After an education at the Academy of Fine Arts in Rotterdam, Bolle worked as an apprentice in the US for several sculptors, including Lee Lawrie. He then spent some years in Paris and Firenze, attempting to become a painter, but then returned to his native Rotterdam and designed coins. Bolle used various materials for his small sculptures, monuments and medals, in bronze, wood, or stone, and even concrete. His best known work is the relief and fencing on the G. J. de Jongh monument, which is situated in Rotterdam, like many of his surviving works. Bolle also contributed to the ornaments of the SS Nieuw Amsterdam, which was completed in 1937 and decommissioned in 1974. His commemorative medal for the Olympic Games in Amsterdam shows a group of athletes; the back is free. The medal is made of bronze with a diameter of 60 mm. The inscription reads “PRO PATRIA - PRO MUNDI” (“For the Fatherland - For the World”).