Dear attended St Bede's College which competes in the ACC.

The youngest of three brothers, Calsher played with the Beaumaris Football Club[1] as a junior.

[3] He made his debut against Western Bulldogs at the Marvel Stadium in round 8 of the 2024 AFL season.

[4] Calsher is the son of Paul Dear, Norm Smith Medallist and 1991 Hawthorn premiership player.

This Australian rules football biography of a person born in the 2000s is a stub.