I share your hope that it won't end well for him, but I can't say I'm optimistic. Deadspin/Defector has been trying to take him down for, what, 10 years now (I'm going to guess there are more than a few people there who are absolutely livid that Insider got this story and not them, because that place likes a vendetta more than it likes journalism). The best it has been able to get is the awful **** that Portnoy has said publicly, and anyone with a Twitter account can see that he's vile. If anything, all the negative coverage around that goon just seems to make him more popular among the mouth-breathers who read that ****.
I guess what I'm trying to say is: What would be the smoking gun when it comes to Dave Portnoy, who is a known ****bag? Sadly, I'm not sure the Insider story -- as repellent as its details are -- is it.