Date of birth
Boston-born, Oster began his career at Grimsby Town having progressed through the youth system and into the first team squad. His senior debut came during the 1996/97 season against Charlton in a 3-1 win away at The Valley.
Oster was sold to Premier League Everton after three years with the Mariners. He cost the Toffees £1.5 million in August 1997, and aged 20, he made 35 appearances in his first top flight season.
In order to play regular team football Oster moved up north to play for another Premiership ensemble in Sunderland. He failed to make the desired impact with the Black Cats, moving on loan to Barnsley, Back to Grimsby, Leeds and Burnley in his search for his quest.
In August 2005 the midfielder joined Berkshire blues Reading on a free transfer, and his pursuit for game time was finally over.
He earned promotion to the Premier League in his first season as a Royal, primarily playing understudy to Glen Little on the right side of midfield and he famously scored in our 5-0 win over Derby County that sealed the title for Steve Coppell’s men in April 2006.
During two years in the top tier, the cultured winger was one of a number of players who occupied a right-sided slot that never really produced the goods that we had become accustomed to in the Championship, although he did score a Premier League goal for the club, at Middlesbrough in February 2007.
Oster Left Reading for Crystal Palace following relegation, and after a season at Selhurst Park he joined Doncaster in August 2009. He played first team football again for Donny, racking up 100 league stats in his three season spell.
Upon expiry of his contract Oster dropped down to League Two to play for Barnet and then down further into non-league football to play for Conference Premier League side Gateshead. The former Royal man is still a regular for the Tynesiders, aged 36.