In 1998, he signed for Gillingham for a then club-record fee of £500,000. Playing under manager Tony Pulis Taylor enjoyed the best goal scoring run of his career, totalling 39 goals in 70 games.
Taylor's move to Gillingham in 1998 was marked by a then-club-record transfer fee of £500,000. During his tenure under manager Tony Pulis, he reached the peak of his goal-scoring form, netting 39 goals in 70 matches.