He received his Bachelor of Surgery from DePauw University and taught school for two years upon graduation. In 1913, Ross became Editor and Owner of the Peru Evening Journal and the Peru Morning Journal upon the death of his father. Woodring was also a showman, and was part owner of the Alderfer Circus which summered in Peru, and wintered in Denver.
Woodring moved to Canada, eventually settling in Edmonton, Alberta, Canada where he worked as the managing editor of the Edmonton Bulletin newspaper.
He also farmed west of Edmonton in the Hattonford area, where he produced a number of local shows for the community. Woodring married Grace Juanita Rockwood (1913–2009), and had one daughter, Elizabeth Joan (1934-2012).
Woodring is buried in Edmonton, Alberta in the Municipal Cemetery.