Oluwatimi attended DeMatha Catholic High School in Hyattsville, Maryland, before enrolling at the United States Air Force Academy in 2017.

[1] He was a member of the Air Force Falcons football team, but did not appear in any games with them.

[1] In 2021, he was one of the three finalists for the Rimington Trophy, an award presented annually to the best center in the country.

[11] Oluwatimi played two of three preseason matches that year, being held out of the second due to injury.

[12] Oluwatimi began the regular season as the Seahawks' backup center after losing the job to free-agent signing Evan Brown.