He’s way more trusting of banks because in his position, his debt is their problem. 

Recommending that to plebs is where I draw a hard line of disagreement. 

Also, in his hypothetical situation, if you’re a future retiree on a nice stack, you’ve put some time into it and you don’t wake up at 65 and say, oh shit, I forgot about yield!? Where’s my yield!?

This is Saylor also not being able to admit once again, medium of exchange. His banker daddies aren’t gonna like that talk. 

 I agree that this is not plebs oriented approach. He is playing big corpo/banks game. "You are going full maxi on me now.." - that line was funny though.