Capital loss, operating loss, doesn’t really matter. The tax and business laws are (were) such that maximizing the paper loss ( real losses too) allows carry forward. Then discharging that loss with a BK.

I did loss realization thing in 2001 & 2002, I maximized my realized taxable losses to minimize taxes going forward. I still had more money than I had in 2000, I just didn’t have the vapor money I had in 2001. I skipped the BK part.

He lost a billion and 20 years later not only is still standing, but living larger.

I can point to all sorts of successful business that have lost a billion in any given year.

None of which changes my mind on not voting for him.