Should the Blues snap up their former hotshot, rather than see him feature for a potential Champions League rival?
Having left Galatasaray on a free transfer at the end of the season just gone, Didier Drogba is once again likely to find himself one of the most in demand players in Europe.
The 36-year-old Chelsea icon has managed to keep up a decent level of goalscoring in Turkey, netting 14 goals in his 36 games this year.
It's been enough proof for several of the top Champions League teams to consider taking him on board despite his age.
Drogba netted 157 goals in 341 games over eight years at Stamford Bridge, and such was his relationship with Mourinho in the pair's earlier stint in West London, that the Portuguese said this in while at Real Madrid: "He [Drogba] was a great player, a great friend and somebody who will be part of my life forever.
"He would say the exact same about me. We created the kind of emotional links that are more than football."
But while Mourinho plays with the idea of re-signing the Ivory Coast captain, former Manchester City manager Roberto Mancini has already spoken out on Juventus' apparent interest.
The Italian is reported as telling Tuttosport: "If Juventus were to take Drogba, it would be a great signing.
"He'd be an important reinforcement, very useful, particularly in order to have an assault on the Champions League. Drogba can give you a lot from this point of view.
"I've trained Drogba this season and it was a pleasure to do so. He's a great champion. I can tell you that I was amazed by Drogba - he's a great person.
"If anyone thinks he is not as motivated as before due to his age, they're wrong. After all these months I can confirm that he's decent, driven and humble."
Sounds very much like a player that could still bring something to any Chelsea trophy challenge.