Going into the game at White Hart Lane in late 2010, Maicon was touted as the world's best right-back.
A mauling by Gareth Bale in a 3-1 win for Tottenham left his reputation, on these shores at least, in tatters.
In context, it was not just the right-back who was poor that night- the whole Inter team, especially the defence were - and they were going through a difficult period under Rafa Benitez.
Since then, the defender has not hit the heights he did under Jose Mourinho, but nor have any of his teammates.
A change of scenery could be good for him, but he will have some adjusting to do to cope with the English game.
Chelsea are reported to be trying to tie up a deal for the defender, in the region of £6 million as they seek to replace Jose Bosingwa - who they allowed to leave on a free.
If Maicon does sign, when Chelsea face Tottenham next season the Brazilian will have quite a point to prove.
Perhaps it will be a motivation for him to move to the Bridge, to right a wrong, to take on Bale again and get the better of him.
As if, with Chelsea snatching Tottenham's Champions League place, and Spurs appointing Andre Villas-Boas, the fixture did not have enough spice already.
The potential transfer is a fascinating one, and we'd certainly look forward to seeing the pair do battle once more.
Watch Bale take Maicon apart below...
Would Bale enjoy the same success next time around?
image: © andybrannan