| 2014 | Tampa Bay Buccaneers | NFL | Owner | 2 | 14 | 0 | .125 | 0 | 0 | | |
| 2015 | Tampa Bay Buccaneers | NFL | Co-Chairman | 6 | 10 | 0 | .375 | 0 | 0 | | Joel Glazer & Edward Glazer also listed |
| 2016 | Tampa Bay Buccaneers | NFL | Co-Chairman | 9 | 7 | 0 | .563 | 0 | 0 | | Joel Glazer & Edward Glazer also listed |
| 2017 | Tampa Bay Buccaneers | NFL | Co-Chairman | 5 | 11 | 0 | .313 | 0 | 0 | | Joel Glazer & Edward Glazer also listed |
| 2018 | Tampa Bay Buccaneers | NFL | Co-Chairman | 5 | 11 | 0 | .313 | | | | Joel Glazer & Edward Glazer also listed |
| 2019 | Tampa Bay Buccaneers | NFL | Co-Chairman | 7 | 9 | 0 | .438 | 0 | 0 | | Joel Glazer & Edward Glazer also listed |
| 2020 | Tampa Bay Buccaneers | NFL | Co-Chairman | 11 | 5 | 0 | .688 | 4 | 0 | Won SB | Joel Glazer & Edward Glazer also listed |
| 2021 | Tampa Bay Buccaneers | NFL | Co-Chairman | 13 | 4 | 0 | .765 | 1 | 1 | Lost Div | Joel Glazer & Edward Glazer also listed |
| 2022 | Tampa Bay Buccaneers | NFL | Co-Chairman | 8 | 9 | 0 | .471 | 0 | 1 | Lost WC | Joel Glazer & Edward Glazer also listed |
| 2023 | Tampa Bay Buccaneers | NFL | Co-Chairman | 9 | 8 | 0 | .529 | 1 | 1 | Lost Div | Joel Glazer & Edward Glazer also listed |
| 2024 | Tampa Bay Buccaneers | NFL | Co-Chairman | 10 | 7 | 0 | .588 | 0 | 1 | Lost WC | Joel Glazer & Edward Glazer also listed |
| 2025 | Tampa Bay Buccaneers | NFL | Co-Chairman | 8 | 9 | 0 | .471 | | | | Joel Glazer & Edward Glazer also listed |
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