Daniel Levy has come under fire in recent weeks for his role in the rise and then sudden demise of the European Super League, but his presence has divided opinion among the Tottenham faithful long before any proposed Premier League breakaway.
The Spurs chairman has been accused by some members of the Tottenham fanbase of not spending enough to take the club to the next level.
Levy recently swung his axe on Jose Mourinho, relieving the Portuguese manager of his Tottenham duties just a week before the club were preparing to take on Manchester City in the Carabao Cup final, which provided a chance for the club to end their 13-year wait for silverware - a drought which is set to continue after City ran out 1-0 winners.
Former Spurs player Ryan Mason is currently in charge of the side on an interim basis, making him the youngest manager in Premier League history at the tender age of just 29.
Another man who was young at the time of his appointment, former Spurs boss Andre Villas-Boas, has now opened up on what it is like to work with Levy, having spent almost 18 months at White Hart Lane between 2012 and 2013.
Speaking to the Keys & Gray podcast, Villas-Boas explained: "Tottenham in the first year was very good.
"It was not easy with Daniel. I’m not the simplest of guys to work with but we had our ups and downs.
"We had a lot of fun in that first season and we reached the end of that season and I was expecting to renew with Tottenham after having refused to go to Paris Saint-Germain.
"But what I think is that Daniel was willing to sell me to Paris Saint-Germain because my clause was £50million rather than renewing me. So we started the second year in bad animosity.
"Either way, we were very, very close to the top, we had more points when I reached an agreement to leave Tottenham than we had the season when we beat the record of points.
"But the environment was not there anymore, the connection with me and Daniel and Franco Baldini, so it was also time to go."
When asked why it is the case that he is not the only manager to fall out of favour with Levy, Villas-Boas revealed: "It all has to do with this extravagant leadership to take control of the clubs.
"And we saw in the Super League, with the failure of the Super League, the impact of these extravagant ideas.
"Basically, it’s people who are business people who want to set up their business without any respect for what is around, which is emotions and love. As surprising as the foundation of the Super League is, it’s much more astonishing the fact they have quit so soon.
"They even hadn’t the balls to hold up the challenge to it, so this was a surprise. But it is what it is, extravagant leadership at clubs that keeps on happening."
