Career
Luton Town
Woolgar started his career with Luton Town. On 7 September 1993, he made his only appearance for Luton in the 1993-1994 Anglo-Italian Cup where he replaced John Hartson in the 1–1 draw with Southend United. Later career
Woolgar moved into non-league football following his spell with Luton and went on to play for Baldock Town and Merthyr Tydfil.