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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9. COLIN DANIEL
A left-back who some fancied would be a great signing, but he was far from that. He has now joined Worksop Town of the Northern Premier League East Division. 'A free transfer and that was too expensive.' @PUFCChris Photo: Joe Dent
10. MICK LAMBERT
See first page. After retiring he drove the courtesy bus for a car dealership in Ipswich. Photo: Evening Standard
11. JACK MARRIOTT
Striker who doubled his career Football League goals tally in one season at Posh while also earning the club a tenfold profit. Now at Fleetwood Town in League One. 'I Was far more excited for Ricky Miller, but Jack was brilliant for us first time around.' @jwm6 Photo: Joe Dent
12. GEORGE COOPER
Highly-rated midfielder from Crewe scored on his debut, but struggled thereafter. He is now a 26 year-old semi-professional footballer in Australia with Preston Lions in Melbourne. 'He seemed to be highly rated for years and thought he'd be our next gem we would turn for profit. His career has nosedived since.' @jwm6 Photo: Joe Dent