Our Staff

Barry Kenneth McLaughlin

General Manager | Email Barry


2021-Present: General Manager, Chequessett Club

2002-2021: Executive Director of The First Tee of Metropolitan New York and General Manager of the Mosholu Golf Course. During Barry’s nearly two decades of service, the youth development organization and nine-hole golf course in the Bronx thrived to be one of the top Chapters in the country. The Chapter grew to support the entire tri-state area with a total of six locations (Mosholu (NYC), Fairchild Wheeler (CT), Chelsea Piers (NYC), Eisenhower Park (LI-NY), Essex County-Newark (NJ) and Plainfield West Nine (NJ) serving of 15,000 participants annually.

OTHER COMMUNITY RELATIONSHIPS AND COMMITTEE INVOLVEMENT:
  • Board Member, First Tee New York, Inc.
  • NYU Scholarship Committee Member
  • Nyack College Scholarship Committee Member
  • Chairman of the Gala Committee (10th Anniversary Gala) First Tee New York, Inc.
  • Secretary, Norwalk Little League
AWARDS & RECOGNITION:
  • Recognized The First Tee Executive Director
  • Community Service Award, VISIONS (Services for the blind of New York City)
  • Community Service Award, Special Olympics (NYC and Fairfield County)
  • World Golf Foundation, Chairman’s Award 2007

Tracy Dean

Director of Events, Membership & Sales | Email Tracy


Tracy is originally from NY, spending summers on Cape Cod. Tracy has 3 years’ experience at Chequessett Club, both with Membership incentives and sales, and Event sales. Prior to Chequessett, Tracy has been a custom interior designer for the last 2 decades, during which she owned her own design firm for 8 years. She served for 3 years as a board member of the Maritime Condominium Association and a volunteer at the Maritime Aquarium in CT. She has a great appreciation for art and architecture and an unconditional love for her family and friends. Tracy and her husband Frank reside in Eastham.

Kate Carrier

Administrative Assistant


Kate has been residing in Orleans for 6 years and working in the hospitality industry in Eastham prior to joining Chequessett Club in 2024. Kate is dedicated to ensuring that the Club’s members and guests receive an unparallelled experience at the golf club by meticulously reviewing all aspects of service and administrative operations. If she’s not in the office, you can find her enjoying Skaket beach or attending Orleans Firebirds’ baseball games.

Dr. Tom Quimby

Certified Pickleball Instructor | Email Tom


Tom Quimby is a certified Pickleball instructor from the International Pickleball Teaching Professional Association (iptpa.com) and holds a Doctorate of Education degree in Physical Education from Boston University.

Calvin Dees

Head Tennis Professional | Email Calvin


Calvin Dees has been a certified USPTR Tennis Professional since 1997 and has more than 20 years of teaching experience. He earned his bachelor’s degree in physical education from Winston-Salem State University and played competitively in USTA tournaments for over 20 years as a junior and young professional. He continues to play competitively in two USTA leagues and is rated as a 4.5 level player. During the indoor season, Calvin teaches adults and juniors of all skill levels at Bloomfield Tennis Club in Connecticut. He has successfully coached his junior tennis team to the national championships two years in a row.

David Stott

Golf Course Superintendent


David Stott has served as the Golf Course Superintendent at Chequessett since 2001. Prior to this appointment, he was the Construction Project Manager for Atlantic Golf Course Construction in Winchester, Massachusetts. David has also served as the Assistant Superintendent at the York Golf and Tennis Club in York, Maine. David’s background in golf course construction has proven to be an essential asset as Chequessett continues to upgrade it bunkers and teeing areas. His continued sculpting of fairways with the use of high, native grasses has helped restore the course to its original links style.

Don Brigham

Golf Professional


Don is a native Texan and spent his formative years in Oklahoma. After graduation from Oklahoma Baptist University, he moved to the Cape and married his college sweetheart Diana Johnson from South Yarmouth.

Don’s golf career took him from the Bass River Golf Club in South Yarmouth to The Quechee Club in Vermont, and after a one-year stint on the PGA Tour, to The Country Club of Florida in Boynton Beach. He was then selected as the Head Golf Professional at Rumson Country Club in Rumson, N.J. where he served for 22 years.

Don has been “semi-retired” since his days at Rumson and has sought seasonal positions which allow him to winter in Port Saint Lucie, Florida. These include stints on the professional staff at the Liberty National Golf Club in New Jersey, The Greenbrier Hotel in West Virginia, and most recently at The Golf Club of New England in New Hampshire. I’m here to help you improve your golf, to help you enjoy your time at the club and to do my best to keep you coming back.

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