Jim is the only person to lose the prestigious Andy Kaufman Award twice in a row, both 2014 and 2015; he "interprets Kaufman's comedic impulses through the lens of modern technology" and "got the most laughs of the night", but still lost to the well-deserving Brett Davis. He is a pillar of the now-revered Denver comedy scene where came up alongside Adam Cayton-Holland, Andrew Orvedahl and Ben Roy as one of the founding members of The Grawlix. The Denver Post proclaimed that Jim was "so ahead of his time that audiences have only started recently embracing him as the hilarious cyborg he is,” while also deeming his comedy pedigree as “equal parts stage-ruling and experimental.” He is the founder of the ascendant production company Bigtop Studios — an international and domestic film house that also produces revered comedy show endeavors in Los Angeles and Denver.