A promising youngster from the academy, Bailey made his first team break through in the 07-08 season making numerous appearances on the substitutes bench before getting his first run out in red away at Doncaster in December 2007.
The following season prove to be Bailey's real break through year. After a impressive summer he played much of the first half of the season under Steve Holland and Dario. Making over 30 appearances in all he had really established himself as a first teamer.
A knee injury at the beginning of 2009 saw a real struggle to break into the side during Gudjon Thordarson's reign, Bailey made just one start in the 09-10 season before Thordarson was sacked.
He was re-instated to the midfield instantly upon Dario's return as manager though injury has seen a stop start season up to mid-March for the defensive midfielder.
| Sunday Chimes #114 - Pompey 'into something good'
» Portsmouth : 23/04/2017 01:00:01
|The Opposition View - Doncaster Rovers
» Wycombe : 22/04/2017 23:51:00
|3 Scholars Offered Professional Deals At Gresty Road
» Crewe : 22/04/2017 22:57:00
|O'Nien brace seals vital win for Wycombe
» Wycombe : 22/04/2017 20:34:01
» Crewe : 22/04/2017 20:33:00