Daniel Levy. A man lauded by opposition fans for his cunning negotiation tactics, yet often loathed by his own fanbase over a perceived lack of ambition.
Also a man under increasing pressure to invest heavily in his playing squad this summer, or risk losing both his star manager, Antonio Conte, and star striker, Harry Kane.
It is without question that Tottenham’s trip to Norwich on Sunday will make or break their fight for Champions League football against arch rivals Arsenal.
However, it could well have even greater repercussions for the white and blue side of North London, with the longest-serving and perhaps most divisive chairman in Premier League history at yet another crossroads.
With this in mind, I figured it’s a good time to catch up with some supporters of the club and reflect on what’s gone right and equally, what’s gone very wrong, during Levy’s 21 years in the capital.