Portsmouth joined the Ohio Valley Conference in the 2014-2015 season. Here is the Trojans' finish each of those years:
2015: 1st
2016: 2nd (Fairland champion)
2017: 3rd (Fairland champion)
2018: 4th (Fairland champion)
2019: 7th (Fairland champion)
2020: 5th (Fairland champion)
2021: 6th (tied) (Fairland champion)
2022: 6th (Fairland champion)
2023: 6th (South Point champion)
2024: 2nd (South Point champion)
2025: 6th (Tied with Gallia Academy) (Fairland champion)