The 1929 Portsmouth Trojans made it to the Final 4 for the second time in school history since the OHSAA started a state wide tournament in 1923. It was Portsmouth's 4th state appearance overall. PHS posted a very good mark of 18-5, which at that time was topped in wins by the 1919 team which went 21-1. The Trojans swept Ironton, Chillicothe, New Boston, and Ashland KY, while Athens, Dayton Steele, Georgetown KY, Manchester, and Lima Central all fell to the Men Of Troy. The regular season losses were to Zanesville, Columbus South, Columbus East, and Huntington WV.
In the tournament, Portsmouth defeated Greenfield, Ironton, and Chillicothe to win the district and advance to the Sweet 16, which at that time was the state tournament. In the first round, the Trojans beat a favored Canton McKinley squad 33-21, but Dover ended Portsmouth's season in the semifinals by a score of 26-14. Dover finished state runnerup to Dayton Stivers.
Charles Vandervoort and Murray Smith made second team All-Ohio, while Tod Cropper and John Fugitt made first team All-SE district. Paul Thompson made second team All-SE.