That's his appeal--few people would be interested in hearing him grill his guests. We have CNN for that. Saying he "lobs softball after softball at them" is true but not really a bad thing given that he doesn't claim to do otherwise.
It WOULD seem UNLIKELY that he WOULD NOT have the proper advice to make a deal like this AND NOT be ripped off.
“He probably has good advisors that made sure he wasn’t being ripped off.”
It honestly took me 5 minutes to figure out what you were saying. I feel like I uniquely struggle with this, like I have some kind of undiscovered form of dyslexia. Maybe it’s just late.