After completing his apprenticeship in New York City, Dundee relocated to [[Miami Beach, Florida]], where he openedworked with his brother Chris Dundee, founder and owner of the “[[5th Street Gym|Fifth Street Gym]]”<ref>{{Cite withbook his|last=Dundee brother|first=Angelo |url=http://archive.org/details/ionlytalkwinning00dund |title=I only talk winning |last2=Winters |first2=Mike |date=1985 |publisher=Chicago : Contemporary Books |others=Internet Archive |isbn=978-0-8092-5303-6 |pages=139}}</ref>. [[Carmen Basilio]] was the first World Champion for whom Dundee acted as a cornerman, when Basilio defeated [[Tony DeMarco]] for the world welterweight crown in 1955, and [[Sugar Ray Robinson]] for the World Middleweight Crown in 1957.
