The Hartford Insurance Group Inc SEC Filings

Hartford Insurance Group, Inc. executive vice president and chief financial officer Mary Ellen Costello reported stock transactions in the company’s shares. On 01/02/2026, she exercised a stock option to acquire 35,339 shares of common stock at an exercise price of $48.89 per share and then sold shares the same day in two transactions under a pre‑arranged Rule 10b5-1 trading plan adopted on August 4, 2025.

The reported sales were 11,368 shares at a weighted average price of $137.037 per share and 23,971 shares at a weighted average price of $136.3704 per share. After these transactions, she beneficially owned 101,544.606 shares before the second sale and 77,573.606 shares of common stock directly. The filing also lists multiple outstanding stock option grants with various exercise prices and expiration dates.

An insider of HIG has filed a notice to sell 35,339 shares of common stock on the NYSE under Rule 144. The planned sale, to be executed through Fidelity Brokerage Services LLC, has an aggregate market value of $4,847,804.02.

The shares relate to a stock option that was granted on 02/28/2017 and acquired and paid for in cash on 01/02/2026. The filing notes that there were 278,650,292 shares outstanding of the same class, giving context to the size of this transaction. By signing, the seller represents they are not aware of any undisclosed material adverse information about the issuer.

The Hartford Financial Services Group executive reports routine tax-related share withholding. The company’s EVP & General Counsel reported a Form 4 transaction dated 12/17/2025, where 123.489 shares of common stock were disposed of at $130.24 per share to satisfy a FICA tax withholding obligation tied to a retirement-eligible restricted stock unit (RSU) award under The Hartford's 2020 Stock Incentive Plan. Following this transaction, the filing shows no directly held common shares and 2,892.195 RSUs held directly. The executive also holds stock options on 9,701 shares at an exercise price of $95.74 expiring on 02/27/2034 and options on 9,831 shares at $116.41 expiring on 02/25/2035, with each grant vesting in three annual installments.

The Hartford Insurance Group, Inc. registered 250,000 shares of its common stock under an existing shelf registration statement on Form S-3 (No. 333-282288) for potential resale by HFPG, Inc. This follows the Company’s donation of 250,000 common shares to HFPG, Inc., an affiliate of Hartford Foundation for Public Giving, as part of its philanthropic efforts. The filing also adds a legal opinion from Cleary Gottlieb Steen & Hamilton LLP and related consents as exhibits supporting the registration.

The Hartford Insurance Group, Inc. has filed a prospectus supplement covering the resale by HFPG, Inc. of 250,000 shares of its common stock. These shares were recently donated to HFPG on December 12, 2025 as part of The Hartford’s long-term share donation program to support the Hartford Foundation for Public Giving. The company will not receive any proceeds from HFPG’s sales, though it expects its subsidiary Hartford Accident and Indemnity Company to receive charitable tax deductions for such donations. The donated shares originated from a block of 2.8 million shares held since a 1995 spin-off and had not been included in shares outstanding; as shares are donated to HFPG, they become part of the company’s total common shares outstanding.

Hartford Insurance Group, Inc.'s president reported an option exercise and share sale. On 11/26/2025, he exercised a stock option for 6,731 shares of common stock at an exercise price of $48.89 per share, increasing his directly held shares. That same day, he sold 6,731 shares of common stock at a price of $137.90 per share, leaving a direct holding of 31,721.067 shares after the transactions.

The filing also lists multiple outstanding stock option grants with exercise prices ranging from $49.01 to $116.41 and expirations between 2027 and 2035. The transactions were carried out under a previously adopted Rule 10b5-1 trading plan dated August 25, 2025.

Hartford Financial Services Group (HIG) shareholder plans Form 144 sale. A holder has filed to sell 6,731 shares of HIG common stock through Fidelity Brokerage Services LLC, with an aggregate market value of 928,204.90, on or about 11/26/2025 on the NYSE.

The table notes that 278,650,292 shares of this class are outstanding. The securities to be sold were acquired on 11/26/2025 via an option originally granted on 02/28/2017 by the issuer, and the purchase price was paid in cash.

The Hartford Financial Services Group (HIG) Chairman and CEO reported a charitable gift of 16,265 shares of common stock (Transaction Code G) on 11/05/2025 at a reported price of $0.0000.

After the transaction, he held 194,816.948 shares directly. Indirect holdings included 40,003 shares by spouse, 95,386 shares in the Swift Family Gift Trust, and 60,865 shares in the Swift Family Legacy Trust. The filing also lists multiple outstanding stock option grants, including 302,908 options at $48.89 (exercisable by 02/28/2027) and 352,263 options at $49.01 (exercisable by 02/26/2029), with additional tranches at higher exercise prices and later dates.

HIG — Insider transaction disclosed. An Executive Vice President reported an option exercise and same-day sale on 10/29/2025. The officer exercised 7,841 stock options at an exercise price of $51.87 per share and sold 7,841 common shares at a $122.4116 weighted average price.

Following these transactions, the officer directly owned 18,399.962 common shares. The exercised option series (strike $51.87, expiring 02/23/2031) shows 5,681 options remaining. Other option grants outstanding include strikes of $69.41 (30,193 shares, expiring 02/23/2032), $78.28 (26,079 shares, expiring 02/28/2033), $95.74 (11,399 shares, expiring 02/27/2034), and $116.41 (9,467 shares, expiring 02/25/2035). The sale price reflected a range of $122.40–$122.54 per share.