan Ilany reported an open-market purchase of 990 shares of Common Stock at $17.45 per share through an IRA. This transaction is classified as an indirect holding and is coded as a purchase.
After this buy, Ilany’s IRA holds 193,011 shares indirectly, while a separate entry shows 274,742 shares held directly as of the same date. The filing reflects a small net increase of 990 shares in his overall Tiptree equity position.
Smith Bradley E. reported acquisition or exercise transactions in this Form 4 filing.
TIPTREE INC. director Bradley E. Smith reported receiving a grant of 1,907 shares of common stock on April 2, 2026. This stock award represents the share component of his annual director retainer fee, which is paid quarterly in arrears and carries a stated price of $0.00 per share as compensation rather than a market purchase.
After the grant, Smith directly holds 105,495 shares of common stock. The filing also shows an indirect holding of 63,738 shares through Kahala Capital Advisors LLC, where Smith is a principal. He disclaims beneficial ownership of those indirectly held shares except to the extent of his pecuniary interest.
Tiptree Inc. director Lesley Goldwasser received a stock grant of 1,144 shares of Common Stock as part of board compensation. The shares represent the stock component of the director’s annual retainer fee, which is paid quarterly in arrears.
Following this non-cash grant, Goldwasser directly holds 115,554 Tiptree shares. The award is classified as a non-derivative acquisition with no purchase price, reflecting routine equity-based compensation rather than an open-market share purchase or sale.
Tiptree Inc.’s Chief Financial Officer, Scott T. McKinney, reported open-market purchases of the company’s common stock. On March 11, 2026, he indirectly bought 2,600 shares through a 401(k) account at a weighted-average price of $16.154 per share. On March 12, 2026, he indirectly bought another 1,232 shares through the same 401(k) at a weighted-average price of $15.976 per share.
After these transactions, his 401(k) held 4,000 shares indirectly, and a separate holding entry shows 99,939 shares held directly. The footnotes explain that each purchase was executed in multiple trades within narrow price ranges, with the reported prices reflecting weighted averages.
Tiptree Inc. Chief Financial Officer Scott T. McKinney reported equity award activity rather than an open-market trade. On February 20, he acquired 15,110 shares of common stock through the cliff vesting and conversion of matching restricted stock units originally granted on February 22, 2023.
To cover withholding tax on this vesting, 5,143 shares of common stock were disposed of at $17.06 per share via share withholding, not a market sale. After these transactions, he directly owns 99,939 common shares and holds an additional 168 shares indirectly through a 401(k) plan.
Tiptree Inc. director Lesley Goldwasser received 2,048 shares of common stock as part of her annual director retainer, paid in stock quarterly in arrears. The shares were reported at a price of $0 per share, reflecting that this is compensation rather than an open-market purchase. Following this grant on January 8, 2026, she beneficially owns 114,410 Tiptree common shares in direct ownership.
Tiptree Inc. director Paul M. Friedman reported an automatic stock grant made through his living trust. On January 8, 2026, The Paul M. Friedman Living Trust acquired 2,048 shares of Tiptree Inc. common stock at a reported price of $0 per share, reflecting the stock portion of his annual director retainer, which is paid quarterly in arrears. Following this grant, the trust beneficially owned 122,398 Tiptree shares, which Friedman reports as indirect ownership through the living trust where he and his spouse serve as trustees.
Tiptree (TIPT) director Dominique Mielle reported an open-market purchase.
The Form 4 shows a buy of 5,500 shares of common stock on 11/07/2025 at $18.29 per share (Transaction Code P). After this transaction, Mielle beneficially owns 70,712 shares, held directly.