Hollands, son of former Richmond footballer Ben Hollands, attended Geelong Grammar and played his early football for the Wodonga Bulldogs. Prior to being drafted to Carlton, Hollands had an All-Australian season for Vic Country (Under-18s). At the draft combine he was equal first in the two-kilometre time trial and was selected by Carlton with the 11th pick of the 2022 national draft. His great-grandfather, Martin Cross, had also played for Carlton.[2]