Molly O'Bryan Vandemoer is a 2012 Olympian who competed in the Match Racing discipline with teammates Anna Tunnicliffe and Debbie Capozzi. After graduating from the University of Hawaii, she coached at Severn Sailing Association, Annapolis Yacht Club and the US Naval Academy in Maryland. She is the current President and Clinic Director of CISA (California International Sailing Assoc). Her sailing honors include Match Racing World Champion (2011), Snipe Women's World Champion (2011), US Sailing Team Member (2003-2015), College National Champion (2001), All-American Team (2000-2002), High School National Champion (1996).

Molly grew up sailing with her family in San Diego, CA. She began sailing in Sabots, moving on to both skippering and crewing in High School (USDHS), College (UH), Laser II's, 470's, Match Racing and most recently in the 49er FX. She and her husband John have two kids (Nicholas and Nora) and reside in Half Moon Bay. She loves being able to see kids learn the life-long sport of sailing and progress in their racing ability.

Race Coaches

John Vandemoer has been a coaching sailing professional for the last 20 years from Optis to College Sailing. John holds US Sailing certifications for Levels 1, 2, 3 and Powerboat. His passion for helping young athletes grow and mature into great humans has brought him to PYSF. He prides himself as a student of the game and loves learning from the athletes that he coaches.


Jordan Factor grew up in Chicago where he learned to sail optis. Soon after moved to NY and began LISOT with a few other high level Opti sailors. Qualified for Opti Worlds in Uruguay in 2006 as my last Opti event. Jordan started sailing 420s full time and traveled to all the large International events. After training for two years, we represented the US in Junior Europeans and two World Championships. After 420s, he moved to Vermont where he attended UVM and graduated in 2014 with a B.S. in Mechanical Engineering and Applied Math. During that time, he sailed for the UVM sailing team and was the captain of the team his senior year. After graduating, he began sailing full time in the 470 with the goal of winning an Olympic medal. After two years, and a loss of the 470 men’s selection for Rio 2016, Jordan decided to retire from campaigning. Since "retiring" he has been using his degree and working as a Mechanical Engineer. Now living in San Francisco, Jordan is employed by a company building autonomous cars in Foster City.

Year-Round Coaches

Todd Vas Dias first started teaching sailing in 1998 at the University of Hawaii in FJs and in keel boats. He has been a US Sailing certified Level 2 instructor since 2007. For the past ten years, Todd has taught sailing PE courses in 420s, run the community sailing program, and repaired boats for Stanford University. Whether coaching beginner or advanced sailors, from ages 8 to 86 years, Todd loves to see the joy and thrill people experience as they learn to use the wind to fly swiftly through the water. Todd has extensive racing and cruising experience within Hawaii and in Northern California. In 2019 Todd competed in the Bacardi Cup in Flying Tigers, the J88 North Americans and the Rolex Big Boat Series in SF Bay. He is also an accomplished surfer and is currently excited to be learning how to foil surf.

Hanna Miller grew up sailing out of Encinal Yacht Club. From age 8-18, she sailed Opti's, Splashes, Laser Radial and Full rigs. She sailed for her high school, Newark Memorial and went on to compete for her college, Cal State Monterey Bay. She worked at Stanford summer sailing for four years and was the director for two. After working at Stanford she spent a summer at the Half Moon Bay Yacht Club as their summer sailing director. Hanna is a Kinesiology major and resides in Fremont.

Jemma Schroder is a freshman at the Massachusetts Institute of Technology and an alumni of Design Tech High School. She learned to sail when she was 12 and has sailed at PY since 8th grade, competing in Fjs and later c420s. Since joining the 420 and high school race teams, she has attended regattas throughout California and Florida and is looking forward to sailing more in the Northeast on the MIT sailing team. Jemma has coached for PY for three years and looks forward to coaching the next generation of PY sailors!

Tommy Ashworth started his sailing at PYSF in Optis. He began in the learn to sail class, then progressed to green fleet, and so on to championship fleet. In high school Tommy has been on the 420 race team. Tommy has been on two east coast trips competing in I420 worlds, North Americans, and last summer Tommy represented PYSF in the Chubb National Championship. Last summer Tommy got a level 1 certification from US Sailing and had been a coach at PYSF for three years. Tommy has been a all around yacht-man his whole life sailing on big boats from 40-70 feet to smaller Optis, 420s, and FJs. Tommy loves to coach and spread the joy, competition, and hard work of sailing to his students.

Matthew Wright is a third-year Engineering student at Purdue University, and PYSF Alum. Matthew learned to sail at PY when he was seven, and learned to windsurf at eleven. He sailed all four years of high school for his school team, Woodside High School, and also the C420 Race Team, and participated in many national regattas. Matthew has coached at PYSF since his third year of High School, and has taught Learn-to-Sail, Opti Learn to Race, and 420 Intermediate Classes. As for his career, he has always been fascinated by aircraft and rocket vehicles, and seeks a career in the aerospace industry after finishing his degree.

Maeve Lavelle is a recent graduate in Business and Economics from Trinity College Dublin, Ireland. After learning to sail through the PYSF program, she has gone on to coach and sail competitively throughout high school and college. Maeve always enjoys sharing her knowledge and giveing back to the PY community.

Oliver Olsen is in his second year at Foothill College. He started sailing in Denmark at age 14. He later joined PYSF’s c420 race team where he competed until he was 17. He plans to major in mechanical engineering and continue sailing whenever he gets the chance.

Michael McCulloch will be a senior at Design Tech High School in the fall of 2020. He started sailing FJs competitively in his freshman year at Design Tech and has raced in countless PCISA regattas up and down the coast of California. Joining the c420 race team in the summer of 2018, Michael has competed in multiple national c420 regattas, including North Americans and Nationals. He recently qualified to compete in the i420 Worlds and Europeans in the summer of 2020. In his free time he sails and races in boats from 29ers to J70s. After obtaining his Level 1 Sailing Instructor Certification in 2019, he is happy to teach the next generation of sailors at PYSF!

Brett Baron is a Senior at Cal Poly San Luis Obispo. He grew up on Montara, learning to sail out of Half Moon Bay Yacht Club. He joined PYSF as a High School Sailor and has been a summer instructor with us for the past four years. He is majoring in History, has done extensive research as an intern in a cutting edge pharmaceutical lab, and is interested in cars. His love of sailing keeps him engaged with PYSF and ensuring more kids get hooked on the lifelong sport.

Junior Instructors

Zoe Flemate is a rising senior at Design Tech High School. She has sailed since her first year of high school, starting out on the High School Race Team in FJs. Now, Zoe is excited as ever for her third season on the 420 Race Team, and her seventh season on d.tech's Race Team. She has also sailed J22s in a clinic with Dave Perry, and looks forward to gaining more experience in a variety of boats. Having assistant coached at PYSF summer 2019, Zoe can't wait to help even more sailors learn to love the sport.

Lucas Kasper is an active member of the PYSF 420 Race Team and has completed his first year with the team. Before transitioning into the 420 class, he raced Optis for three years, competing in several local events. In 2017, he attended the Optimist National Championship in Norfolk, Virginia. As a Boy Scout and an incoming sophomore at Aragon High School, Lucas has a wealth of leadership experience and enjoys passing down his knowledge and passion for this lifelong sport.

Abel Toth lives in Cupertino and going into the 5th grade. He is interested in science and technology. He likes to play with his brothers in his free time. He has been sailing with PYSF for the past 2 years.

Nati Grinkrug has sailed optis in Israel since he was seven, before moving California in 2014; since then he has been racing optis for PYSF for almost 6 years, and is currently a member of the 420 Race Team. He has been a junior instructor for 3 consecutive summers. He currently is attending Palo Alto high school and will be a sophomore next year.


Alan Krapivner is a rising sophomore at Carlmont High School and has been sailing at PYSF since he started in Optis. He is currently on the Carlmont High School sailing team and has experience in racing FJs and Optis.

All coaches are US Sailing Level 1 certified.