Dewey Defeats Truman was formed in the late 1990s by members of Red Dye No. 5 and Luper. Their debut B-Sides, Rarities and Out-Takes (Silver Girl Records) was followed by the Road to Nowhere Maps EP (2002).
They opened for bands like Jesus Lizard, Archers of Loaf, and Kelley Deal, and appeared at festivals such as NXNW in Portland, SXSW in Austin, and CMJ Music Festival in New York City. Around 2003, they became inactive.
The group reunited in late 2018 for a December 6 performance at the Casbah.