The owner you witnessed was probably trying to stay in the same business, unlike trumps failures. He just "reorganizes" and starts branding another shit product thinking his name will be enough.
I am guessing your buddy probably didnt have the "CASH" connections donny did neither? By comparing the stress levels of your friend, and that of what is perceived as Trumps stress levels, is rather wierd.
Your buddies stress was a real thing, because it was serious to him. Trumps doesnt stress about debt and paying debt, he has a business model for that