Sydney to the Max Cast

Ruth Righi plays Sydney Reynolds, a 12-year-old girl living in Portland, Oregon, dealing with the challenges of middle school alongside her best friend Olive.

Ava Kolker portrays Olive, Sydney's best friend, who accompanies her through the ups and downs of middle school life.

Ian Reed Kesler plays Max Reynolds, Sydney's father, who supports her while also reflecting on his own youth.

Caroline Rhea stars as Judy, Sydney's paternal grandmother, who lives with the family and provides guidance to both Sydney and Max.

Jackson Dollinger plays Young Max, offering a glimpse into the past of Sydney's father during his own childhood in flashback scenes.

Christian J. Simon portrays Leo, who is a close friend of Young Max in the flashbacks, adding to the nostalgic moments of the show.

Winston A. Marshall plays Grown Up Leo, showing what the character has become in the present day.