| Date | Name | Symbol | Type | Security | Shares | Price | Value | Ownership | Reported |
| 08/18/2023 | COMMUNITY BANK SYSTEM, INC. | CBU | Other | Common Stock | 1k | $48.58 | $49k | By 401(k) Plan | 08/18/2023 |
| 03/15/2023 | COMMUNITY BANK SYSTEM, INC. | CBU | Other | Common Stock | 1.3k | $53.97 | $71.8k | By 401(k) Plan | 03/15/2023 |
| 03/14/2023 | COMMUNITY BANK SYSTEM, INC. | CBU | Grant | Common Stock | 1.6k | $0.00 | $0 | | 03/14/2023 |
| 03/14/2023 | COMMUNITY BANK SYSTEM, INC. | CBU | Grant | Stock Option | 5.8k | $54.06 | $315.4k | | 03/14/2023 |
| 03/08/2023 | COMMUNITY BANK SYSTEM, INC. | CBU | Payment of Exercise | Common Stock | 536 | $61.05 | $32.7k | | 03/08/2023 |
| 12/02/2022 | COMMUNITY BANK SYSTEM, INC. | CBU | Payment of Exercise | Common Stock | 1.8k | $64.91 | $117.7k | | 12/02/2022 |
| 12/02/2022 | COMMUNITY BANK SYSTEM, INC. | CBU | Exercise | Stock Option | 2.4k | $35.36 | $84.4k | | 12/02/2022 |
| 03/15/2022 | COMMUNITY BANK SYSTEM, INC. | CBU | Grant | Common Stock | 869 | $0.00 | $0 | | 03/15/2022 |
| 03/15/2022 | COMMUNITY BANK SYSTEM, INC. | CBU | Grant | Stock Option | 3.5k | $72.51 | $253.3k | | 03/15/2022 |
| 03/15/2022 | COMMUNITY BANK SYSTEM, INC. | CBU | Grant | Stock Option | 3.5k | $0.00 | $0 | | 03/15/2022 |
| 03/04/2022 | COMMUNITY BANK SYSTEM, INC. | CBU | Payment of Exercise | Common Stock | 432 | $72.94 | $31.5k | | 03/04/2022 |
| 05/19/2021 | COMMUNITY BANK SYSTEM, INC. | CBU | Exercise | Stock Option | 1.8k | $37.77 | $67.8k | | 05/19/2021 |
| 05/19/2021 | COMMUNITY BANK SYSTEM, INC. | CBU | Payment of Exercise | Common Stock | 1.3k | $79.33 | $101.5k | | 05/19/2021 |
| 03/16/2021 | COMMUNITY BANK SYSTEM, INC. | CBU | Grant | Stock Option | 5k | $79.66 | $396.8k | | 03/16/2021 |
| 03/16/2021 | COMMUNITY BANK SYSTEM, INC. | CBU | Grant | Common Stock | 1.2k | $0.00 | $0 | | 03/16/2021 |
| 03/05/2021 | COMMUNITY BANK SYSTEM, INC. | CBU | Payment of Exercise | Common Stock | 357 | $71.19 | $25.4k | | 03/05/2021 |
| 02/25/2021 | COMMUNITY BANK SYSTEM, INC. | CBU | Exercise | Stock Option | 3k | $29.79 | $90.1k | | 02/25/2021 |
| 02/25/2021 | COMMUNITY BANK SYSTEM, INC. | CBU | Payment of Exercise | Common Stock | 2.1k | $73.66 | $155.6k | | 02/25/2021 |
| 03/17/2020 | COMMUNITY BANK SYSTEM, INC. | CBU | Grant | Common Stock | 1.5k | $0.00 | $0 | | 03/17/2020 |
| 03/17/2020 | COMMUNITY BANK SYSTEM, INC. | CBU | Grant | Stock Option | 6.9k | $51.64 | $356.6k | | 03/17/2020 |
| 03/05/2020 | COMMUNITY BANK SYSTEM, INC. | CBU | Payment of Exercise | Common Stock | 205 | $60.81 | $12.5k | | 03/05/2020 |
| 03/03/2020 | COMMUNITY BANK SYSTEM, INC. | CBU | Payment of Exercise | Common Stock | 205 | $60.81 | $12.5k | | 03/05/2020 |
| 03/20/2019 | COMMUNITY BANK SYSTEM, INC. | CBU | Grant | Stock Option | 5.1k | $59.41 | $305.8k | | 03/20/2019 |
| 03/20/2019 | COMMUNITY BANK SYSTEM, INC. | CBU | Grant | Common Stock | 1.2k | $0.00 | $0 | | 03/20/2019 |
| 03/01/2019 | COMMUNITY BANK SYSTEM, INC. | CBU | Payment of Exercise | Common Stock | 157 | $64.79 | $10.2k | | 03/01/2019 |
| 01/08/2019 | COMMUNITY BANK SYSTEM, INC. | CBU | Grant | Common Stock | 2.3k | $0.00 | $0 | | 01/08/2019 |
| 01/08/2019 | COMMUNITY BANK SYSTEM, INC. | CBU | Payment of Exercise | Common Stock | 1.2k | $60.34 | $70.6k | | 01/08/2019 |
| 02/25/2011 | Wilber CORP | GIW | Acquisition (small) | Phantom Stock Units | 2 | $0.00 | $0 | By Deferred Comp Plan | 02/25/2011 |
| 08/30/2010 | Wilber CORP | GIW | Grant | Common Stock | 17 | $5.79 | $98.4 | | 08/30/2010 |
| 08/30/2010 | Wilber CORP | GIW | Acquisition (small) | Phantom Stock Units | 4 | $0.00 | $0 | By Deferred Comp Plan | 08/30/2010 |
| 05/28/2010 | Wilber CORP | GIW | Grant | Common Stock | 15 | $6.38 | $95.7 | | 05/28/2010 |
| 05/28/2010 | Wilber CORP | GIW | Acquisition (small) | Phantom Stock Units | 4 | $0.00 | $0 | By Deferred Comp Plan | 05/28/2010 |
| 02/26/2010 | Wilber CORP | GIW | Grant | Common Stock | 15 | $6.63 | $99.4 | | 02/26/2010 |
| 02/26/2010 | Wilber CORP | GIW | Acquisition (small) | Phantom Stock Units | 3 | $0.00 | $0 | By Deferred Comp Plan | 02/26/2010 |