TIPTREE INC.·4

Feb 23, 4:02 PM ET

McKinney Scott T. 4

4 · TIPTREE INC. · Filed Feb 23, 2026

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TIPTREE (TIPT) CFO Scott McKinney Receives RSUs; Shares Withheld for Taxes

What Happened Scott T. McKinney, Chief Financial Officer of Tiptree Inc. (TIPT), received 15,110 shares when matching restricted stock units (RSUs) cliff-vested on February 20, 2026. To satisfy withholding tax obligations, 5,143 of those shares were withheld (disposed) at the closing price of $17.06, producing approximately $87,740 in tax withholding. The vesting resulted in a net issuance of about 9,967 shares to McKinney (15,110 vested minus 5,143 withheld).

Key Details

  • Transaction date: February 20, 2026; Form filed Feb 23, 2026.
  • Vesting: 15,110 matching RSUs cliff-vested (granted Feb 22, 2023).
  • Tax withholding: 5,143 shares withheld and disposed, at $17.06 per share (closing price), totaling $87,740.
  • Net shares issued to insider: ~9,967 shares.
  • Shares owned after transaction: not disclosed in the Form 4.
  • Codes: M = conversion/exercise of derivative (RSU settlement); F = shares withheld for tax.
  • Filing timeliness: Form 4 was filed three days after the transaction date; Section 16 filers generally must report within two business days, so this may be a late filing.

Context This was the routine vesting and settlement of previously granted RSUs, not an open-market purchase or discretionary sale of shares. The withholding of shares to cover taxes is standard and should not be read as a directional trade signal. The filing includes a Power of Attorney exhibit.

Insider Transaction Report

Form 4
Period: 2026-02-20
McKinney Scott T.
Chief Financial Officer
Transactions
  • Exercise/Conversion

    Common Stock

    [F1]
    2026-02-20+15,110105,082 total
  • Tax Payment

    Common Stock

    [F2][F3]
    2026-02-20$17.06/sh5,143$87,74099,939 total
  • Exercise/Conversion

    Restricted Stock Units

    [F4]
    2026-02-2015,1100 total
    Exercise: $0.00Common Stock (15,110 underlying)
Holdings
  • Common Stock

    (indirect: By 401(k))
    168
Footnotes (4)
  • [F1]The acquisition of the common stock resulted from the cliff vesting of matching restricted stock units ("RSUs") granted to the Reporting Person on February 22, 2023.
  • [F2]Represents the number of shares withheld to satisfy the Reporting Person's withholding tax liability upon vesting of the RSUs.
  • [F3]Represents the closing stock price as of the transaction date.
  • [F4]Represents the cliff vesting of matching RSUs which were granted to the Reporting Person on February 22, 2023.
Signature
/s/ Siew Kwok, Attorney-in-Fact for Scott T. McKinney|2026-02-23

Documents

2 files