Insider Activity Spotlight: Hilltop Holdings Inc. on February 8, 2026

On February 8, 2026, Hilltop Holdings Inc. (HTH) saw a notable insider transaction when Steve B. Thompson, President and CEO of PrimeLending, sold 2,444 shares of Hilltop common stock as part of a tax‑withholding arrangement related to a 2023 restricted‑stock‑unit award. The sale occurred at a price of $39.83, just below the day‑close of $40.02, and is the third transaction of the day for Thompson, who also executed a buy of 8,471 shares (price $0.00) and a second tax‑withholding sale of 2,444 shares. The net effect was a reduction of roughly 1.8 % in Thompson’s holding, from 97,844.25 to 95,400.25 shares.

What This Means for Investors

Thompson’s activity is consistent with routine vesting‑related cash‑flow management rather than a strategic divestiture. The stock’s price movement on the day was negligible (–0.01%), and the company’s broader market performance remains robust, with a 52‑week high of $40.39 and a market cap of $2.45 billion. However, the sale contributes to a steady stream of insider selling that, coupled with a recent surge in social‑media buzz (572 % above average), may amplify short‑term volatility. Investors should monitor whether the pattern of sell‑buy‑sell cycles continues, as it could signal a need for liquidity or reflect internal confidence levels.

Insider Landscape at a Glance

In addition to Thompson, Hilltop’s executive team has been active on February 8:

  • Martin Winges Bradley (CEO of Hilltop Securities) sold 4,993 shares and bought 10,588 shares.
  • Darren Parmenter (Chief Administrative Officer) sold 1,594 shares and bought 2,753 shares.
  • Corey Prestidge (EVP, General Counsel & SEC) sold 2,939 shares and bought 5,082 shares.
  • William Furr (Chief Financial Officer) sold 4,213 shares and bought 7,412 shares.
  • Jeremy Ford (President & CEO) bought a large block of 30,707 shares, suggesting a bullish stance.
  • Keith Bornemann (Chief Accounting Officer) sold 556 shares.

These patterns illustrate a mix of liquidity needs and long‑term commitments, with Ford’s sizable purchase standing out as a potential confidence signal.

Profile of Steve B. Thompson

Thompson’s trading history over the past two years reveals a largely conservative approach. He has executed 14 sell transactions (average price ~$32–$40) and 20 buy transactions (most at $0.00, reflecting unpriced RSU vesting or dividend reinvestment). His holdings have fluctuated between ~56,000 and 123,000 shares, with a current stake of 95,400 shares (~3.9 % of HTH). The timing of his trades aligns with vesting dates of restricted‑stock units and performance‑based awards, indicating a focus on maintaining liquidity for personal obligations rather than capitalizing on market movements.

Looking Ahead

Hilltop Holdings remains a solid player in the financial services sector, with a healthy P/E of 15.11 and a stable dividend history. The current insider activity—predominantly vesting‑related sales—does not signal immediate distress. However, the heightened social‑media buzz and the CEO’s large purchase by Ford may precede a strategic shift or an upcoming capital‑raising event. Investors should track the next quarterly earnings release and any forward‑guidance announcements for clues about the company’s growth plans and whether the insider buying reflects confidence in an upcoming expansion or a response to market pressure.

DateOwnerTransaction TypeSharesPrice per ShareSecurity
2026-02-08Thompson Steve B (PrimeLending President and CEO)Sell2,444.0039.83Common Stock
2026-02-08Thompson Steve B (PrimeLending President and CEO)Buy8,471.000.00Common Stock
2026-02-08Thompson Steve B (PrimeLending President and CEO)Sell2,444.0039.83Common Stock
2026-02-08Winges Martin Bradley (Hilltop Securities CEO)Sell4,993.0039.83Common Stock
2026-02-08Winges Martin Bradley (Hilltop Securities CEO)Buy10,588.000.00Common Stock
2026-02-08Winges Martin Bradley (Hilltop Securities CEO)Sell4,993.0039.83Common Stock
2026-02-08PARMENTER DARREN E (Chief Administrative Officer)Sell769.0039.83Common Stock
2026-02-08PARMENTER DARREN E (Chief Administrative Officer)Buy2,753.000.00Common Stock
2026-02-08PARMENTER DARREN E (Chief Administrative Officer)Sell916.0039.83Common Stock
2026-02-08PRESTIDGE COREY (EVP, General Counsel & Sec.)Sell1,339.0039.83Common Stock
2026-02-08PRESTIDGE COREY (EVP, General Counsel & Sec.)Buy5,082.000.00Common Stock
2026-02-08PRESTIDGE COREY (EVP, General Counsel & Sec.)Sell1,610.0039.83Common Stock
2026-02-08Furr William B (Chief Financial Officer)Sell1,904.0039.83Common Stock
2026-02-08Furr William B (Chief Financial Officer)Buy7,412.000.00Common Stock
2026-02-08Furr William B (Chief Financial Officer)Sell2,299.0039.83Common Stock
2026-02-08FORD JEREMY B (President & CEO)Buy30,707.000.00Common Stock
2026-02-08Bornemann Keith E. (Chief Accounting Officer)Sell556.0039.83Common Stock