After an almost uninterrupted rise to stardom, Dele began to feel the strain of niggling injuries during the 2018-19 season, missing 13 Premier League games.
He did, though, still manage to poke the ball through for Lucas Moura to score Tottenham's most iconic ever goal at Ajax, which booked them a place in a maiden Champions League final.
Some have suggested that his patchy appearance record after the 2018 World Cup has been the result of him playing so regularly in his teens, while more cynical onlookers have commented that it highlights his inability to follow the ultra-professional lifestyle now required to consistently produce at the top level.
It is likely more of the former than the latter.
The issue of young stars playing too much football has come to the fore recently, largely due to the incredible amount of miles that Jude Bellingham, Pedri and Gavi have racked up in their teens. Dele is rarely mentioned in these conversations, which seems unfair.
Before he turned 22, he had already made close to 250 club appearances. In the five years that have followed, he has only managed a fraction over 130.
From the start of the 2018-19 campaign, eight separate knocks sidelined Dele for Tottenham, and he also went through a traumatic event in the pandemic, being held up at knifepoint as burglars stole possessions from his home in May 2020.
Prior to this horrific crime, Dele had been one of Tottenham's most impressive performers under Jose Mourinho, registering nine goals and six assists before the pandemic brought football to a screeching halt.
He even recovered from an explosive incident during his side's 1-0 defeat to RB Leipzig in February 2020. Dele reacted angrily to being subbed in the second half, refusing to acknowledge Mourinho and hurling a water bottle on the floor. It would prove to be a prophetic moment in the pair's tumultuous relationship.