Shannon problem is dealing with a 19-year-old who was not into him for him but for his $$$$
The girl was only in it for the money
The guy is rich and yes, dealing with a younger woman, but Shannon, according to sosuave fits all the archetypes to be successful with younger women
-He's in shape, easily top 0.000001% for his age group, 0.01% overall
-He's famous and got clout due to his podcast as well as being a NFL Hall Of Famer
-He's rich and was about to sign a $100 million dollar deal for his media company
So what went wrong? what went wrong is that he thought he could control a younger woman who was looking at the situation as business and Shannon was looking at as sex, kink. He was smutting her out treating her like a booty call and had other women to that he was dealing with. The 19-year-old got jealous and began recording phone calls.
Now a days a lot of men have to realize that these women, save screenshots, text messages, record voicecalls etc. They younger women of this generation also are very entitled and sensitive compared to prior so you have to mindful to naivagate that. IMO Shannon could have got a late 30s women just as hot or even hotter who would have been discreet but more importantly, would have enjoyed his kinks. And not some 19-year-old feminist SJW trying to get "25K for each cheek"