Insider Trading May 27, 2026 09:58 AM

City Holding Executive Sells Shares Amid Corporate Updates and Board Expansion

Jeffrey Legge divests stock; CHCO announces new leadership roles, share buyback authorization, and board additions.

By Marcus Reed CHCO

Executive Vice President Jeffrey Legge of City Holding Co. (NASDAQ:CHCO) reported the sale of a portion of his common stock on May 26, 2026. This transaction occurred while the company announced several significant corporate developments, including changes in senior leadership at its subsidiary and the authorization of a share repurchase program.

City Holding Executive Sells Shares Amid Corporate Updates and Board Expansion
CHCO

Key Points

  • Leadership
  • Finance
  • Corporate Governance
  • Stock Market

Jeffrey Legge, who serves as Executive Vice President, Chief Administrative Officer, and Chief Information Officer for City Holding Co., executed a stock sale on May 26, 2026. According to filings, Mr. Legge sold 1,309 shares of the company's common stock. This divestiture was completed at an individual price point of $125.00 per share, resulting in total proceeds of $163,625.

At the time of the sale, City Holding Co.'s stock was trading at $125.27. The company maintains a market capitalization of $1.77 billion and currently shows a Price-to-Earnings (P/E) ratio of 13.77. Analysis from InvestingPro suggests that this valuation may be undervalued when compared against its calculated Fair Value estimate.


Following the recent transaction, Mr. Legge's reported holdings reflect both direct and indirect stakes in City Holding Co. common stock. Currently, he directly holds 7,656 shares of the company's common stock. In addition to these personal holdings, his indirect stake amounts to 8,817.9367 shares, which are held through the Company’s 401(k) Plan & Trust. These indirectly reported holdings include various shares acquired during the fiscal year and are valued as of the December 31, 2025, plan valuation date.


The report also details several derivative securities that Mr. Legge possesses. Specifically, he holds options granting him the right to purchase 512 shares of common stock at an exercise price of $66.32 per share. These options are set to expire on February 21, 2027. The source material indicates these options were initially granted under City Holding Company’s 2013 Incentive Plan and vested across three equal installments: February 22, 2020; February 22, 2021; and February 22, 2022.


Furthermore, Mr. Legge's holdings include multiple tranches of Restricted Stock Units (RSUs). Each RSU represents the right to receive one share of common stock upon settlement. These units are structured across several vesting schedules:

  • 164 RSUs: One-third is scheduled to vest on February 23, 2023; another third on February 23, 2024; and the final portion on February 23, 2025.
  • 272 RSUs: One-third is slated to vest on February 22, 2024; another third on February 22, 2025; and the remainder on February 22, 2026.
  • 419 RSUs: These are scheduled in three parts, with one-third vesting on February 23, 2025; another third on February 23, 2026; and the final portion on February 23, 2027.
  • 346 RSUs: The vesting schedule for these units is set for March 21, 2026; March 21, 2027; and March 21, 2028.
  • 348 RSUs: These final units have a vesting timeline of February 25, 2027; February 25, 2028; and February 25, 2029.

This comprehensive information regarding the stock transactions was officially disclosed via a Form 4 filing with the Securities and Exchange Commission on May 27, 2026.


Beyond Insider Activity: Corporate Developments at City Holding Co.

In addition to the reported insider sales, City Holding Company recently announced several significant operational and governance developments. The company named Michael T. Quinlan, Jr., as its new president for City National Bank of West Virginia. Mr. Quinlan, who has been associated with the firm since January 2021 in an executive vice president role focused on retail banking, will assume his new presidential duties immediately.

The leadership structure retains continuity with Charles

Risks

  • Market Valuation Uncertainty: The article notes that while InvestingPro suggests CHCO may be undervalued based on its Fair Value estimate, the stock's current trading price and P/E ratio still represent market perceptions of risk.
  • Dependence on Executive Stability: Key leadership changes, such as the transition to Michael T. Quinlan, Jr.'s role at City National Bank of West Virginia, could introduce operational shifts or uncertainty within the banking sector served by the company.
  • Dilution from Share Repurchase Program: While the authorized share repurchase program (up to 1 million shares) is intended to be accretive to earnings per share, the execution and timing of open market transactions represent a variable factor in overall financial health.

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