#6 Paul Annacone
American Paul Annacone was a professional tennis player during the 1980's. He achieved a career high ranking of World Number 12 in 1986. At the doubles level, he even won a Grand Slam at the Australian Open of 1985, and his career-high doubles ranking was World Number 3.
But Annacone is most well-known for his work with one of the sport's all-time greats - Pete Sampras. Theirs was initially a 7-year partnership, from 1995 to 2001, after which Annacone took a one-year break to recharge his batteries.
He again joined hands with Sampras, and their reunion culminated with Sampras winning the 2002 US Open in his final tournament. Sampras won 10 of his 14 Grand Slam titles with Annacone as his mentor.
Annacone later coached Tim Henman for a period of 3 years. In 2010, he took up the coaching responsibility of Roger Federer, and was part of Federer's box when the Swiss won two of his Grand Slam titles.
After his work with Federer, he has had stints as coach of Sloane Stephens and Stan Wawrinka, and presently serves as the coach of American Taylor Fritz.