Presumably loans didn't count. I don't know this for sure but as Simon Walton has missed out it seems likely.
Ash Elliot Koren Those for me were the best in terms of impact and contribution to development of the team, as for our most skillful signing - not Geo, that's JJ by a mile.
Whilst for me there's no argument about the winner there seems to be a lack of recent / current players on the list: Elmo? Meyler? McShane? M Dawson? Jakupovic?
Stuey Elliot was really one of a kind, shame he never really got a chance above Championship level, it was a bit too late in his career, his asthma and god problems were too much for him by then. Lower leagues he was tremendous but I'd rate several players above him in terms of ones who got us into the Premier League, he is definitely a legend regardless
Easily Ashbee. The only man in English football history to have captained AND scored for the same team in all 4 divisions. Legend