BAHAHAHAHAHA, okay here's closure.
The day after the RTDRS judgement he sent the email I described earlier saying I actually owe him $1,000 for legal fees. (Despite the fact I literally had a judgement against him for almost twice that lolololol).
So I sent a somewhat snarky email back, told him to go pound sand, and gave him a deadline of 5PM Sept 11 to send an email transfer before I went to Queen's Bench to file the judgement and get an enforcement order. I fully expected to have to chase him to pay up.
He never responded but emailed me the money right at the deadline. Email transfer question was along the lines of "Torture is a" and the answer was "poor-pathetic-loser". HILARIOUS, this guy seriously is about as mature as a 5 year old. You sure showed me. We were in the Okanagan when the money came through, good timing.
Anyways, that should (hopefully) be the end of this saga. What a ridiculous man.