Oliver Powers is originally from Newtown, CT and attended Salisbury School, an all-boys private college-preparatory boarding school, in Connecticut. Previously attending Radford University during his first two years of college, Powers had to sit out for the 2014-2015 season due to NCAA transfer regulations. He participated in 21 games during his two seasons with the Highlanders at Radford University. Powers made 16appearances, going 1-0 with a 3.55 ERA. In his freshman year, he forced 7 strikeouts in 12.2 innings. He also earned the title twice for First Team All-Western New England Prep Baseball League.