It's not like he's ever see the jail cell to be honest, so I don't think there's any consequence
It would be incredibly funny for him to become the second person in history to run for president from prison though ngl
Second? Oh please don't let it be Mandela. This would be a terrible comparison.
The first and currently only person to run for the US presidency from prison was a socialist called Eugene V. Debs, he also helped found the IWW and the DSA. He was repeatedly arrested for labour activism and criticising the foreign policy of the USA until he died in 1926.
Didn't John McAfee (the antivirus guy turned crazy hillbilly) try to run for president from prison? I seem to remember something about that, but it may have been a fever dream.
Trump only has two expressions: Smug gloating, and grumpy. That smile is a photoshop.