| Date | Name | Symbol | Type | Security | Shares | Price | Value | Ownership | Reported |
| 03/03/2023 | CUMULUS MEDIA INC | CMLS | Grant | Class A Common Stock, par value $0.0000001 per share | 37.5k | $0.00 | $0 | | 03/03/2023 |
| 02/22/2023 | CUMULUS MEDIA INC | CMLS | Payment of Exercise | Class A Common Stock, par value $0.0000001 per share | 2.6k | $0.00 | $0 | | 02/22/2023 |
| 02/22/2023 | CUMULUS MEDIA INC | CMLS | Grant | Class A Common Stock, par value $0.0000001 per share | 8.6k | $0.00 | $0 | | 02/22/2023 |
| 05/02/2022 | CUMULUS MEDIA INC | CMLS | Sale | Class A Common Stock, par value $0.0000001 per share | 2.5k | $13.71 | $34.3k | | 05/02/2022 |
| 02/17/2022 | CUMULUS MEDIA INC | CMLS | Payment of Exercise | Class A Common Stock, par value $0.0000001 per share | 1.4k | $0.00 | $0 | | 02/17/2022 |
| 02/17/2022 | CUMULUS MEDIA INC | CMLS | Grant | Class A Common Stock, par value $0.0000001 per share | 5.1k | $0.00 | $0 | | 02/17/2022 |
| 02/03/2022 | CUMULUS MEDIA INC | CMLS | Grant | Class A Common Stock, par value $0.0000001 per share | 18.7k | $0.00 | $0 | | 02/03/2022 |
| 02/05/2021 | CUMULUS MEDIA INC | CMLS | Grant | Class A Common Stock, par value $0.0000001 per share | 23.8k | $0.00 | $0 | | 02/05/2021 |
| 02/21/2020 | CUMULUS MEDIA INC | CMLS | Grant | Class A Common Stock, par value $0.0000001 per share | 5.5k | $0.00 | $0 | | 02/21/2020 |
| 02/21/2020 | CUMULUS MEDIA INC | CMLS | Payment of Exercise | Class A Common Stock, par value $0.0000001 per share | 1.8k | $14.24 | $25.4k | | 02/21/2020 |
| 03/15/2019 | CUMULUS MEDIA INC | CMLS | Grant | Class A Common Stock, par value $0.0000001 per share | 2.8k | $0.00 | $0 | | 03/15/2019 |
| 02/01/2019 | CUMULUS MEDIA INC | CMLS | Grant | Class A Common Stock, par value $0.0000001 per share | 6.7k | $0.00 | $0 | | 02/01/2019 |
| 06/05/2018 | CUMULUS MEDIA INC | CMLS | Grant | Stock Options (right to buy) | 26.6k | $25.70 | $682.8k | | 06/05/2018 |
| 06/05/2018 | CUMULUS MEDIA INC | CMLS | Grant | Class A Common Stock, par value $0.0000001 per share | 13.3k | $0.00 | $0 | | 06/05/2018 |
| 02/24/2014 | CUMULUS MEDIA INC | CMLS | Payment of Exercise | Class A Common Stock, $.01 par value | 2.1k | $6.62 | $13.8k | | 02/24/2014 |
| 05/23/2011 | CUMULUS MEDIA INC | CMLS | Payment of Exercise | Class A Common Stock, $.01 par value | 1.2k | $4.09 | $5k | | 05/23/2011 |