The Designer of the Year Award recognizes a single designer showing creativity and ability to design across platforms.
| Year | Winner | Organization |
|---|---|---|
| 2022 | Gabriella Ferraro O’Brien | The Catholic Review |
| 2021 | Tracie Rawson | The Baltimore Sun |
| 2020 | Sara Travlos | The Catholic Review |
| 2019 | Tracie Rawson | The Baltimore Sun |
| 2018 | Catie Peterson | Baltimore Business Journal |
| 2017 | Chad Trovinger | Herald-Mail |