The numbers that you see on his podcasts represent clicks not individual listeners. So a guy who can only stand him for 2 minutes at a time would click 15 times on average per podcast. It would also fit his personality profile to have bots click his podcast to make it look like he has more listeners. I wouldn't be surprised if he has one 10th of actual listeners that the podcast numbers show.
As for Twipy, anyone can come up with an award, as much as I enjoy TWIP for their news and reporting, I think they cheapen themselves by having such an easily skewed award show that has great potential for biased and incorrect conclusions. Based on the sample size of the votes compared to the number of pinball owners or even pinside for that matter, it would not pass statistical criteria for validity. Here is something to consider. Pinstadium won the TWIPY for best mod and they happen to sponsor TWIP but when you look at this thread's poll it makes you want to re-evaluate the results of the awards.
https://pinside.com/pinball/forum/topic/pinstadium-or-pdi-type-glass#post-4376109
Best to keep the troll sleeping under a bridge, pinside is a much better place without him.