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Tiptree Inc. (TIPT) director boosts stake with 990-share IRA buy

Filing Impact
(Neutral)
Filing Sentiment
(Positive)
Form Type
4

Rhea-AI Filing Summary

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.

Positive

  • None.

Negative

  • None.
Insider Ilany Jonathan
Role null
Bought 990 shs ($17K)
Type Security Shares Price Value
Purchase Common Stock 990 $17.45 $17K
holding Common Stock -- -- --
Holdings After Transaction: Common Stock — 193,011 shares (Indirect, By IRA); Common Stock — 274,742 shares (Direct, null)
Footnotes (1)
Open-market purchase 990 shares Common Stock bought indirectly via IRA on 2026-05-27
Purchase price $17.45 per share Price for 990-share open-market buy
Indirect holdings after 193,011 shares Total Tiptree shares held by IRA after purchase
Direct holdings entry 274,742 shares Common Stock held directly as of 2026-05-27
Net buy shares 990 shares Net-buy direction in transactionSummary
open-market purchase financial
"transaction_action": "open-market purchase""
An open-market purchase is when an investor or a company buys shares on a public stock exchange at the going market price, rather than through a private deal. It matters to investors because these purchases change how many shares are available, can push the stock price up or signal confidence from large buyers, and often affect per-share metrics like earnings—think of it like someone buying lots of apples off a grocery shelf, reducing supply and potentially raising the price.
indirect financial
""ownership_type": "indirect""
By IRA financial
""nature_of_ownership": "By IRA""
Common Stock financial
""security_title": "Common Stock""
Common stock represents ownership shares in a company, giving investors a stake in its success and a say in important decisions through voting rights. It is the most common type of stock traded on markets and can provide income through dividends, as well as potential for value growth. For investors, holding common stock means sharing in the company’s profits and risks.
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Form 4 Insider Transactions: What Each Field Means →
SEC Form 4
FORM 4UNITED STATES SECURITIES AND EXCHANGE COMMISSION
Washington, D.C. 20549

STATEMENT OF CHANGES IN BENEFICIAL OWNERSHIP

Filed pursuant to Section 16(a) of the Securities Exchange Act of 1934
or Section 30(h) of the Investment Company Act of 1940
OMB APPROVAL
OMB Number:3235-0287
Estimated average burden
hours per response:0.5
Check this box if no longer subject to Section 16. Form 4 or Form 5 obligations may continue. See Instruction 1(b).
Check this box to indicate that a transaction was made pursuant to a contract, instruction or written plan for the purchase or sale of equity securities of the issuer that is intended to satisfy the affirmative defense conditions of Rule 10b5-1(c). See Instruction 10.
1. Name and Address of Reporting Person*
Ilany Jonathan
(Last)(First)(Middle)
C/O TIPTREE INC.
660 STEAMBOAT ROAD
(Street)
GREENWICH CONNECTICUT 06830
(City)(State)(Zip)
UNITED STATES
(Country)		2. Issuer Name and Ticker or Trading Symbol
TIPTREE INC. [ TIPT ] 		5. Relationship of Reporting Person(s) to Issuer
(Check all applicable)
XDirector10% Owner
Officer (give title below)Other (specify below)
2a. Foreign Trading Symbol
3. Date of Earliest Transaction (Month/Day/Year)
05/27/2026		6. Individual or Joint/Group Filing (Check Applicable Line)
XForm filed by One Reporting Person
Form filed by More than One Reporting Person
4. If Amendment, Date of Original Filed (Month/Day/Year)

Table I - Non-Derivative Securities Acquired, Disposed of, or Beneficially Owned
1. Title of Security (Instr. 3) 2. Transaction Date (Month/Day/Year)2A. Deemed Execution Date, if any (Month/Day/Year)3. Transaction Code (Instr. 8) 4. Securities Acquired (A) or Disposed Of (D) (Instr. 3, 4 and 5) 5. Amount of Securities Beneficially Owned Following Reported Transaction(s) (Instr. 3 and 4) 6. Ownership Form: Direct (D) or Indirect (I) (Instr. 4) 7. Nature of Indirect Beneficial Ownership (Instr. 4)
CodeVAmount(A) or (D)Price
Common Stock05/27/2026P990A$17.45193,011IBy IRA
Common Stock274,742D
Table II - Derivative Securities Acquired, Disposed of, or Beneficially Owned
(e.g., puts, calls, warrants, options, convertible securities)
1. Title of Derivative Security (Instr. 3) 2. Conversion or Exercise Price of Derivative Security 3. Transaction Date (Month/Day/Year)3A. Deemed Execution Date, if any (Month/Day/Year)4. Transaction Code (Instr. 8) 5. Number of Derivative Securities Acquired (A) or Disposed of (D) (Instr. 3, 4 and 5) 6. Date Exercisable and Expiration Date (Month/Day/Year)7. Title and Amount of Securities Underlying Derivative Security (Instr. 3 and 4) 8. Price of Derivative Security (Instr. 5) 9. Number of derivative Securities Beneficially Owned Following Reported Transaction(s) (Instr. 4) 10. Ownership Form: Direct (D) or Indirect (I) (Instr. 4) 11. Nature of Indirect Beneficial Ownership (Instr. 4)
CodeV(A)(D)Date ExercisableExpiration DateTitleAmount or Number of Shares
Explanation of Responses:
/s/Siew Kwok as Attorney-in-Fact for Jonathan Ilany05/28/2026
** Signature of Reporting PersonDate
Reminder: Report on a separate line for each class of securities beneficially owned directly or indirectly.
* If the form is filed by more than one reporting person, see Instruction 4 (b)(v).
** Intentional misstatements or omissions of facts constitute Federal Criminal Violations See 18 U.S.C. 1001 and 15 U.S.C. 78ff(a).
Note: File three copies of this Form, one of which must be manually signed. If space is insufficient, see Instruction 6 for procedure.
Persons who respond to the collection of information contained in this form are not required to respond unless the form displays a currently valid OMB Number.
* Form 4: SEC 1474 (03-26)

Source: View Original Filing on SEC EDGAR

FAQ

What did Tiptree (TIPT) director Jonathan Ilany report in this Form 4?

Jonathan Ilany reported buying 990 Tiptree common shares at $17.45 each via an IRA. The filing also shows separate direct ownership of 274,742 shares, highlighting both his new indirect purchase and his existing direct stake as of the transaction date.

How many Tiptree (TIPT) shares did Jonathan Ilany buy and at what price?

He purchased 990 shares of Tiptree common stock at $17.45 per share in an open-market transaction. This relatively small trade modestly increases his indirect holdings while leaving his larger direct position unchanged in this filing.

How many Tiptree (TIPT) shares does Jonathan Ilany hold after the reported transaction?

After the transaction, Ilany’s IRA holds 193,011 Tiptree shares indirectly, and another entry lists 274,742 shares held directly. Together, the filing shows substantial overall ownership, with this report adding 990 shares to his indirect position.

Is Jonathan Ilany’s Tiptree (TIPT) share purchase a buy or sell signal in this filing?

The Form 4 records a buy: an open-market purchase of 990 shares at $17.45 through an IRA. There are no reported sales in this filing, and the transactionSummary shows a net-buy of 990 shares for the period covered.

How significant is the 990-share Tiptree (TIPT) purchase relative to Ilany’s holdings?

The 990-share purchase is small compared with Ilany’s disclosed positions of 193,011 indirect and 274,742 direct shares. It modestly increases his overall stake rather than representing a major change in his Tiptree ownership profile.