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In 1978, the NASL Portland Timbers bought Charles' contract from Cardiff City. He remained with the Timbers through the 1981 outdoor season. However, injuries began to hamper Charles and in 1981, he played only 4 games with the Timbers and did not return to the team the next year. In addition to playing for the Timbers' outdoor team, Charles had played 9 games for the Timbers during the 1980–1981 NASL indoor season. His jersey, number 3, was retired by the Timbers after his death in 2003. He was honoured by the Timbers during a game against the Seattle Sounders on 24 June 2012 by a large tifo held up by the Timbers Army prior to the start of the game.

Charles was first diagnosed with prostate cancer in 2000, and underwent weekly chemotherapy treatments to treat the disease. He ultimately died of the cancer on 26 August 2003 in Portland. He was inducted into the Oregon Sports Hall of Fame that same year. He is interred at Mount Calvary Cemetery in Portland.

Charles spent his later life in the United States, coaching at the high school, collegiate and international levels in the Portland, Oregon area, primarily at Reynolds High School and the University of Portland. In 2002, he coached the University of Portland's women's soccer team to the national championships, and the US Men's National Team to the semifinals of the 2000 Olympics. In 2001, he was diagnosed with prostate cancer, of which he died in 2003.

Charles also spent several years as coach of the US U23 men's national team, culminating with the 2000 Summer Olympics. During this period, Charles was battling prostate cancer, but continued to coach the US to a fourth-place finish in the games. He retired from coaching the U23 team after the Olympics, with a record of 23–11–13 (.628). He also coached the team to a bronze medal at the 1999 Pan American Games and third place at the 1997 World University Games. He served as an assistant coach of the United States men's national soccer team in the 1998 World Cup.

In 1994, he worked as an announcer for ESPN during the 1994 FIFA World Cup.

Charles began his coaching as a young player in England, but he had no idea then the success coaching would bring to him. Charles remained with Reynolds High School for three years before the University of Portland hired Charles as its men's soccer coach in 1986. In 1989, the university expanded his duties to include both the men's and women's teams. He would continue coaching the UP teams until his death. In his last season (2002), the UP women's team won the National Collegiate Athletic Association (NCAA) championship. During his tenure as the men's coach, Charles had a hand in beginning the career of numerous outstanding future players, including American men's internationals Kasey Keller and Steve Cherundolo, American women's internationals Tiffeny Milbrett and Shannon MacMillan and Canadian international Christine Sinclair. Other players include Yari Allnutt, Scott Benedetti, Conor Casey, Kelly Gray, Nate Jaqua and Wade Webber.

In 1986, Charles founded F.C. Portland, a local youth soccer club. The club fields numerous youth teams in local, state and national competitions.

Born in Dagenham, Essex to Grenadan immigrants, Charles began his career with West Ham United, where his brother John Charles played. In 1981, he began playing professionally in the United States with the Major Indoor Soccer League, playing two seasons with the Portland Timbers, one with the Pittsburgh Spirits, and one with the Los Angeles Lazers.

At the end of the 1981 NASL season, Charles moved to the indoor Pittsburgh Spirit then the Los Angeles Lazers, both of the Major Indoor Soccer League. He later admitted that "I hated it. But it paid the bills." In 1982, he was playing with the Lazers when Jimmy Conway, a former Timbers teammate, called Charles and told him of an opening at the Reynolds High School boys' soccer team in Troutdale, Oregon. He immediately retired from playing and moved his family back to Oregon.

When he was 12 years old, Charles began playing with the West Ham United youth teams and signed with the club as an apprentice when he turned 15. He would sign with West Ham as a full professional when he turned 17 and joined the first team in 1970 as a defender. However, West Ham was stocked with talent and Charles had difficulty finding playing time. In 1971 and 1972, he played two seasons on loan from West Ham with the Montreal Olympique of the now defunct North American Soccer League (NASL). While with Montreal, he met his future wife Clarena, then a flight attendant flying between Montreal and England. He was also honoured as a second team NASL All Star in both of his seasons in Montreal. When playing time continued to elude Charles, West Ham loaned him to Second Division side Cardiff City for the last 8 games of the 1974 season. Even though Cardiff City were relegated to the Third Division, Charles chose to sign with the team and became its captain at the age of 23. Cardiff won promotion back to the Second Division in 1976. Charles finished his career with Cardiff City in 1978, playing over 100 games and scoring 5 goals.

Clive Michael Charles (3 October 1951 – 26 August 2003) was an English football player, coach and television announcer. He was one of five National Collegiate Athletic Association (NCAA) coaches to win more than 400 games.

Clive Michael Charles was born on 3 October 1951 in Dagenham, the youngest of nine children. His father was a merchant seaman originally from Grenada. He grew up in a working-class neighbourhood playing street soccer.