Omotola started his career at Tranmere Rovers and was first called up to a matchday squad for their League Two game at Prenton Park against Bury on 2 May 2015, their final match of a 94-year tenure in The Football League. He replaced Rory Donnelly for the final 14 minutes of the 0–1 defeat. Following that season he spent some time on loan at Burscough and signed his first one-year professional contract on 3 June 2016. Omotola spent the entire 2016–17 season on loan at Witton Albion. He scored 16 goals in all competitions helping Albion to win promotion to the Northern Premier League Premier Division through play-offs. At the end of the season Omotola was not offered new contract and was released by Tranmere Rovers.
Following his release from Tranmere Rovers, Omotola was snapped up by Northern Premier League Premier Division side Altrincham on 9 June 2017. Tolani went out on loan twice during his time at Altrincham, the first was to Ramsbottom United, but back with the club in September, 2017. Omotola's second loan was with Loughborough Dynamo at the start of November, 2017, the move turned out to be convenient, as Tolani was a student at Loughborough University.
On 10 July 2018, it was confirmed that Tolani had signed for Southern League Premier Division Central side Coalville Town, following his release from Altrincham.
It was confirmed on 30 January 2019, that Tolani Omotola had been re-signed by Southern League Premier Division Central side Coalville Town, returning to the club for his second spell of the season.
Barwell
Omotola joined Southern League Premier Division Central side Barwell for the 2019–20 season, initially on non-contract terms. He made his debut on 13 August 2019 in a 2–2 draw away at Alvechurch. On 31 August 2019, Tolani scored his first goal for the club, scoring a 90th-minute goal in a 3–1 victory over Kings Langley. In the very next Southern League Premier Division Central match on 14 September 2019, Tolani added another two goals to his tally for the season, helping his club to a 3–2 away victory at Needham Market. Following on from an impressive goal scoring run, Omotola was rewarded with a permanent contract on the 27 September 2019. On 3 December 2019, Omotola scored his first hat trick for Barwell, helping his side to a 5–1 away victory at Stratford Town.
Career statistics
Club
Honours
Club
Witton Albion
Northern Premier League Division One South play-offs: 2016–17