Daniel Levy would have his work cut out hiring Carlo Ancelotti as Tottenham boss but it would be well worth the effort.
It may seem a bit far fetched on the part of the Tottenham legend but if chairman Daniel Levy could pull it off, it has the potential to be one of the best ever decisions and actions he takes during his time at the club.
Ancelotti is an extremely experienced manager and success has followed him wherever he’s been.
Regardless of the calibre or profile of a side, he has the ability to get the very best out of a group of players, finding a good balance, using sensible tactics and showing off his positive man management skills.
He’s a manager who also knows English football well having won the double during his time at Chelsea before he was bizarrely given the sack, subsequently moving on to guide PSG to a league title in France.
Whether Ancelotti would be a manager that Tottenham fans accept is impossible to predict until the move actually happened.
His Chelsea instantly creates friction but it’s the same friction that existed when Tim Sherwood took over as head coach, due to his Arsenal roots and something which can be overcome through hard work and success.
The big question Spurs fans will ask is why Ancelotti would turn down a potential approach from Manchester United to move to Tottenham this summer?
United have slipped way off the pace domestically and with no European football next season, Spurs are arguably a better proposition for a coach who could be talked into taking on a new challenge.
There’s a clear dialogue between Tottenham and Real Madrid, which has existed from the Gareth Bale deal and one that Levy could take advantage of if Real miss out on the La Liga title to Atletico Madrid and if Los Blancos are also knocked out of the Champions League.
Real have never been afraid to axe managers after a single unsuccessful season and considering the investment and backing Ancelotti was given last summer, no silverware could pave the way for Levy and Spurs to complete a real coup and put a decent contract offer in front of him.