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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21. JONSON CLARKE-HARRIS
He cost a million quid, but did he exceed expectation by becoming a double Golden Boot winner, a promotion-winner and a top 10 goalscorer in Posh history? Still at London Road, although now transfer-listed. 'Never expected him to be 2x golden boot winner when coming back to us after his previous clubs' @Ryan19Stephens. Photo: Joe Dent
22. MO EISA
Cost a club record fee, but couldn't sustain a fast start at the club. Now at League Two side MK Dons. Nominated by @ffsposh Photo: David Rogers
23. LEE TOMLIN
A Gary Johnson signing from Rushden & Diamonds who became a club great. Now player-coach at Ilkeston Town of the Southern League. Nominated by @ffsposh. Photo: Alan Storer
24. MICHAEL DOUGHTY
A midfielder who came with a decent reputation, but left without it. He retired from professional football aged 28 and set up Hylo Athletics, a sportswear company focusing on renewable products. ' I thought we had picked up an absolute gem of a player who would captain us for years. Turns out he was truly dreadful.' @theposhfan Photo: Joe Dent