The Sapling program is Oakcliff Sailing’s offering for sailors who are considering sailing as a career. In the summer long program, Oakcliff Sailing trains the sailors in all of the skills they need to succeed in professional sailboat racing.


2019 Saplings


Brian Gallagher
2018 Acorn, 2019 Sapling
Brian started sailing at the age of three but never enjoyed it. It was only when he competed in the 2017 Around Long Island Race that he caught the offshore Read More
Matt Hersey
Shorthanded Offshore Sapling
Hometown: Hyannis, MA, USA. My name is Matt Hersey, I grew up racing Optis, C420s and Lasers on Cape Cod, occasionally racing PHRF and extensively team racing with Barnstable High Read More
Cali Wanco
Shorthanded Offshore Sapling
Hometown: Reno, NV, USA. Hello! I’m Calicima I go by Cali. I grew up sailing on Lake Tahoe in my family boat until I was about thirteen years old. I Read More
Charlotte Bellerjeau
2019 Sapling
Hometown: Oyster Bay, NY, USA. I started sailing in Oyster Bay on classic yachts and went on to captain my high school dinghy team, manage a local sailing school, and Read More
Cedric Keneipp
2019 Sapling
Cedric Keneipp, otherwise known as Wes grew up in Bellingham WA, just north of Seattle. He started sailing on the high school team five years ago and never missed another Read More
Banks Blackwell
2019 Sapling
As a multi-sport athlete, I have had the opportunity to face a number of challenges and find that my process for reaching success is transferable. As a sailor, I live Read More
Makalynne Dyer
2019 Sapling
Makalynne grew up sailing scows at summer camp in Minnesota. After falling in love with sailing and wanting to develop her skills, she started sailing in her home state of Read More
Dylan Saxman
2019 Sapling
My name is Dylan Saxman. I started sailing at 8 where I found my passion for the sport. Throughout my short sailing career I have tried to spread myself out Read More
Connor Sheridan
2019 Sapling
Connor grew up sailing in Lake Forest, Illinois, starting in Optimists, and sailing Lasers and Club 420s. He is currently a student at Tufts University, and a member of the Read More
Kirby Bragg
2019 Sapling
Kirby grew up in North Carolina on his family’s farm. He is a rising sophomore at The University of Virginia. Although he did not grow up sailing regularly, he acquired Read More
Sam Rifkind-Brown
2019 Sapling
My name is Sam Rifkind-Brown. I am 16 years old and a rising junior at Georgetown Day School in Washington, DC. I grew up sailing over the summer and started Read More
Franziska Borrmann
Fran is an officer of the Germany Navy from Hamburg. She is currently working on her master’s degree in educational sciences at the Helmut-Schmidt-Universität, university of the armed forces in Read More