A favourite of manager Martin O'Neill, Guppy arrived at Filbert Street for a rising fee of almost £1 million from Port Vale in February 1997, going on to play over 150 matches for the club over two stints - the first much more successful than the second.

He made his name with O'Neill's ever-improving Wycombe side from 1989 after being rejected during trials with Southampton. His form for the Chairboys caught the attention of Kevin Keegan and Newcastle United, but Guppy's appearances on Tyneside were very few and far between.

He moved to Port Vale for more match action and got just that. His performances at Vale Park saw O'Neill go back in for his former left-sided star and he arrived at Leicester mainly as a left winger, but soon turned into one of the best attacking full-backs in the top-flight under O'Neill's guidance.

Guppy, who had England under-21 and 'B' recognition to his name, was one of the top assist makers in the Premiership during his best days with the club and put goals on a plate for City attackers, or defenders, as Matt Elliott made sure of when his two goals won Leicester the League Cup.

But after O'Neill's departure, incoming manager Peter Taylor seemingly didn't hold Guppy in the same esteem, using him only as a squad player. It prompted O'Neill to sign Guppy for a third time, this time with SPL giants Celtic, where he won a championship medal.

He returned to Leicester under Micky Adams as the club looked to avoid the drop from the top-flight, but his performances made little impact as the Foxes succumbed to the drop. His stay was short this time, signing mid-season and then leaving for Leeds United in the summer after only penning a short-term deal with City.

His career brought a somewhat romantic return to former club Wycombe and Guppy also experienced 'soccer' Stateside, playing for DC United and also Rochester Rhinos, the latter as a player-coach.