Zack Leonard has been the Head Varsity Sailing Coach at Yale since 2002. Leonard has led the program to five national championships and to the 2009 Fowle Trophy for team of the year in college sailing. As an undergraduate at Yale, Leonard was named an All-American and served as the captain of the sailing team. Leonard started his collegiate coaching career in 1987 when he led the US Coast Guard Academy varsity sailing team during a leave of absence from Yale.  From 1989 to 1992 he was head sailing coach at Brown University where the team won a Fowle Trophy. After a break from coaching, Leonard returned to Yale in the fall of 2000. Under his guidance, the Yale team began to steadily climb the national rankings. In 2002 the team was promoted from club to varsity status. During his tenure at Yale, Leonard has led the team to five ICSA National Championships and a total of 29 podium finishes at the national championships. Most recently, in the spring of 2014, Leonard coached the Bulldogs to wins at the Team Racing and Co-ed Dinghy National championships and a repeat win of the Fowle trophy.  Since 2004 the Yale sailing team has produced 72 All-American Sailors. Yale student-athletes have also been successful in Olympic level competition. Isabelle Kinsolving '02 represented the United States in the 2004 Athens Olympics in the Women's 470 class, finishing 5th, while Stuart McNay '05  and Thomas Barrows '10 represented the United States and US Virgin Islands at the 2008 Beijing Olympics. Mcnay again represented the US at the London Olympics along with Yalie Sarah Lihan.  Leonard is a 4 time US Team Racing Champion (Hinman Trophy) and the UK Team Racing Champion (Wilson Trophy). He’s won US and Canadian National Championships in the Tornado and a US title in the Vanguard 15. Outside college coaching, Leonard has served as the head coach of the US International 420 team since 2001, a coach of the US Olympic Sailing team at numerous world championships and a coach for the US squad at the 1993 Goodwill Games. During 2011 Leonard served as coach of the Women's 470 Class for the US Olympic team.  Leonard was named the 2006 National Coach of the Year by US Sailing's Olympic Sailing Committee and currently serves as a member of the US Olympic Sailing Committee.

Healy has had an extremely successful sailing and coaching career. He is in his eighth year as an assistant coach at Yale. Since he joined the coaching staff, Yale has won eight National Championships, five Ivy Championships and produced over 20 All-Americans.

As a junior Healy was a member of the International 420s world team numerous times as well as the North American and Midwinter champion in his class. He is a graduate of St. Mary’s College of Maryland, where he was a three time ICSA All-American.

Following his collegiate career, Healy was very successful on the national scene. He was a member of the US Sailing Team in 1994 and was the U.S. Sailing Men’s National Champion in 1995. He won numerous Mid-winter titles in Interclub dinghies. In 2002, he was the North American Lightning Champion and a year later he was the runner-up. He also found success in larger boats winning the Block Island Race Week two years in a row on his family’s 28-foot PHRF boat Sir-Prize.

Healy began his coaching career as an assistant coach at St Mary’s. During his time at St Mary’s, they won several district and national championships. He then became the head dinghy coach at the U.S. Coast Guard Academy for four years. He turned a struggling team into a nationally ranked one with five All-Americans. Healy also coached at the 1999 Youth Worlds in South Africa.

Stuart McNay is an Assistant Coach for the Bulldogs. He also assisted the team as a volunteer during the Fall 2005 season. McNay, along with crew Graham Biehl, was a 2008 Olympian for the United States in the Men's 470 class, where the duo placed 13th out of 29 competing nations. As an Eli athlete, McNay was an ICSA Honorable Mention All-American in 2002 and an All-American in 2003 and 2005. McNay is a 2005 graduate of Yale University with a degree in Architecture. He attended Roxbury Latin High School, where he wrestled and sailed.