| Effective | Carrier | New Business Deadline | | | Note(s) |
| 01/01/2020 | CareFirst (Medicare Supplement) | 12/31/2019 | | | |
| 01/01/2020 | CareFirst Off-Exchange (Individual) | 12/15/2019 | | | 1 |
| 01/01/2020 | CareFirst On-Exchange (Individual) | 12/15/2019 | | | 1 |
| 02/01/2020 | CareFirst (Medicare Supplement) | 01/31/2020 | | | |
| 02/01/2020 | CareFirst Off-Exchange (Individual) | 01/20/2020 | | | 1 |
| 02/01/2020 | CareFirst On-Exchange (Individual) | 01/15/2020 | | | 1 |
| 03/01/2020 | CareFirst (Medicare Supplement) | 02/28/2020 | | | |
| 03/01/2020 | CareFirst Off-Exchange (Individual) | 02/20/2020 | | | 1 |
| 03/01/2020 | CareFirst On-Exchange (Individual) | 02/15/2020 | | | 1 |
| 04/01/2020 | CareFirst (Medicare Supplement) | 03/31/2020 | | | |