Hilltop Holdings Inc SEC Filings

Insider purchases increased Hilltop Holdings (HTH) shares over three days in August 2025. Jonathan S. Sobel, a director and Hilltop Securities Chairman, reported three open-market purchases of Common Stock: 10,000 shares on 08/19/2025 at a weighted average price of $32.92, 10,000 shares on 08/20/2025 at $32.93, and 10,000 shares on 08/21/2025 at $33.19. Following these transactions the filing reports 87,428.694 shares beneficially owned by the reporting person. Each reported price represents a weighted average across multiple executions within disclosed price ranges. The filing is a Form 4 reporting Section 16 changes and is signed by the reporting person.

Form 144 notice for HTH: The filer notifies a proposed sale of 10,000 shares of Hilltop Holdings Inc. common stock through Goldman Sachs & Co. LLC with an aggregate market value of $330,500 and an approximate sale date of 08/20/2025. The securities were acquired from the issuer on 06/13/1996, with payment completed on that date. The filing also discloses securities sold in the past three months by John Markham Green: 30,000 shares on 08/13/2025 for $963,761 and 20,000 shares on 08/14/2025 for $652,402. The filer certifies no undisclosed material adverse information.

Jonathan S. Sobel, a director and Hilltop Securities Chairman, reported three separate open-market purchases of Hilltop Holdings Inc. (HTH) common stock in August 2025. On 08/14/2025 he acquired 10,000 shares at a weighted-average price of $32.70, bringing his beneficial ownership to 37,428.694 shares. On 08/15/2025 he acquired 10,000 shares at a weighted-average price of $32.37, increasing ownership to 47,428.694 shares. On 08/18/2025 he acquired 10,000 shares at a weighted-average price of $31.97, increasing ownership to 57,428.694 shares. Each purchase is reported as direct ownership. The filings state the prices are weighted averages with specified price ranges and that Mr. Sobel will provide detailed per-transaction price breakdowns upon request.

Hilltop Holdings Inc. (HTH) filing a Form 144 notifies the proposed sale of 20,000 shares of common stock through Goldman Sachs & Co. LLC on 08/14/2025, with an aggregate market value of $655,600. The filer reports acquiring these shares from the issuer in a private transaction on 06/13/1997 and indicates no cash payment obligations related to the original acquisition. The notice also discloses a sale of 30,000 shares on 08/13/2025 generating gross proceeds of $963,761. The filing includes the seller's representation that no undisclosed material adverse information about the issuer is known.

Hilltop Holdings Inc. filed a Form 13F for the quarter ended 06-30-2025 reporting 1,339 holdings entries totaling $1,560,663,512 in market value. The filing identifies four other included managers (PlainsCapital Corp, PlainsCapital Bank, Hilltop Securities Holdings LLC, Hilltop Securities Inc.). The report was signed by Corey G. Prestidge, Executive Vice President, General Counsel and Secretary, on 08-14-2025. This filing is a standard 13F holdings report disclosing aggregated institutional holdings as of the quarter end.

Hilltop Holdings (HTH) filed a Form 144 notifying the market of a proposed sale under Rule 144 of 30,000 shares of common stock with an aggregate market value of $976,200. The sale is to be executed through Goldman Sachs & Co. LLC on the NYSE with an approximate sale date of 08/13/2025. The filing discloses the shares were acquired from the issuer in private transactions: 22,634 shares on 02/02/2007 and 7,366 shares on 06/13/1997, totaling 30,000 shares. The filer certifies they do not know of any undisclosed material adverse information and references Rule 10b5-1 plan considerations.

This Amendment No. 20 to a Schedule 13D relates to common stock of Hilltop Holdings Inc. and updates ownership and agreement information previously reported by Gerald J. Ford and related entities. Collectively, the reporting persons beneficially own 15,907,069 shares, representing 25.2% of Hilltop's outstanding common stock based on 63,001,759 shares outstanding as of July 24, 2025. Individual holdings include 15,544,674 shares (24.7%) held by Diamond A Financial, LP and 98,789 shares (0.2%) held by Turtle Creek Revocable Trust.

The filing discloses ongoing litigation between Mr. Ford and certain of his children and states that on August 6, 2025 the reporting persons and the First Family agreed to negotiate in good faith toward a definitive settlement. The contemplated settlement described would transfer control over the shares held by Financial LP to the First Family and redeem Mr. Ford's equity interests in Financial LP, with Mr. Ford to receive 21.6% of the shares of Common Stock held by Financial LP as partial consideration. The filing incorporates a Joint Filing Agreement as an exhibit and is signed on August 8, 2025.

Hilltop Holdings Inc. (HTH) Form 4: Director W. Robert Nichols III received 957 common shares on 07/24/2025 through the company’s 2020 Equity Incentive Plan, valued at $31.36 per share (closing price on 07/23/2025). His direct stake rose from 58 to 1,015 shares; indirect holdings remain 9,442 shares in an IRA and 5,000 shares held by his spouse. No derivative transactions were reported.

The grant is routine annual board compensation rather than an open-market purchase, but it modestly increases insider ownership, bringing Nichols’ total beneficial position to 15,457 shares (direct + indirect). The filing contains no financial results, guidance, or other material corporate events.