“There were some pretty depressing times. Because I had owed billions and billions of dollars. $975 million or so was personally guaranteed. That’s a pretty deep hole. And, when you’re that deep in debt, you’re mired in debt. You’re that deep in debt. That’s a pretty rough situation to be in.” Donald Trump explained in a 1998 BBC interview, “I wrote once that I would love to sort of have a bad period financially. Just to see who my friends would be and who my enemies would be. Now I’ll never ...