Blackehart began his artistic education at the University of South Florida under BAFTA-winning character actor Paul Massie, before moving overseas to attend the London Academy of Music and Dramatic Art.

Upon returning to the U.S., he became an active member of Manhattan's Westside Repertory Theatre (at the time the oldest classical theater company in the city),[4] and by day studied at HB Studio under Uta Hagen and with character actor William Hickey.

[2] Blackehart first became known for playing Benny Que in the cult classic film Tromeo and Juliet, though he has since acted in a mixture of B-movies (Retro Puppet Master, The Land That Time Forgot) and mainstream films, many of which are associated with James Gunn (The Belko Experiment, Super, Guardians of the Galaxy, The Suicide Squad),[2] whom he met while working on Tromeo.

In addition to his film work, Blackehart has acted in TV series including Grey's Anatomy, Star Trek: Deep Space Nine, and The Orville.

It was subsequently picked up for distribution by Troma and garnered DVD Talk's distinction as a "Collector's Series" disc immediately upon its video release.