Medley gained interest in business and non-profits at a young age starting his first business at the age of 15. Since then Medley has bought, sold and started over 6 companies and non-profits. MedleySites Design, The Old Bike Shop, Launch Cooperative and Front & Center Theatre, Inc. are just a few. Currently Medley is owner of MedleySites: Digital Marketing & Design, President of the Young Entrepreneurs of the North Shore, Inc., and Vice President of Beverly Homecoming, Inc.
Advisory Board Member,The Cabot
Board Member, Arbella Drum & Bugle Cops
Media Director, SSGT. William J. Callahan Memorial Foundation
Committee Member, Beverly Holiday Parade
Named Beverly's 2013 Young Entrepreneur of the Year.