Golf Staff

Reed Kleintop, PGA

Head Golf Professional

Hometown: West Chester, PA (30 mi. west of Philadelphia) Children: Jane (15) and Jack (11)
PGA Status: Class A, elected to PGA Membership in 1997 Professional Status: Since 1992


Years of experience in the Golf Business: 35 years (Caddy, Cart Staff, Caddy Master, Shop Assistant, Assistant Golf Professional, Assistant Superintendent, Head Golf Professional)

Graduated from University of Delaware in 1989 with a degree in Political Science. Recruited to play golf and was a member of 4 straight ECC Championship teams. Member of the Sigma Phi Epsilson Fraternity. Golf industry experience includes employment at 10 different golf facilities in both Pennsylvania and Florida. Became a full time Floridian in 1997 and began working at Highland Woods in 2003.

Tony Osborn
Assistant Golf Professional
Hometown: Sarasota, Florida (Rare Native Floridian)
PGA Status: Level III, PGA Apprentice
Started playing golf at the age of 15
Studied Professional Golf Management at FGCU
Years of experience in the Golf Business: 5 Years (Cart Staff, Assistant in Merchandising & Assistant Golf Professional)
Worked Outside Staff at Bonita Bay Club in 2012. Assistant Golf Professional at IMG Academy in 2013-14. Pelican Sound Golf & River Club from 2014-15 then went to Linville, North Carolina at Linville Golf Club as the Assistant Golf Professional and Merchandise Assistant. Joined the team here at Highland Woods in September 2015.

Joe Sylvestro
Assistant Professional
Hometown:  Plymouth, MA
PGA Status:  Level I, PGA Apprentice

Years of experience in the Golf Business:  10 years (Outside Services, Caddy, Assistant Golf Professional) Graduated from The Golf Academy of Orlando with a degree in Golf Operations Management.  Worked as an Assistant Golf Professional at Old Marsh Golf Club in Palm Beach Gardens, Florida from 2012 -2014.  Worked as 3rd Assistant Golf Professional at Hollywood Golf Club in Deal, New Jersey from 2013-2015. Worked as Assistant Golf Professional at Shadow Wood Country Club in Bonita Springs, Florida from 2015–2016. Joining the staff at Highland Woods in July of 2016.