Even the drug addicted ex-child star knows Star Trek better than Jay.
I think there needs to be a new series: Mike and Rich force Jay to watch Star Trek. Mike and Rich each pick a certain number of episodes from each series they think best represents the show and have Jay watch them. Maybe have what they think is the best episode of the series, their personal favorite, the one normies are most likely to enjoy, a horror or art house themed episode to appeal to Jay, and the worst episode. Afterwards they talk about what was good and bad, how easy it is for a casual to enjoy each series, and how the series works as a TV show vs how it compares to other Star Trek shows. Make it happen you fat drunks!