Max joins the club on a permanent deal which will mark his third spell at the club after enjoying two previous loan spells at Galabank.
After coming through the youth system at Carlisle United and signing his first professional contract at Brunton Park, Kilsby initially joined Annan on loan in July 2022 and became part of the historical side that won the clubs first league promotion.
During the promotion play offs, Kilsby scored 3 goals, including 2 against Clyde when he was named BBC ALBA Man of the Match and went on to win Young Player of the Year in 2023, voted for by the fans at Galabank.
In February 2024 Max joined Queen of the South on loan from Carlisle and spent the remainder of the season at Palmerston but was released by his parent club in the summer 2024.