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.
Your views as told to @PTAlanSwann on Twitter….
17. TOM NICHOLS
A centre forward who scored on his debut, but struggled thereafter. Now at League Two side Gillingham. 'Dreadful player, dreadful attitude.' @pufc_mark. Photo: Joe Dent
18. DWIGHT GAYLE
Moved from non-league Dagenham & Redbridge and an instant hit at Championship level. Now 33 and struggling for goals at Championship level with Stoke City. 'Plucked from non-league and revitalised a struggling Championship side.' @derren_Cooper. Photo: Alan Storer
19. JOE WARD
Promotion-winning winger/full-back who racked up many appearances and a reasonable number of goals and assists after signing for Posh from non-league Woking. 'Controversial maybe, but when he signed I didn’t think he’d be here for as long as he was and play as many games/score as many memorable goals as he did.' @ninetiseven Photo: Joe Dent
20. PHIL CHAPPLE
A fine defender at Charlton and Cambridge United, but injury-ravaged at Posh. Now chief scout at Luton Town. Nominated by @lukewcliff. Photo: David Lowndes