FC Den Bosch
On 1 July 2012, Boldewijn joined Eerste Divisie side FC Den Bosch on a season-long loan to gain first team experience. On 12 August 2012, Boldewijn made his FC Den Bosch debut in a 2–1 defeat against FC Oss, in which he featured up until the 80th minute before being replaced by Anthony van den Hurk. On 15 April 2013, Boldewijn scored his first FC Den Bosch goal in a 5–1 victory against Almere City, netting in the 63rd minute.