In 1903, Bliss, as a pitcher, played in 1 game and got the win, going 7 innings with one run allowed.

After impressing other teams, the Utica Pent-Ups signed Bliss for the 1901 season.

[1] After his appearances for the Highlanders, Bliss ended up with the Baltimore Orioles of the Eastern League in 1904.

Late in the 1905 season, the Chicago White Sox purchased Bliss' contract.

For the 1906–1908 seasons, Bliss served as the manager for the Grand Rapids Wolverines of the Central League.