Jr. Sailing Instructors

Hello. My name is Jack Dempsey and I have been sailing in the HPYC junior sailing program since I was 7 years old. As I was learning to sail, I started in a beetle cat with an instructor. As I began to get older, I started to move my way up to optis and started racing with them. Once I turned 15, I started to sail in the 420s and had a great time; I have been sailing in the 420s since. This is my second year as a sailing instructor and I can't wait to begin! I'm so excited to see all of you guys again.

Hi! My name is Haddon Finan and I have been a sailor in the HPYC junior sailing program since I was 7 years old. I started sailing in Beetlecats, continuing my learned throughout my youth in Optis and 420s. This is my third year teaching sailors and I hope I can share my passion with all who I teach. I can't wait for the fun, sailing-packed summer ahead!

Hi, my name is Petie Brunner! I have been sailing at HPYC since I was 5 years old, and am so excited to continue teaching here. I am going to be a Sophmore at BC this year. I am looking foward to a fun summer with our sailors and getting to know the kids!

Hello everybody! My name is Jack Gulachenski, and I just completed my second year at Saint Michael's College in Vermont. I have been on the water my whole life, sailing Optis, beetlecats, hunters, and many more, while also being a crew racing 420s for about 5 years. I'm so excited to start my 3rd season at HPYC, making this my 6th summer teaching sailing! I can't wait to meet and get on the water with all of you this summer!

Hello! My name is Katie O’Keeffe and I am excited to return to HPYC as the JS Program Director this summer! This is my third year in this role, and my 23rd summer as a member of the HPYC JS staff. I grew up sailing at HPYC and met some of my closest friends in the HPYC clubhouse. I have so many fond memories of my time in sailing class, and it is such a privilege to be able to partake in creating those same positive experiences for the next generation! During the school year I live in Boston and work in educational leadership. The instructors and I look forward to seeing you at the pier this summer!

Hi, my name is Ty Cronin I have 14 years of sailing experience including sailing Optis, 420s, Cotuit Skiffs and Wianno Seniors at the Cotuit Mosquito Yacht Club. I have raced 420s for my high school varsity team for 3 years. I am the captain of Fairfield University Sailing Team. I am Level 1 Sailing Instructor certified which includes completion of a Safe Boating course, holding a valid SafeSport certificate and current and up to date First Aid and CPR training. I am looking forward to meeting you all!

Hi! My name is Halle Dempsey and I am so excited to be back at HPYC this summer as an instructor. I am 20 years old and will be a Junior at Miami University. I joined the HPYC program at 7 and have loved to sail all different kinds of boats such as beetlecats, typhoons, sunfish, 420s, and optis. I am so excited to see all of you again and meet new faces!

Hi, my name is Aidan Sheehan and I've been sailing for as long as I can remember with my family. I started with the Hyannis Yacht Club sailing program 12 years ago and have sailed tons of different boats like j22s, Quests, Sunfish, Lasers, Beetle Cats, and I sailed Optis and 420s competitively. I taught a wide variety of sailors at both at HYC and HPYC and I'm super excited to be back for another summer of teaching!

Hi everyone! My name is Maren Finan. I am an upcoming Sophmore at Trinity College in Connecticut. I have experience sailing Beetlecats, Optis, 420s, and Sunfish. This is my fourth year teaching, and I am so excited to get back on the water! I am Red Cross certified for CPR/FA and Babysitting + Child Care. I look forward to seeing our returning sailors and meeting new ones this summer, for a great season of learning, racing, and having fun!