Date of birth
Caskey began his career as a trainee at Tottenham Hotspur, signing professionally for them in March 1992 aged 17.
In the 1993/94 season, the Basildon-born midfielder made his debut for Spurs as a 71st minute substitute in the North London Derby at White Hart Lane – Ian Wright scoring the only goal of the day as it finished with Arsenal the victors.
He made three more appearances that season, earning his first start in the reverse fixture at Highbury where his 67 minutes of game time helped Spurs to a 1-1 draw.
He was Captain of the England side that won the 1993 UEFA European U18s Football Championship, scoring the winning penalty in the final as Turkey were defeated 1-0.
Club-wise he had a brief loan spell with Watford at the start of the 1995/96 campaign before joining the Royals in February for a £700,000 fee. Player managers Mick Gooding and Jimmy Quinn brought the midfielder to Elm Park where he slipped straight into the first team outfit.
In his first full season he made 38 appearances, netting his first senior goal against Southampton in our January FA Cup fixture in front of a near capacity crowd.
In the Madejski stadiums debut season Caskey established his goal scoring boots, nine times he found the back of the net where Reading never lost a game that season when he did so.
The following year Caskey went above and beyond notching 23 times in 57 appearances across both the league and cups, finishing the season as the Royals top scorer.
His final year with in blue and white hoops saw him score ten goals in 49 appearances before moving on to Notts County in the summer.
A Centurion with the Magpies, he had further moves to non-league clubs such as Rushden and Ilkeston before joining Gateshead in the summer of 2014.