Jay Ramsdell fell in love with basketball growing up in Bar Harbor and as a student at MDI. He found a home with the Bangor entry into the CBA, the Maine Windjammers, volunteering for any chore needed to breathe life into this small- town professional team. Jay served as the General Manager of the Maine Windjammers from 1985/86 before the team folded.
His talents impressed the older guard and Jay became the youngest commissioner in any professional sport when he was named the Commissioner of the CBA in 1988 at the age of 24.
The CBA named their Championship Trophy after Jay. In 1989, at the age of 25, Jay passed away in a plane crash in Iowa.