Where are they now?
Jamie came through the ranks at Everton as a youngster. He even won the FA Youth Cup with the Toffees in 1998. Milligan played alongside such household names as Leon Osman, Danny Cadamarteri and Man City centre back Richard Dunne.
Unfortunately for the midfielder he only managed four appearances for Everton before Walter Smith allowed then Pool boss Steve McMahon to snap him up on a free transfer in March 2001.
In two years at the Seaside, Jamie was limited to just under 40 appearances for the club. This was partly due to injury problems for the likeable midfielder.
After a brief spell at Hyde United, Jamie joined local side Fleetwood Town in 2006. So far, Milligan has been a revelation at Highbury, making over 80 appearances, bagging 18 goals. Milligan has become a firm crowd favourite of the Cod Army.
Jamie has combined his football career with coaching. For the past few years, Jamie has been running football training sessions for local youngsters in the school holidays.
Jamie has undoubtedly suffered from injuries over his career. Had it not been for these injuries, Milligan may have carved out a more lucrative and successful professional career. Many Pool fans, myself included, beleive that Jamie had enough quality to succeed in the football league, as he demonstrated in his time with Pool. He had, and still does, a sweet left foot, and an eye for a goal.
Now aged 37, Milligan may not have many playing years left in him, but we all wish Jamie the best for the future, whether it lies in coaching or something entirely different. All the best Jamie!
Coming up next week is Pools' former resident cockney Scott Taylor.