The first official trailer for the Plan B full-length video was published in July 2014, and served as the announcement of the video's title: "True." Following victories at the 2012 and 2013 Dew Tour Streetstyle events, Sheckler won the contest for the third consecutive time in August 2014. The Streetstyle event was a new downhill concept added to the tour in 2012 and spanned across four blocks above San Francisco's Bay Bridge. The event returned to San Francisco in 2013 and was held in Portland, Oregon, U.S., in 2014.