Owen was a huge TotalFratMove style comic.
https://youtube.com/watch?v=tDC-YrwW_20he spends way too much time on premises, but he did get a lot futher than say Daxter Herrera or other lolcows that tried to "make it" and while its not funny to us, its good enough for most normies.
If podcasts were as big now but a decade ago, he would probably be the host of The Chive's flagship podcast "high five til it hurts" or whatever. Also you can tell there is some craziness in there,
https://youtube.com/watch?v=fNM-8N0rVgE
But he was good enough to get a reoccurring role on a sitcom, and was apparently one of the better touring stand-ups. There's a reason Steve Byrne would let him open, hollywood must have seen something in him to let him star in that one movie with Ricci. He never advanced beyond C-list but he was still relatively well known in the stand up circles.