Charlie Olson


This is Charlie Olson’s third year with Wisconsin Academy. He is very passionate about coaching young players and focuses on the skill development of each player in an atmosphere of positive reinforcement. Player growth in the areas of basketball skills, discipline, respect, and character are foundations of his coaching approach.

He played point guard at Madison West High School and helped the team reach the WIAA State Tournament. While a student at UW-­Madison, Charlie played on the UW baseball team as a catcher. Sports was a family tradition in the Olson household as his father Harold “Howdy” Olson was a well-­known basketball referee, baseball umpire, and football referee for 25 years in the state of Wisconsin. Charlie has been coaching youth basketball and baseball for many years.

Charlie is an Honors graduate from UW-­Madison Business School. After a long career at CUNA Mutual Group, he now works for the State of Wisconsin Division of Vocational Rehabilitation as the leader of their Business Intelligence area.

In his spare time, he enjoys running, playing basketball, golf, and collecting sports memorabilia. Charlie resides in Verona with his wife Ann and two children, Amanda and Corey.