#4 Jermaine Pennant:
Jermaine Pennant was tipped to be one of the best talents, but the Englishman struggled to match the expected output from him throughout his career. The 36-year-old is currently without a club after lastly featuring for a sixth tier club named Billericay Town in 2017.
The winger spent five years with Notts County before a move to Arsenal materialized soon at the age of 15. He made his Gunners debut at the age of 16, coming on as a substitute against Middlesborough in the League Cup. He sent out on loan to Watford, Leeds United, and Birmingham City. During his six-year stint under Arsene Wenger, the English International made just 12 appearances in all competitions.
Birmingham City bought him for £3 million in 2005. He had an impressive spell with the Blues, but couldn’t save the club from relegation. Following the drop to the Championship, Liverpool made £6.8 million bid for Jermaine Pennant a year later. His early blitz came to fruition, but he faded away in Anfield. He made 55 appearances in three years and was part of the side which finished runners-up to AC Milan in the Champions League 2007.
He featured for Real Zaragoza, Stoke City, Wolverhampton Wanderers, Wigan Athletic, and Bury. Pennant also played for Tampines Rovers, a professional football club based in Singapore, and the Indian Super League franchise Pune City FC.