Mourinho, along with Ashley Cole and Chelsea were fined by the FA for breaking league rules over approaches to players contracted to other clubs when meeting in a London restaurant in January 2005.
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Cole, who subsequently joined the club from Arsenal, was given a £100,000 fine, the club, who were also given a suspended three point deduction, £300,000 and Mourinho himself ordered to pay £200,000. Mourinho maintains his innocence.
Giving them the finger:
During the 2005 Carling Cup final Mourinho celebrated Chelsea's late equaliser against Liverpool – a own goal from Steven Gerrard – by sauntering down the touchline in front of the massed Liverpool fans and placing his finger to his lips in a 'shush' motion. Mourinho later claimed that, despite where he had been stood, the 'shush' was actually directed at the English press.
That claim was given even less credence that it had, which was not a great deal, when he repeated the trick this year when Inter ground-out a win over Udinese, with Mourinho claiming the gesture was a private joke with one of his coaches.
In one of many spiky encounters with Barcelona, Mourinho accused Frank Rijkaard, the Barcelona coach, of making a visit to the room of Anders Frisk, the referee, at half-time during their Champions League clash at the Nou Camp in 2005. Mourinho complained to Uefa, and in the ensuing maelstrom Frisk, one of the most respected referees in the game, announced his retirement after receiving email death threats over the issue.
Volker Rioth, the head of Uefa's referee committee, branded Mourinho 'an enemy of football.'
Mourinho allegedly overcame his two match touchline ban from the above in scenes more reminiscent of Last of the Summer Wine than top level football.
During the first leg of their Champions League quarter-final with Bayern Munich at Stamford Bridge, Mourinho's fitness coach Rui Faria was seen wearing an ill-fitting woolly hat and often scratching his ear, raising suspicions that he was wearing an ear piece with his manager feeding him instructions.
Further skullduggery was alleged in the second half, when Silvinho Louro, the goalkeeping coach, was seen repeatedly going to and from the dressing room, carrying pieces of paper – his arrival coinciding with a number of substitutions in the 4-2 win.
But the best was possibly saved for last, when Mourinho was reported to have jumped in to a laundry basket so he could be sneaked out of the dressing room before the end of the game.
After Chelsea suffered a minor blip in form in October 2005, Mourinho was incensed that Arsenal manager Arsene Wenger saw fit to answer questions about Chelsea rather than just talk about his own team.
'I think he is one of these people who is a voyeur,' said the Portuguese coach.
'He likes to watch other people. There are some guys who, when they are at home, have a big telescope to see what happens in other families. He speaks, speaks, speaks about Chelsea.'
Wenger threatened legal action against the Portuguese at the time but did not follow through with it after Mourinho showed a degree of contrition over the spat.
Mourinho even sent Wenger a Christmas card, though then started up the rift against the Frenchman as Wenger did not reciprocate.
Mourinho was arrested and cautioned for obstructing police officers who were investigating claims that he had breached quarantine laws in bringing his pet dog from Portugal to London.
Mourinho received a call from his distraught wife, Tami, while at Chelsea's player of the year awards in May 2006 and dashed back to his Belgravia home. Amid a reportedly heated argument Mourinhio – who insists the Yorkshire Terrier had had all 'necessary inoculations' and was from a reputable breeder – was believed to have bundled the dog out of the house and for that reason he was taken to custody.
The pooch in question, Gullit – named after Ruud Gullit – was later found safe and well and after co-operating with the police investigation Mourinho spoke of his distress at his next press conference. 'Nothing hurts me, nothing,' he said. 'Since what happened yesterday to my family, nothing hurts me, especially in football, nothing hurts me.'
Mourinho's introduction to life in Italy has been tougher than many had imagined despite his impeccable Milanese Italian at his first press conference.
A stand up, on-air argument with respected Sky Italia presenter Mario Sconcerti and a slanging match with Juventus coach Claudio Ranieri preceded his most recent brush with the authorities.
Mourinho faces severe disciplinary action after he railed against criticism of his striker Mario Balotelli, who earned a very soft penalty for Inter against Roma, by effectively accusing Juventus of being helped by referees and questioned, too, the honesty of Milan and Roma themselves.