Which player is the clubs best transfer of the last 20 years?

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Real would ask minimum 25 mil for VdV if it was today. And So'ton wouldn't let Bale go for less than 20 or even 30 mil plus ridiculous incentives.
For one thing So’ton wouldn’t sell period because of Premier League TV money they wouldn’t have to.

But they were Champo then, if the next Bale popped up at Hull or something he’d cost 50M without breaking a sweat.

He was twice the prospect Sessegnon was at a similar stage of development, and it took Sess flopping horribly in the PL to nab him for 25M
 
For price relative to the price inflation level of the time, Christian Eriksen for 11 million in 2013 was pretty unbelievable and tough to beat.

Jan Vertonghen for 9.5 also springs to mind.

Though we aren’t in position to go on either summer’s big spree if not for Modric and Bale of course, so it’s all a bit of a chain.

Wow I forgot Jan was only 9.5 , that is definitely up there!
 
Bale by a mile. Joined the club for chicken feed, went on to absolutely tear the league a new one and give us some incredible champions league moments as well. Then earned us a record fee, albeit we pissed most of it up the wall .. but hey, it got us Eriksen.
No beating the value with Bale, but in some sense I’ve always felt that we (‘Arry most of all) built the player he became.
 
Gotta be between Bale & Modric.

Runners-up you'd have Hugo, Eriksen, Super Jan, Sonny...

The old strike force of Robbie Keane, Berbatov, Defoe did great for us too, as did Van der Vaart

That's how my list would look.

Hugo would could be Bale & Modric tier.
 
I’d put Bale closely behind Modric and Hugo for the simple reasoning that in his position there is an abundance of talent and for example Sonny shortly followed Bale. However I do believe that a world class centre mid and keeper are much harder to come by compared to a world class winger.
 
Wikipedia is telling me Hugo was 12+4 in variables and that’s my recollection too.

That was an old school vans-in-the-dark deadline day swoop.

Then Clint Demspey out of nowhere the same day after his move to Liverpool fell through.
 
VdV was definitely the biggest discount we ever got relative to a player’s obvious value at the time.

Madrid were just sick of him and wanted rid and the money meant nothing so they pawned him off for 8 mil on deadline day because who cares?

This was the football culture Levy dominated. A bygone era. An era when a domestic talent like Bale cost 5M plus 5M in incentives because he was just 17. Imagine what Southampton would ask for a guy like that now.

There was just free money lying around if you were clever enough to grab it.
Spot on, pal.

Real would ask minimum 25 mil for VdV if it was today. And So'ton wouldn't let Bale go for less than 20 or even 30 mil plus ridiculous incentives.

I'd be curious to know how much Boro may want for that Djed Spence. I bet it's like 15 mil minimum plus 5 mil in easy bonuses plus like 20% of resale benefits
 
Modric was a club record fee at the time.

This whole thread is a lesson that the best transfers are not the biggest discounts, or the cleverest financial deals, or even the quickest profits (no one’s ever beating Kevin Wimmer on that one), but the best and most impactful players in a Spurs shirt.

We paid too much for Lloris and Sonny. Means nothing when you get it right.
 
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