Bob Kain graduated from University of Virginia in 1971 where he was a four-year letterman in tennis. Shortly thereafter, he began a career in the tennis management and event business. In 1976 he was hired by IMG to be a tennis agent and proceeded to build IMG's tennis business. Men clients included Laver, Borg, McEnroe, Lendl, Sampras, Agassi, Federer, and Nadal. Women clients included King, Evert, Navratilova, Goolagong, Seles, Capriati, the Williams sisters and Sharapova.
IMG also represented Wimbledon, U.S. Open, Australian Open, and French Open. Additionally, IMG owned the two biggest tournaments in the world outside the Grand Slams (Miami and Indian Wells) and many more.
In 1984, Kain created and built IMG's figure skating business. Clients included Scott Hamilton, Kristi Yamaguchi, Dorothy Hamill, Peggy Fleming, and Torvill and Dean. Along with Scott Hamilton, Kain co-created Stars on Ice, the most prestigious skating tour in the world. It is currently in its 27th season of touring in the US, Canada, and Japan. IMG also produced numerous network television skating events and represented the International Skating Union.
In 1987, Kain engineered the purchase of the 27-acre Nick Bollettieri Tennis Academy. He was Chairman of IMG's Academy business and oversaw the development of the tennis academy into the 280-acre IMG Academies—home to over 800 full-time elite student athletes from over 40 countries. The sports include tennis (Bollettieri), golf (David Leadbetter Jr. Golf Academy), soccer, baseball and basketball. It is the largest elite sports training academy in the world.
Kain also oversaw the building of IMG Fashion, the #1 model agency and fashion event promoter in the world.
Kain became President and COO of IMG North and South America in the 90’s.
In 2003, the Founder, Chairman and CEO of IMG, Mark McCormack, passed away and Kain became President and co-CEO. When he retired from IMG in 2006, the company employed approximately 3,000 people in 61 offices in 30 countries. IMG represented over 1000 individuals and owned, operated or represented over 1,000 events annually (approximately nine events every day of the year). IMG was also the largest independent sports television company in the world—producing and distributing over 10,000 hours of programming each year.
In 2007 – 2008, Kain worked for Randy Lerner, the owner of the Cleveland Browns. He was Vice Chairman of the Browns and helped Lerner buy and reorganize Aston Villa Football Club of the English Premiere League—the #1 soccer league in the world.
In 2009 – 2014, Kain became a senior advisor to Creative Artists Agency (CAA). CAA was the largest entertainment and sports agency in the world until WME and IMG merged.
In 2000, Kain created and became Chairman of the Greater Cleveland Sports Commission. In 2008, the 350 member National Association of Sports Commissions voted this non-profit the best sports commission in the country. In the nine years he chaired the Cleveland Sports Commission, it brought over 80 sporting events to the Cleveland area and generated over $300 million of economic impact for NE Ohio.
Kain also served on the Board of Trustees of The Cleveland Clinic Foundation. The Cleveland Clinic is the fourth ranked hospital in the country and with 40,000 employees, is the second largest employer in Ohio.
Kain is currently on the Executive Committee of the USGA.
Kain is married to Rosalynn Sumners, three-time US Champion, 1983 World Champion, and 1984 Olympic Silver Medalist in figure skating. He has two sons—Will (39) and President of Los Angeles Dodgers Businesses, Tucker (36).
Kain's one serious hobby is golf. He has a plus one handicap and plays in senior amateur tournaments, including the 2005, 2009 and 2011 US Senior Amateur Championship and the 2006 and 2007 British Senior Amateur Championship. In 2013 he played in the US Senior Amateur and the British Senior Amateur.