Caleb was born and raised in Kitchener, Ontario. Watching the Kitchener Rangers Jr.A as a kid sparked his passion for the game. He played two full season with the Kitchener Dutchmen (2009-2011) after that he played a season for the Georgetown Raiders (2011-2012). Followed by a year of Senior A hockey with Milverton 4wheeldrives. He then attended Laurentian University where he played for the voyageurs along with studying Health Promotion(2013 – 2018) After university he played a season and half in the SPHL for the Birmingham bulls (2017-2019) with a season played in Adelaide Australia during the summer of 2018.
Caleb attended the 2019 NHL officiating exposure combine which looks promote individuals with hockey experience into officiating. From there he was selected to work in the OHL along with the AHL for two seasons. He was hired by the NHL as a Minor League Referee in 2021