"The man can't seem to lose."
You're right.  He won the presidency with the worst popular vote results ever.  He won the award for the worst popular poll results for the first week and month of any presidency ever.  He won the obligation to pay a settlement for Trump University case.  Oh, and the obligation to pay for various "won" court decisions from the Trump charity's accounts.
I'd suggest against putting that man up on a pedestal but every time I've done so in response to comments like yours it's proven to be a complete waste of time.