So the Special One has become the Sacked One as he leaves Chelsea for a second time having made them champions again only seven months ago.
The 52 year old has reportedly long coveted the Old Trafford hotseat and his dismissal by the Stamford Bridge side could finally align the stars for an eventual switch, especially with Reds boss Louis van Gaal under increasing pressure.
Mourinho was considered one of the favourites to take over from Sir Alex after the Scot's retirement in 2013.
He allegedly broke down in tears upon being overlooked, but despite the serial winner's brashness and public courting of controversy, he surely cannot be ignored this time around.
In ten seasons of club management, Mourinho has led his varying sides to eight league titles in four different countries, he has won the UEFA Cup and Champions League with Porto befoe picking up the latter for a second time at Inter Milan.
A serial winner, he would not be fazed by the United job and has the personality, strength of character, nous and tactical knowledge of the English game to succeed at Old Trafford.
There are drawbacks, however.
United fans are currently unhappy with Louis van Gaal's negative and dull football, something Mourinho himself has been accused of in the past, having "parked the bus" to grind out results.
Although he would almost certainly bring success to the club, it remains doubtful whether his style of management and his frequent outspoken manner would be accepted by the United board and fans.
There's also a definite pattern emerging with Mourinho and his management - that of the now infamous "third season syndrome"- never at any of his previous clubs has he stayed at the helm into a fourth term amid doubts about his ability of building a legacy.
Two seasons of success and silverware but then struggle, strife and, in this case, the sack in season number three.
The United hierarchy prefer secure stability in their managers and Mourinho's status as a successful but short term fix could be a potential turn off.
But what about a three year stint then Ryan Giggs in the long term?
It's hard to ignore his arrogance and egocentric persona, but it's Mourinho's record of success, big game psychology and tactical shrewdness that surely makes him a risk worth taking for the club.
(Jose Mourinho is 5/1 on to succeed LVG at Old Trafford)