It's an incredible rise, one which Calum McFarlane himself describes as a "whirlwind".
He was not a professional player, and has never been a permanent manager before. But he worked his way diligently up through the grassroots game to the elite level - and now, again, he is Chelsea's caretaker manager following Liam Rosenior's sacking on Wednesday.
The 40-year-old will begin his second spell in temporary charge at the grandest surroundings - Wembley. McFarlane has only previously visited the ground as a spectator.
In his initial two-game spell in January, McFarlane replaced Enzo Maresca. His first senior match at the helm was a 1-1 draw at Manchester City, against Pep Guardiola, who took charge of his 1,012th match.
He takes over again at a time of pressure of Chelsea, on a run five league defeats which has pushed them out of Champions League contention.
In the background, there have been fan protests - the continuing tension highlighted by one of McFarlane's former grassroots clubs receiving abuse on social media since he was put in caretaker charge.
Having been promoted from Under-21s manager to first-team coach under Rosenior, McFarlane said he was "gutted" about this week's events. He could now get a six-game spell in charge if they reach the FA Cup final.
"It's a whirlwind, but what happens, happens," he said. "I know it's been tough recently but there's a lot of talent.
"Some of those players in there are some of the best players in the world for their position. There's still a belief within us. We can turn this around and get our season back on track."
So how did McFarlane get here? This is his story.