| Date | Name | Symbol | Type | Security | Shares | Price | Value | Ownership | Reported |
| 03/14/2023 | COMMUNITY BANK SYSTEM, INC. | CBU | Grant | Phantom Stock (Deferred Stock Units) | 1.2k | $0.00 | $0 | | 03/13/2023 |
| 03/13/2023 | COMMUNITY BANK SYSTEM, INC. | CBU | Sale | Common Stock | 468 | $52.87 | $24.7k | | 03/13/2023 |
| 03/13/2023 | COMMUNITY BANK SYSTEM, INC. | CBU | Exercise | Stock Option | 468 | $29.79 | $13.9k | | 03/13/2023 |
| 12/15/2022 | COMMUNITY BANK SYSTEM, INC. | CBU | Exercise | Common Stock | 590.6526 | $59.77 | $35.3k | | 12/15/2022 |
| 12/15/2022 | COMMUNITY BANK SYSTEM, INC. | CBU | Exercise | Phantom Stock (Deferred Stock Units) | 590.6526 | $0.00 | $0 | | 12/15/2022 |
| 03/15/2022 | COMMUNITY BANK SYSTEM, INC. | CBU | Grant | Phantom Stock (Deferred Stock Units) | 644 | $0.00 | $0 | | 03/15/2022 |
| 12/15/2021 | COMMUNITY BANK SYSTEM, INC. | CBU | Exercise | Phantom Stock (Deferred Stock Units) | 899.2745 | $0.00 | $0 | | 12/15/2021 |
| 12/15/2021 | COMMUNITY BANK SYSTEM, INC. | CBU | Exercise | Common Stock | 899.2745 | $73.32 | $65.9k | | 12/15/2021 |
| 03/16/2021 | COMMUNITY BANK SYSTEM, INC. | CBU | Grant | Phantom Stock (Deferred Stock Units) | 569 | $0.00 | $0 | | 03/16/2021 |
| 02/26/2021 | COMMUNITY BANK SYSTEM, INC. | CBU | Exercise | Stock Option | 4.6k | $28.78 | $131.4k | | 02/26/2021 |
| 02/26/2021 | COMMUNITY BANK SYSTEM, INC. | CBU | Sale | Common Stock | 4.6k | $72.02 | $328.9k | | 02/26/2021 |
| 12/15/2020 | COMMUNITY BANK SYSTEM, INC. | CBU | Exercise | Common Stock | 622.0556 | $65.65 | $40.8k | | 12/15/2020 |
| 12/15/2020 | COMMUNITY BANK SYSTEM, INC. | CBU | Exercise | Phantom Stock (Deferred Stock Units) | 622.0556 | $0.00 | $0 | | 12/15/2020 |
| 10/30/2020 | COMMUNITY BANK SYSTEM, INC. | CBU | Exercise | Stock Option | 2.6k | $27.36 | $72.2k | | 10/30/2020 |
| 10/30/2020 | COMMUNITY BANK SYSTEM, INC. | CBU | Sale | Common Stock | 2.6k | $57.78 | $152.5k | | 10/30/2020 |
| 10/28/2020 | COMMUNITY BANK SYSTEM, INC. | CBU | Grant | Phantom Stock (Deferred Stock Units) | 172 | $0.00 | $0 | | 10/28/2020 |
| 09/30/2020 | COMMUNITY BANK SYSTEM, INC. | CBU | Sale | Common Stock | 1.2k | $55.00 | $66.6k | | 09/30/2020 |
| 09/30/2020 | COMMUNITY BANK SYSTEM, INC. | CBU | Exercise | Stock Option | 1.2k | $27.36 | $33.1k | | 09/30/2020 |
| 03/17/2020 | COMMUNITY BANK SYSTEM, INC. | CBU | Grant | Phantom Stock (Deferred Stock Units) | 667 | $0.00 | $0 | | 03/17/2020 |
| 01/15/2020 | COMMUNITY BANK SYSTEM, INC. | CBU | Exercise | Phantom Stock (Deferred Stock Units) | 1.6k | $0.00 | $0 | | 01/15/2020 |
| 01/15/2020 | COMMUNITY BANK SYSTEM, INC. | CBU | Exercise | Phantom Stock (Deferred Compensation) | 4.9k | $0.00 | $0 | | 01/15/2020 |
| 03/20/2019 | COMMUNITY BANK SYSTEM, INC. | CBU | Grant | Phantom Stock (Deferred Stock Units) | 576 | $0.00 | $0 | | 03/20/2019 |
| 12/20/2018 | COMMUNITY BANK SYSTEM, INC. | CBU | Grant | Phantom Stock (Deferred Compensation) | 312.2192 | $55.65 | $17.4k | | 12/20/2018 |
| 09/20/2018 | COMMUNITY BANK SYSTEM, INC. | CBU | Grant | Phantom Stock (Deferred Compensation) | 273.622 | $63.50 | $17.4k | | 09/20/2018 |
| 06/28/2018 | COMMUNITY BANK SYSTEM, INC. | CBU | Grant | Phantom Stock (Deferred Compensation) | 291.7716 | $59.55 | $17.4k | | 06/27/2018 |
| 06/27/2018 | COMMUNITY BANK SYSTEM, INC. | CBU | Sale | Common Stock | 3.7k | $60.39 | $223k | | 06/27/2018 |
| 03/22/2018 | COMMUNITY BANK SYSTEM, INC. | CBU | Grant | Phantom Stock (Deferred Compensation) | 319.746 | $54.34 | $17.4k | | 03/22/2018 |
| 03/20/2018 | COMMUNITY BANK SYSTEM, INC. | CBU | Grant | Phantom Stock (Deferred Stock Units) | 611 | $0.00 | $0 | | 03/20/2018 |
| 03/20/2018 | COMMUNITY BANK SYSTEM, INC. | CBU | Exercise | Phantom Stock (Deferred Compensation) | 583.7192 | $0.00 | $0 | | 03/20/2018 |
| 03/20/2018 | COMMUNITY BANK SYSTEM, INC. | CBU | Exercise | Phantom Stock (Deferred Compensation) | 566.4235 | $0.00 | $0 | | 03/20/2018 |
| 01/15/2018 | COMMUNITY BANK SYSTEM, INC. | CBU | Exercise | Phantom Stock (Deferred Compensation) | 1.2k | $0.00 | $0 | | 01/15/2018 |
| 01/15/2018 | COMMUNITY BANK SYSTEM, INC. | CBU | Exercise | Phantom Stock (Deferred Compensation) | 1.2k | $0.00 | $0 | | 01/15/2018 |
| 12/21/2017 | COMMUNITY BANK SYSTEM, INC. | CBU | Grant | Phantom Stock (Deferred Compensation) | 276.5186 | $55.15 | $15.3k | | 12/21/2017 |
| 09/27/2017 | COMMUNITY BANK SYSTEM, INC. | CBU | Grant | Phantom Stock (Deferred Compensation) | 279.6626 | $54.53 | $15.3k | | 09/27/2017 |
| 03/22/2017 | COMMUNITY BANK SYSTEM, INC. | CBU | Grant | Phantom Stock (Deferred Compensation) | 289.5386 | $52.67 | $15.2k | | 03/22/2017 |
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