It’s all to do with the association that both managers still have with former club FC Porto.
Spurs have been linked with several high profile moves for players from the Portuguese club which could come under threat if Mourinho, the coach who won the Champions League with Porto, goes back to Chelsea.
There are two key transfer targets from Porto who have been linked with Spurs for several months; Joao Moutinho and Jackson Martinez.
Both players have generated some serious reports suggesting that Tottenham will spend big to land both of them if they manage to finish in the top four by the end of the season.
However, there are other stories suggesting that Mourinho will be given £100 million to spend in the summer transfer market if he does return to Stamford Bridge to take the top job.
He could utilise his profile and his contacts at Porto to get the edge over Spurs if he decides to go after either of Tottenham’s targets, in particular Martinez who has a record this season which will definitely interest Chelsea.
It’s fair to suggest that Mourinho has a higher profile in the game because of the success he’s achieved with various clubs, which makes him a more appealing prospect for any transfer target over AVB.
That puts Spurs at a serious disadvantage because if the club can’t get their first choices this summer, AVB may not head into the new season in the ideal shape he’d have been hoping for.
The only slight advantage that Spurs have in their favour, relates back to the initial approach Chelsea made to poach Mourinho away from Porto in the first place.
That is likely to have created a lot of bad feeling at the Portuguese club, which will make them more than willing to be difficult towards Chelsea if the Blues decide to go after their best players.
There is also the fact that Chelsea also poached AVB away from Porto to become the manager at Stamford Bridge, which is something else they can use against the West London side.
However, in a straight up shoot-out between an AVB Tottenham and a Mourinho Chelsea, the majority of players are always going to side with Mourinho because of what he can offer in terms of potential success.
He’s proven he can win domestic titles, he’s proven he can win European Cups and he could probably talk anyone into moving to his club and working alongside him.
Who do you think Martinez would choose? Who would Porto be more likely to want to deal with?