Ryan captained his high school sailing team for four seasons. He also played golf and basketball for the Dennis-Yarmouth (MA) High School Dolphins. He has helped out at the local NOAH Shelter where he ran a program the resulted in more than 50 large bags of donated blankets. He enjoys skiing, fishing, scuba diving, lobstering, hiking, surfing, boating and spending time at the beach. His favorite professional sports teams are the New England Partriots and Boston Celtics.