I myself watch races like the Giro de Italia and Le Tour de France every year. Obviously Lance Armstrong and Miguel Indurain are there for 5 in a row. But then there is Eddie Mercx for Belgium and a couple others I cannot remember. And one must not forget Jan Ullrich, because without a doubt he would win if Lance wasn't there. Another mention of Phil Liggett. His commentating cannot be beaten, even though he wasn't the greatest cyclist, he is a great commentator

Michael Jordan

Joe Montana/Jerry Rice

Randy Johnson for this era. Too many to name for other times.