His first mistake was spending all that cash and not saving or investing into it. Especially considering he was working and waiting tables alongside the porn initially. The second mistake was not leveraging his immense success at the top of the industry in a way that could make him more money or prolong his longevity. Besides that, it appears he just makes poor business mistakes. CopeWithFitness should have been a relatively decent success even without his porn persona. With it, he should have used that advantage with people lining up for virtual and in-person training. Which I already stated above. Then there were the "no, no" to even do. Being rude to your fans and customers during IG or Periscope livestreams was bad. Especially with G4P and saying you're not gay, ranting about random men propositioning you on livestreams or through tweets, knowing the type of work you do and the type of tweets/IG posts you put out. Parading around women on your livestreams and social media, etc. And having hardcore scenes outside of professional studio porn but doing them with women is the complete dagger on top of everything. Not very good, especially after doing literally EVERYTHING on camera with men. Promising things for your sites and then never following through is bad. Doing it multiple times is worse. Having many periods of no updates or hiatuses. Constantly begging. Poor handwriting and grammar (you don't realize how important this is to have people take you seriously).