Harry "don't call me a wheeler dealer, I'm a ****ing football manager" Redknapp was a deadline day icon, and famous for giving reporters some tasty tidbits from the driver's seat of his Range Rover.
But Redknapp's insight via his was that he didn't even enjoy deadline day, and that Rafael van der Vaart was one his favourite deadline day signings.
It was only a surprise that it wasn't Sandro or Peter Crouch, for old time's sake.
So, with transfer deadline day nearly upon us, The World Game has taken a look at the dodgy deals, and the Van der Vaarts.
Dodgy deals
Fernando Torres to Chelsea ($111 million); Andy Carroll to Liverpool ($77 million)
This was arguably the deadline day to end all deadline days.
The final 24 hours of the January window in 2011 saw Liverpool legend Torres burn some bridges and move to Chelsea for a monster fee, which was hastily reinvested/wasted on Carroll - a large chunk of it anyway.
Torres, who scored 65 league goals for Liverpool in 102 games, went on to score only 20 in 110 for Chelsea, before he returned to his boyhood club, Atletico Madrid, via a failed loan spell at AC Milan.
He looks settled back in Madrid, and according to this commentator, has "confidence absolutely coming out his earholes".
Carroll meanwhile, scored only six league goals in two seasons. He is now at West Ham United where he has scored 14 times in three injury-laden seasons.
Robinho to Manchester City ($71 million)
Robinho was so close to signing for Chelsea, the Blues' club shop had printed shirts and was selling them online.
And then at a press conference to announce his arrival at City in September 2008, he said, "on the last day, Chelsea made a great proposal and I accepted." He hastily corrected himself in time for his debut, against Chelsea, of all teams.
One and a half seasons at City didn't justify the pricetag, and only the mourned his transfer.
Although Margaret Thatcher did say: "A man who, beyond the age of 26, finds himself on a bus, can count himself as a failure."
Peter Odemwingie to Cardiff City ($5 million)
Odemwingie is arguably as infamous on deadline day as Redknapp, after his on-again, off-again move to Queens Park Rangers, from West Bromwich Albion, in January 2013.
The Nigerian forward rocked up to Loftus Road, only to be refused entry as the move hadn't been sanctioned by Albion.
This unfolded in front of the world's media, and when the move didn't go through at all, he kicked up a stink as he sat on the bench for most of the remaining season.
When the next deadline day came around in September of that year, Odemwingie knew the drill, and he didn't show up to the training ground until the deal was done.
Only one league goal saw him move in January, to Stoke City, in a move completed with days to spare in that particular window.
The Van der Vaarts
Rafael van der Vaart to Tottenham Hotspur ($17 million)
You can't have the Van der Vaarts without the man himself. The Netherlands midfielder was all set to go to Bayern Munich for a $39 million fee, but it fell through.
And who better to take advantage of the situation, with only two hours to go before the window slammed shut, than Redknapp.
The wheeler dealer (don't call him that though) swooped with an offer of only $17 million and despite fax machine issues at White Hart Lane, the deal was done.
After 24 goals in 63 games for The Lilywhites, it's no wonder he's Redknapp's favourite deal.
Luis Suarez to Liverpool ($49 million)
Suarez is a walking controversy corner and unsavoury incidents certainly were not confined to his time at Liverpool.
But what is without doubt is his goal scoring record, and 69 goals in 110 leagues games after his move from Ajax, so nearly fired the Reds to the Premier League.
His sale to Barcelona generated $162 million, which Liverpool spent on Mario Balotelli (loaned out), Rickie Lambert (sold), Lazar Markovic (loaned out), Alberto Moreno (benched), Dejan Lovren (starting, somehow), Adam Lallana (struggling for fitness), Emre Can (converted to a defender), and Divock Origi (yet to make a competitive appearance).
The Premier League title looks further away than ever for Liverpool but Suarez was one of the great deadline day transfers.
Ashley Cole to Chelsea, ($11 million, plus William Gallas)
A controversial move but one that paid off handsomely for Chelsea and Cole - not so much so for the Gunners.
In June 2005, Cole was fined $216,000 by the Premier League for meeting with Chelsea manager Jose Mourinho and then-chief executive Peter Kenyon.
A year later, Blues had their man.
Cole was furious, claiming Arsenal had "fed him to the sharks" over the tapping up affair.
Meanwhile, William Gallas had allegedly threatened to score an own goal if he wasn't allowed to move in the other direction. He did go, and didn't win a trophy for the Gunners.
Cole meanwhile won the Premier League - to go with his two at Arsenal, four FA Cups, one Football League Cup, the UEFA Champions League, and the UEFA Europa League.
He is arguably the best left-back in Premier League history.
