X0508 4 2025-03-03 0001108134 BERKSHIRE HILLS BANCORP INC BHLB 0001845668 Courtwright Jacqueline 60 STATE STREET BOSTON MA 01209 1 EVP,Chief HR & Culture Officer 0 Common Stock 2025-03-03 4 A 0 1738 0 D 13149 D Common Stock 2025-03-03 4 F 0 627 28.11 D 12522 D Common Stock 1534 I By Stock Award VII Common Stock 659 I By Stock Award VI Common Stock 437 I By 401(k) Stock Awards granted pursuant to the Berkshire Hills Bancorp, Inc. 2022 Equity Compensation Plan vest in three equal annual installments beginning on January 30, 2024. Stock Awards granted pursuant to the Berkshire Hills Bancorp, Inc. 2022 Equity Compensation Plan vest in three equal annual installments beginning on January 30, 2025. On January 30, 2022 the reporting person was granted 3,087 shares of restricted stock subject to a three-year cliff vesting schedule and subject to the satisfaction of certain performance criteria. The shares vested at 56.3% of target, resulting in the vesting of 1,738 shares of restricted stock, and were transferred to the executive on March 3, 2025. Reflects transactions not required to be reported pursuant to Section 16 of the Securities Exchange Act of 1934, as amended. /s/ Marc P. Levy, pursuant to power of attorney 2025-03-05