He was signed by the Tampa Bay Buccaneers as an undrafted free agent after the 2016 NFL draft.

In April, 2019, Stewart signed with the Arizona Rattlers of the Indoor Football League (IFL).

Stewart finished the season with the Rattlers; they competed in the 2019 Indoor Football League Championship game against the Sioux Falls Storm.

Stewart's cousin Bo Smith, played a few seasons in the NFL and the CFL as a cornerback.

[16] Along with professional sports, Dez is an entrepreneur, owning a digital media business (Unorthodoxs Media, LLC), a clothing line (Humalien Clothing), and a social networking app he built and published (Fonebook App).