I am just hoping someone takes this up and actually challenges it in the courts well ahead of time.

I personally know someone working to file suit against the state AG to bar trump from the ballot in their state, so there are things going on. Whether they’re successful or not is anyone’s guess.

My guess is “no, they won’t be.” The 14th may in fact bar someone from holding office, however, it’s my personal belief the 5th and the 14th both require them to be convicted of said offenses to first trigger the bar