A karkashin ikon Chamberlin, dillalin Harley-Davidson ya bunƙasa. A matsayin mai mallakar dillalin, Chamberlin yana da damar yin amfani da iliminsa na injiniya don gyarawa da sayar da babura. A shekara ta 1915, Charles W. Tabor, daya daga cikin manyan 'yan kasar Denison, ya ba Chamberlin aiki a matsayin direba a kan tafiya na watanni shida ta kudu maso yamma da San Francisco don
Gasar Duniya.