Raymond has been active in the tennis industry since 1987 when he started teaching tennis at a local YMCA in Illinois. While in college Raymond was given the task to direct a country club program during the 4 years he attended college. After college he decided that this was his career for life! He is currently the Head Tennis Professional at the Colony Golf & Country Club in Bonita Springs, Florida. Before moving to Florida, Raymond was the Director of Tennis at the Fretz Tennis Center in Dallas, Texas. This was a position that Raymond had for 15 years. At the end of 2014, Raymond and his family decided to move to Fort Myers, Florida. They purchased the Park Meadow Tennis Shop, which is a retail shop in the heart of Fort Myers.