I've gathered over the years from listening as much as I have that he's is building towards an exit...but wanted to leave a foundation. He's talked about it...vaguely. The LeBatard and Friends Podcast network...where he's got all these folks (like you mentioned...Mina Kimes, Sara Spain, Marty Smith, his own pod, Stupodity, putting Mike Ryan out in the forefront) under one family, selling merch, etc.
...I'm from the era when A.I. was the answer, now they think ai is the answer - Marlon Craft