No Stupid Questions

The first way we could fight, and probably the most likely to be successful, is an economic attack. General strikes, mass protests, and civil disobedience still have the chance to sway those in power that if they want to keep their status, they need to side with the masses and not with a megalomaniac dictator. Historically, we have seen great results from strikes and protest - organized labor is a powerful force to be reckoned with. Unfortunately, labor unions are at their weakest they've probably ever been because the U.S. government and large corporations have been colluding to make unionizing as difficult as possible. That's not to say it can't work in a spontaneous and unorganized way, but that requires people to give up a lot of security and comfort, and those who are not marginalized or are actually happy about the whole Trump crowning himself king would not be likely to show any kind of solidarity with others. It'd be an uphill battle, for sure.

The second way, is by abandoning the fight altogether. At some point, people will decide that throwing their lives away for the American Dream, the way of life that hasn't existed since they were kids, if it ever truly existed at all, is not worth it. Emigrating to another country willing to accept them, or in other words, mass flight from an oppressive regime, is more likely to happen than the third way.

The third way is revolution, a violent and organized militia that forms to overthrow the government and start a new one. As you've correctly guessed, it'll be very hard for a force to fight against a fully-actualized surveillance state complete with the most well funded military on the planet. We're not there yet, but if the goal was to make it impossible for any kind of resistance to organize and strike at the heart of the regime, they could have that system in place before the end of Trump's current term. Now, the one saving grace is that the present day U.S. military has zero experience fighting on their own soil, and modern warfare has shifted dramatically from having armies meet each other on the battlefield to asymmetrical warfare, where the under equipped side employs tactics that are difficult to counter or predict in advance - guerilla warfare, hit-and-run strikes, drone attacks, electronic warfare, cyber attacks, suicide bombings, etc. A civil war fought on American soil would be an absolute bloodbath for both sides, but not an easy win for the mighty U.S. armed forces. I wouldn't count on the armed forces siding with the anti-government faction, either. At least not in any quantity that would matter.

I suppose there is a fourth way, and that is for the state governments to balkanize and secede from the Union. This would ultimately end up in one of two ways - either Trump let's us go and those former states become countries of their own, possibly banding together to form a new coalition or democratic state. Or, more likely, Trump will go to war with the secessionists and probably win unless those now-sovereign entities can get help from some other country. America won independence from Great Britain thanks in no small part to France, and something like that could happen again if, say, all the west coast states formed their own country and then allied themselves with the Chinese government.