From Heerenveen to Middlesbrough for £12 million (2008)
Tim Vickery's biggest regret was predicting that Rafael Scheidt would be a great signing for Celtic.
My equivalent is predicting that Afonso Alves would be world class for Boro.
Nowadays, I can't watch Heerenveen games without feeling sick.
What gave me tunnel vision on Alves was his seven goals against Heracles Almelo (who are still in the Eredivisie).
I had never seen such an efficient forward like him. He was deadly accurate, his positional awareness was elite and he was ruthless in front of goals.
He would have scored 40-50 goals if he was playing for Ajax, who at the time had Wesley Sneijder, Ryan Babel and Gabri.
I was so sold on Alves that I had him in my fantasy team for months even though it took him eight games to score a goal.
What I failed to see at Heerenveen was the selfless play of his strike partner Lars Nilsson.
Alves was also heavily reliant on Danijel Pranjić and Thomas Prager to pass instead of shoot.
At Boro, Alves had toothless wingers in Stewart Downing and Jérémie Aliadière.
A useless Didier Digard, an unfit Julio Arca and just a mediocre team in general.
It wasn't as if I was seeing things, because Alves' hat trick against Manchester City and a brace against Manchester United proved he could have been a world beater.