Here is a list of the Portsmouth Trojans 20 win seasons and how each of those seasons ended:

1988: 27-1……….D2 State Champions
2012: 24-3……….D3 State Runnerup
1990: 24-3……….D2 State Runnerup
1991: 22-3……….D2 Regional Runnerup
1987: 22-3……….Class AA Regional Semifinalist
1961: 22-3……….Class AA State Champions
1979: 21-1……….Class AA District Runnerup
1919: 21-1……….No OHSAA tournament at the time
1989: 21-4……….D2 Regional Semifinalist
2011: 21-5……….D3 State Semifinalist
1980: 21-6……….Class State Runnerup
1931: 20-2……….Class AA State Champions
1955: 20-4……….Class AA Regional Runnerup
1984: 20-4……….Class AA District Runnerup
1983: 20-4……….Class AA Regional Semifinalist
1982: 20-4……….Class AA Regional Semifinalist
1981: 20-4……….Class AA District Runnerup
1934: 20-5……….Class AA State Runnerup
2015: 20-7……….D3 Regional Runnerup