Pochettino led Tottenham to their first ever Champions League final during the 2018-19 campaign – which they lost 2-0 to Liverpool.
Spurs were undone by a Mohamed Salah penalty in the second minute and despite pushing for an equaliser for most of the match, the result was sealed when Divock Origi popped up with three minutes to play.
The achievement of getting a team to the Champions League final has been not to be underestimated – especially when the club was unable to buy a single soccer professional to boost squad depth during the previous two transfer windows.
To reach the final, Spurs negotiated a group of death featuring Barcelona, Inter and PSV in an extraordinary finish, with Lucas Moura’s late goal at the Camp Nou earning a draw, while the Italians somehow failed to defeat the Dutch at home, as the English side went through with a better head-to-head record.
They then swatted aside Borussia Dortmund 4-0 on aggregate in the round-of-16 before completing two amazing away goal victories in the quarter and semi-finals.
A 94th minute Raheem Sterling goal was chalked off by VAR for Manchester City, as Spurs incredibly won the quarter-final on away goals following a 4-4 scoreline after the two legs.
In the semi-final against Ajax, Lucas Moura scored a 96th-minute winner, completing his hat-trick, to send Spurs through on away goals following a 3-3 result across the two-leg tie.