X0306 4 2023-01-30 0 0001108134 BERKSHIRE HILLS BANCORP INC BHLB 0001434597 Gray Sean 24 NORTH STREET PITTSFIELD MA 01201 0 1 0 0 SEVP Common Stock 2023-01-30 4 F 0 1508 30.36 D 74520 D Common Stock 2023-01-30 4 A 0 6588 0.00 A 6588 I By Stock Award XVIII Common Stock 5329 I By Stock Award XVII Common Stock 4624 I By Stock Award XVI Common Stock 0 I By Stock Award XV Common Stock 2561 I By 401(k) Stock Awards granted pursuant to the Berkshire Hills Bancorp, Inc. 2018 Equity Compensation Plan vest in three equal annual installments beginning on January 30, 2021. Stock Awards granted pursuant to the Berkshire Hills Bancorp, Inc. 2018 Equity Compensation Plan vest in three equal annual installments beginning on January 30, 2022. Stock Awards granted pursuant to the Berkshire Hills Bancorp, Inc. 2018 Equity Compensation Plan vest in three equal annual installments beginning on January 30, 2023. 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. Reflects transactions not required to be reported pursuant to Section 16 of the Securities Exchange Act of 1934, as amended. Since the reporting person's last report, 2,292 shares previously held through Stock Award XV, 4,623 shares previously held through Stock Award XVI and 2,664 shares previously held through Stock Award XVII, have vested and are now owned directly. /s/ Marc P. Levy, pursuant to power of attorney 2023-02-01