 In 1966 he lost a decision to German southpaw Karl Mildenberger in Germany, then lost a close split-decision to powerful slugger Manuel Ramos.But he closed that year with two wins, one particularly notable over future contender Jerry Quarry, which was Quarry's first defeat.In late 1966, Machen fought young future heavyweight champion Joe Frazier and lost in a tenth-round technical knockout.