His column, published every weekday, offers an insight into the deals which will be done and those that won't - and why.
A 5/5-rating means The Insider reckons it's a done deal; 0/5 means The Insider has his mortgage on it not happening.
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DIMITAR BERBATOVManchester United to Paris St Germain THE INSIDER says: 2/5
EMMANUEL ADEBAYORManchester City to Real MadridTHE INSIDER says: 3/5
The languid Bulgarian had a nightmare finish to the season after being left in tears by Sir Alex Ferguson's decision to leave him out of the Champions League final side.
His rolling contract situation and the form of Javier Hernandez has cast doubts over his long-term future for the past year, however he remains determined to prove he is not a failure at Manchester United.
Although coming across as moody to the outside world he is liked by team-mates at United and Ferguson needs a player like him to provide alternatives to his other forwards.
A deal with Luka Modric remains a possibility and Berbatov enjoyed his time at White Hart Lane but there is greater interest in the 30-year-old from Italy and Germany where he has spoken fondly of in the past.
Paris St Germain are also looking to bolster their squad ahead of a Champions League campaign and are willing to offer him an alternative route back into the limelight.
At the moment the odds are he will stay put.
Sportsmail revealed at the end of the season that Adebayor's representatives had held talks with Real over making his loan deal permanent.
The problem was that Real did not want to buy him at the price stipulated by the clause in the original agreement and nothing has changed.
Jose Mourinho would like Adebayor but his huge wages and a proposed ?12m transfer fee are too rich.
The player is prepared to take a drop to make the deal happen his end but Real want to offer around ?8m to City.
That's not acceptable to City at this stage as they look to recoup funds ahead of another transfer splurge this summer.
Real also still have designs on Didier Drogba as do Tottenham and AC Milan but the player wants to wait to see who Chelsea's new coach is before making any decision on his future.
At 33 he has one year left on a lucrative contract and does not need to risk a move now if it does not suit him.
LEE CATTERMOLESunderland to LiverpoolTHE INSIDER says: 3/5
BILLY JONESPreston to West BromwichTHE INSIDER says: 5/5
The tigerish Teessider should already be a Liverpool player.
Then coach Rafa Benitez was keen on the England Under 21 international while he was at Wigan having trailed him from his Middlesbrough days.
However, Benitez had been told he could only bring in one midfielder and that player was Alberto Aquilani.
Benitez had hoped Cattermole could be patient and wait six months so that a deal could be brokered either in the January or the following summer but Sunderland stepped in to offer Wigan ?6m and Cattermole fancied a return to the north east.
His spell at Sunderland has been blighted by his poor disciplinary record which has sometimes let Steve Bruce down but he has shown enough improvement in his displays to merit Liverpool's interest again.
Liverpool will offer a profit and a hefty sum for his team-mate Jordan Henderson.
Anfield fringe players may be discussed in the deal if they can be persuaded to go there.
Sportsmail revealed yesterday that Roy Hodgson is favourite to land the Preston right-back and that deal should be closed either later today or over the weekend.
Other clubs have shown interest in the athletic 24-year-old but West Bromwich are the ones to show courage in their conviction while other top-flight sides dithered.
Jones was almost sold to Sheffield United in January while Bristol City and Derby also showed interest.
He will be glad he kept his nerve and saw out his contract as he leaves on a free and will prove a useful asset to Hodgson's squad.
Jones is another graduate of the Crewe academy and had hoped to make the leap into the top flight a bit sooner in his career.
He made his debut at 16 and has been the subject of attention from Stoke City, Everton, Liverpool and Manchester City over the years.
He can play in various positions but his form has been inconsistent over recent seasons and he will be hoping a move alongside better players can bring the best out of him.
Don't miss your daily instalment of The Insider every weekday through the transfer window here at MailOnline. EXCLUSIVE: ?30m Kop swoop! Reds near deal for Jones and HendersonBerbatov wants to stay at United despite Champions League final snubReal play hardball over Adebayor after baulking at ?14m asking price