7- Shaun Wright-Phillips (23, Manchester City, £24 million)
Wright-Philips was on fine form for Manchester City when he signed for Chelsea in 2005, just after the clubs first Premier League triumph. The winger was signed to give competition to the likes of Arjen Robben but Wright-Philips often found himself starting games on the bench, ruining the fantastic rhythm that he had generated at Manchester City. At £23 million, Wright-Philips certainly wasn’t cheap for a bench warmer and his lack of starts meant that when he did make an appearance for Chelsea, he was often erratic despite the odd spectacular goal. In his first season at Chelsea he only started fifteen games for the club and he only lasted two more years at Chelsea before he was shown to the exit door, being sold back to Manchester City for just £8.5 million.