[2] In 2011, he signed with Top Rank, and was trained and managed by Freddie Roach at Wild Card Boxing in Los Angeles, California.
[3][better source needed] After a successful 15-year career, Omotoso, who had suffered two past concussions, and who wanted to ensure his ability to continue supporting his wife and two sons, retired from fighting, and became a trainer at Wild Card.
Six days a week, the "street boys" preyed on shopkeepers, passers-by, and weaker gangs.
[7] In 2022, AB Ayad, a creative-staff member of the H3 Podcast with no boxing (or other competitive athletic) experience, to prepare for his fight in the Creator Clash event organized by YouTuber iDubbbz, asked for the toughest coach at Wild Card, and was paired up with Omotoso.
Although AB lost to his stalwart opponent in the fifth and final round via TKO, the Omotoso–Ayad training relationship was considered a success by both parties.