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Sifu Phillip Redmond's martial arts career started after his first of two tours in Vietnam. After his first tour he was stationed in Okinawa. While he was stationed there he had the opportunity to study with Eizo Shimabukuru in Shorin-Ryu (Okinawan karate). After 4 years of duty in the Marine Corps (USMC), Master Redmond was honorably discharged in 1970 and then he moved to New York City.

After moving to NYC 1970 Master Redmond started training in Fu Jow Pai (Tiger Claw) under Grandmaster Wai Hong. During the same year Master Redmond was introduced to Wing Chun by a friend.

After a period of time Master Redmond, started training under Sifu Duncan Leung. When Duncan Leung left NYC to move to Virginia, Sifu Redmond, studied under a succession of Wing Chun instructors in NYC's Chinatown. Master Redmond studied under prominent instructors such as Sifu Lee Moy Shan, Sifu Alan Lamb, Sifu Henry Leung, and Sifu Moy Yat. In 1983, Master Redmond became a student of Grandmaster William Cheung and a Sifu in 1991. In 2004 Sifu Redmond was promoted to Master Rank by William Cheung and in 2007 was made a Bai Si "Closed Door" student of Grandmaster William Cheung.

During Master Redmond's training in Wing Chun in NYC, he also studied many other styles. A list of the styles Master Redmond has studied or has a working knowledge of are: Hung Ga Kung Fu under Sifu Bill Chung of Chinatown's Hung Mun, Baat Gwa from Sifu Kenny Gong, Vee-Jitsu te from Professor Florendo Visitacion, and Aiki-Jujitsu from Sensei Robert "Sugar" Crosson. Sort of an anomaly, Master Redmond speaks Cantonese which has given him a deeper understanding of the arts, and has lead to some unusual circumstances with people who were unaware of this ability. Master Redmond has earned a black belt in AikiJiu Jitsu and Kobudo from Sensei Ronald Duncan. Yoel Judah, the US kickboxing champion, trained Sifu Redmond for his first full contact bout which he won.

In 1989 Master Redmond moved to New Haven, CT and started the Yale University Wing Chun Kung Fu Club. From 1990 to 1994 Yale University's Physical Education Department hired Master Redmond to teach Wing Chun. In 1995 Master Redmond moved to Detroit. In July 2006 Master Redmond moved to the North American headquarters in Southern New Jersey. He left the Detroit school in the care of Provisional Master Carmelino Guiao. Sifu Redmond's website is http://www.wingchunkwoon.com