Why? Well, because pre-season has been a bit of a nightmare for the Manchester United boss so far.
Mourinho has been on a damage-limitation exercise for several days, claiming after a heavy 4-1 defeat by Liverpool in MI that they are merely trying to prevent "ugly results" because of how weak the teams he can put out have become.
And despite the World Cup and injuries dampening United's preparations, the Portuguese says his side will be largely unchanged.
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Antonio Valencia and Nemanja Matic have already returned home while new signing Diogo Dalot is yet to train with the main group as he recovers from a knee problem. Normally you don't get what you want which basically happened throughout my career.
Mourinho has to be careful.
Mourinho has gone public with his frustration during pre-season with a long list of complaints ranging from some of his squad returning late from the World Cup to a lack of transfer activity at Old Trafford.
'I think that when Manchester United, the most powerful club in the world, do not find an agreement after eight months of negotiations then they do not really want to keep such an important player in their squad. In 2014, Manchester United and Real Madrid attracted over 109,000 fans to their preseason match at "The Big House".
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In June 2017, she released a new song called " Sober ", on which she revealed she had relapsed after six years of sobriety. The pop star has been battling substance abuse for years and was very open about it.
So when he suggested United are "in trouble" ahead of the Premier League season that kicks off in less than two weeks, few were in any doubt that he was using his profile to put pressure on Woodward to give him the players he wants. Neither is likely to start against Real, with another friendly to come next week back in Europe against Bayern Munich.
"I agree that when the season starts the transfer window closes", Mourinho said. "I don't know how long he needs to stay out, but at the moment he is the captain, he's first choice". "So, of course, our team is not going to be very different".
For all of the concerns about Mourinho's state of mind, there are also signs of a siege mentality building, the sort of environment in which he has thrived in the past.
The ferocity of his comments about the tour and Woodward may bring him into direct conflict with the club's hierarchy, however, with bookmakers on Monday installing the 55-year-old as favourite to be the first Premier League manager sacked this season.
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They argue that the U.S. government failed to get approval for the settlement from the Defense Department or Congress, and thus broke a federal rule.
Indeed, unless United's transfer purse is opened up between now and the August 9th deadline, Mourinho will have to conclude that he is no longer the special one at Old Trafford.