>>14472219Bit more detail.
He used to sponsor wrestling events for old timers in the area - Cauliflower Alley type stuff, tribute shows, ECW stuff and the like of. He was very much a guy who enjoyed putting his money on meeting and talking to the older generation.
Anyway, he became friends with Bruce Prichard and they were local to each other to the point that they used to hang out socially. At the time, Prichard was unemployed and it seemed his WWE run was done forever. Prichard understood the value of his stories as DVD shoots were a thing and people like Cornette had been moving from that into the podcast world.
So Prichard and a different host started up a podcast which is pretty much lost media now. It was a disaster. The host basically wanted Bruce to bury everyone and was pretty unprofessional about it. He forgot that he was talking about people who were friends of Bruce and it got heated at times. Think they only did 3 or 4 together.
So Prichard didn't want to enter the podcast world again but Conrad told him that instead of getting a professional host, then Conrad would do a few episodes with him.
At this point, Conrad had already hosted a traditional podcast with Ric Flair, and as Conrad did his own radio voice overs for his ad spots then Ric decided that Conrad would host it. I mean, imagine if your girlfriends Dad, who also happened to be one of the greatest wrestlers of all time, told you that he needed you to host a podcast for him to shoot on. What you gonna do, say no? But Flair being Flair, the show was disorganised and Conrad tired of it.
So they both came together at the right time.
STWW was novel for two reasons - 1st, it was a totally different format. 2nd, it was Vinces right hand man and not a hanger on. They also had their ad and merch on point and Conrad calling Bruce a liar was a big thing.
The others followed for a simple reason. STWW made a fuckton of money. So others saw that and also wanted to make money.