Hilltop Holdings Inc SEC Filings

Hilltop Holdings Inc. (HTH) reporting persons led by Gerald J. Ford filed a Form 4 disclosing a dividend reinvestment on 08/29/2025 that resulted in the acquisition of 1,326.3573 shares of common stock at a $0.00 price (reinvestment). After the transaction, the reporting group collectively beneficially owned 354,932.4577 shares. The filing is jointly made by Gerald J. Ford, Diamond HTH Stock Company, LP, Diamond HTH Stock Company GP, LLC and Turtle Creek Revocable Trust. The disclosure lists 98,789 shares directly owned by the Trust and 15,544,674 shares directly owned by Diamond A Financial, L.P., as described in the footnotes, with layered ownership through partnership and trust vehicles.

The filing states the acquisition arose from dividend reinvestment and includes standard disclaimers that the reporting persons disclaim beneficial ownership except to the extent of pecuniary interest and that the filing does not necessarily create admissions under Sections 13(d)/13(g).

Hilltop Holdings director and Hilltop Securities Chairman Jonathan S. Sobel acquired 108.3515 shares of Hilltop common stock through dividend reinvestment at an effective price of $0.00, increasing his total reported beneficial ownership to 127,537.0455 shares. The transaction is reported as a non-derivative acquisition and the ownership is shown as direct. The filing identifies the acquisition code and notes the shares were obtained pursuant to the reinvestment of dividends.

Martin Bradley Winges, identified as an officer (Hilltop Securities CEO), reported on Form 4 that he acquired 199.8133 shares of Hilltop Holdings Inc. (HTH) pursuant to dividend reinvestment. The transaction date is 08/29/2025 with a deemed execution date of 09/02/2025, and the reported acquisition price is $0.00 (shares issued as dividend reinvestment). Following the reported transaction, Mr. Winges beneficially owns 91,627.9427 shares. The filing is a single-person Form 4 and is signed by Martin Bradley Winges on 09/04/2025.

Corey G. Prestidge, EVP, General Counsel & Secretary of Hilltop Holdings Inc. (HTH), reported a non-derivative acquisition executed 08/29/2025 and reported on 09/04/2025. The filing shows 575.4098 shares were acquired at a reported price of $0.00, with an explanatory note that the shares were purchased pursuant to the reinvestment of dividends. Following the transaction, Prestidge beneficially owns 176,820.4248 shares of Hilltop common stock.

William B. Furr, Chief Financial Officer and director of Hilltop Holdings Inc. (HTH), reported a transaction dated 08/30/2025 in which 2,742 shares of common stock were disposed of at $35.08 per share. The sale represents shares withheld by the issuer to satisfy tax withholding related to the vesting of 11,258 restricted stock units (granted August 30, 2022). After the reported disposition, the reporting person beneficially owned 185,817.0167 shares (including multiple tranches of restricted stock units scheduled to vest in 2026, 2027 and 2028 with transfer restrictions thereafter). The form was signed on 09/03/2025.

Hilltop Holdings, Inc. (HTH) Form 144 notice shows an intended sale of 20,000 shares of common stock through Goldman Sachs & Co. LLC with an aggregate market value of $701,600. The shares were originally acquired from the issuer on 06/13/1996. The filing lists recent sales by the same person, John Markham Green, totaling 94,763 shares sold on multiple dates in August 2025 for aggregate gross proceeds of $3,152,203. The filer certifies no undisclosed material adverse information. The notice provides broker, share counts, acquisition details and recent sale history as required under Rule 144.

Jonathan S. Sobel, a director and Hilltop Securities Chairman, purchased 10,000 shares of Hilltop Holdings Inc. (HTH) common stock on 08/27/2025 at a weighted average price of $35.36 per share. After the transaction he reports beneficial ownership of 127,428.694 shares. The Form 4 was signed on 08/29/2025. The filing notes the purchase occurred in multiple trades at prices ranging from $35.26 to $35.47, and the reporting person offers to provide details of the per-trade quantities on request.

Insider purchases reported for Hilltop Holdings Inc. (HTH). Jonathan S. Sobel, Hilltop Securities Chairman and a director/officer of Hilltop Holdings, reported three open-market purchases totaling 30,000 shares on 08/22/2025, 08/25/2025 and 08/26/2025 at weighted-average prices of $34.57, $34.75 and $35.21, respectively. Following these transactions his beneficial ownership increased to 117,428.694 shares, all reported as direct ownership. Each reported price is a weighted average of multiple trades within disclosed price ranges.