Kieran signed for Leamington in July 2021 from Alvechurch. The pacy attacking 21 year old has made rapid strides up the pyramid in recent seasons. Starting his career at home town club Wednesfield in the West Midlands League, he moved up three levels to Alvechurch in 2018 and was part of the squad that reached the Southern League Premier Division Play Off Final. He followed manager Ian Long to Stourbridge before returning to Alvechurch; returning to Stour part way through last season. He then returned to Leamington and played a starring role in Brakes' penultimate league game against Kidderminster Harriers, which persuaded manager Paul Holleran that he still had a part to play going forward, as he agreed terms for the new season.

He was involved, mainly from the bench until November, when he moved to Rushall Olympic on dual registration terms, and along with several former Brakes players helped the Pics gain promotion to National League North through the Play Offs.