Oliver was third in his class in high school. He was a four-year member of the Milan High School team, serving as a captain during his senior year. He was the Division 3 State record holder for the 50-yard freestyle and also played soccer in high school. Oliver’s brother, Dylan Shearer, was a four-year swimmer at Kalamazoo College
Oliver started his freshman season strong at the Miami Invite, posting best times in his main events. He placed 3rd in the 50 free with a time of 20.62 and achieved personal bests in the 100 free(46.34) and 100 fly(52.75). At NCAAs, Smith was part of the relay teams, but also swam the 50 free in a time of 20.37, coming in 12th.