Our Sales Team

The Offshore Sailing School Sales Team

The people you meet on the phone, at boat shows and through emails, work at Offshore Sailing School headquarters in Ft. Myers, Florida. They are all avid sailors and boaters, have taken or about to take one or more Offshore Sailing School courses, and are very knowledgeable about our locations. Our Sales Team is inspired by Beth Oliver, Director of Marketing on our Executive Team.



Sales Manager

Wendy moved to Florida in 2007 from Milwaukee with her husband. She studied business at Eau Claire University in Wisconsin and has worked in Sales and Administration with GE Medical and Verizon. An entrepreneur, she has owned and operated two small business in Milwaukee and Cape Coral, FL. Growing up near Lake Michigan Wendy enjoyed sailing in the summers with her husband and three daughters. Her hobbies include fishing, boating, and traveling. Her direct line is 239-985-7509; email wendy.bishop@OffshoreSailing.com.




Sales Associate

Gary is a former collegiate football student athlete at Kansas State University. An avid swimmer and golfer, Gary enjoys every outdoor activity especially biking and sailing. After graduation, Gary coached at Kansas State for two years before entering the private sector in sales. Gary was drawn back to his alma mater where he obtained his Master’s degree and transitioned into collegiate athletic administration and fundraising. In 2016 Gary left the University setting and began seeking a new adventure in life. Drawn to the Offshore Sailing School’s brand of excellence Gary states, “after a long career working at various Universities, I can now say that I truly work for the top school in the nation!” His direct line is 239-985-7530; email gary@offshoresailing.com.



Sales Associate

When her two sons left the nest, Diana elected started sailing on Highlanders in Indianapolis, IN. In 1997 her General Motors job moved to Detroit where she raced on a C&C35, J120s and NA40s at Bayview Yacht Club – one season as skipper and seven seasons as crew chief. She has sailed “her favorite boat,” the Colgate 26, since its introduction in 1997 and has taken every course Offshore Sailing has to offer. During her four years as President of the National Women’s Sailing Association, she taught at Women’s Conferences, led Caribbean flotillas and Chesapeake schooner sailing programs. Diana joined Offshore in 2004. Her direct line is 239-985-7506; email DianaSmith@OffshoreSailing.com.



Sales and Operations Coordinator

Josh moved to Florida from Milwaukee where he received a Bachelor’s Degree in History and Secondary Education from Marquette University. In 2011 he received a Bachelor of Science Degree in Interdisciplinary Studies from Hodges University. Before joining Offshore he worked as production specialist for MSX International, office assistant for Hunter Robert’s Homes, and Target. He lives in Bonita Springs, FL and is responsible for managing resource inventory and our booking system, while assisting the Director of Operations in whatever it takes to make branch operations run smoothly. His direct line is 239-985-7500, email Josh@OffshoreSailing.com.



Sales Coordinator

Lori moved to Florida at the end of 2011 with her husband and son.  She and her husband owned and operated a successful business in the Richmond, Virginia area since 1995 but decided to relocate to Florida to escape the mid-Atlantic winters. In addition to helping run a business, she has served in a support role with various companies, including AIG, Waypoint Homes and most recently Transamerica.  Lori spent time growing up alongside the Potomac River enjoying boating, water skiing and knee boarding. Her son attends the University of Central Florida and is set to receive a degree in Journalism with a minor in Sports Business Management. Her direct line is 239-985-7539; email lori.lange@OffshoreSailing.com



Sales and Marketing Assistant

Gabrielle was born and raised in Ft. Myers, Florida. She attends Florida Gulf Coast University and is pursuing a degree in Communications with a minor in Spanish. She doesn’t have a specific career in mind yet, but wants to travel to Spain and other countries to take classes abroad before she graduates. Her direct line is 239-985-7507; email Gabrielle@OffshoreSailing.com.

Sign Up For A Course Today!

Call 888-454-7015 or 239-454-1700
Email Sail@OffshoreSailing.com