Rubuta ci gaba ga wannan sakin layi - Bolles shi ne manajan editan "Buffalo Enquirer" a 1902 da 1903; mai kula da zane-zane na St. Louis Exposition
daga 1903 zuwa 1905; kuma darektan talla na Jamestown Exposition a 1907. Ya kasance yana aiki a matsayin marubuci na musamman kuma a cikin kasuwanci mai zaman kansa, ciki har da kasuwancin "brokerage", a Atlanta, Georgia daga 1907 zuwa 1919. A 1920, ya koma Janesville, Wisconsin, a matsayin editan "Janesville Gazette" kuma ya kasance har zuwa 1939.