Those nominated are here along with updates on where they are now.
The PT put forward Ken Charlery as one surprisingly good arrival.
He was a gangly, clumsy and pretty hopeless right winger when he pitched up at London Road as one of six transfer deadline signings made by legendary manager Chris Turner in March, 1991.
Posh paid Maidstone a paltry £5k for his services, but once moved to a centre-forward role he quickly turned into a club legend scoring 26 goals in his first full season including two in a Third Division play-off final at Wembley which secured his club a place in the second tier of English football for the first time.
The PT pick for most disappointing signing was Mick Lambert, a top-class winger in the top-flight with Ipswich Town who bombed at London Road after arriving in 1979. He only played 18 times in two years, scoring twice.
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He was a gangly, clumsy and pretty hopeless right winger when he pitched up at London Road as one of six transfer deadline signings made by legendary manager Chris Turner in March, 1991.