I generally oppose notions such as "all cops are bad" and I do think they should even command some respect in society (it should go both ways of course). You want the police to be on side of society in a broad sense and for them to be civic minded.

I wouldn't say American police are bad (even though I do have stories of their cowboy antics) per se, but I did get the impression that the US police is somewhat subrevient to the oligarchy.

Having a civic minded police is the best option, but even a self-interested police force can show flexibility and have a indirectly positive influence.

One hypothetical example would be the police not willing to easily, directly side a group in a given case. Their thinking could be something along the lines "why don't we sit this out, no point in taking all the risks for some breadcrumbs, when the vast majority of the benefits go to someone else. Let them put their asses on the line and we'll see how things play out."

Not an American, so maybe I don't know what I am talking about (although I have lived/worked/studied in US + Canada for a decade).

I won't speculate on who will win or not. But as a foreigner who has lived in the US, the impression I get is that American society is arguably not prepared to fight for it's freedoms. There also don't seem to be any institutions (political, social, cultural) that can create a situation where the current elite's de facto hold on power becomes unsustainable and they start feeling a personal risk (even on an implicit level - which is arguably more important than explicit actions).

Paradoxically that can be seen as a good thing; there is enough money to go around where people don't need to care. That's actually a decent place to be in (in an abstract sense). But there are also externalities to such a setup; your country's liberal (not in the American sense) institutions can slowly circle the drain and no one does anything until it's too late.

In a hypothetical country a sizeable ethnic minority might be so opposed to a given leader, that a lot of the centrists or people who just don't care that much start having second thoughts about that leader. Or say the local oligarchs or the judicial elite start wondering if they could get themselves in trouble (real trouble; loss of assets, even personal danger - doesn't have to be explicit but even a somewhat real possibility) due to the continued support of said leader.

From my experience, these sort of dynamics simply do not exist in the US. The oligarchs will always have their money protected and their "get out of jail free" cards respected. The judicial system as a whole would never be in a situation where they would largely be considered illegitimate (and seen as treasonous, criminal collaborators).

And can you honestly imagine any kind of real protest movement in the US. Shutting down of airports and critical transport and communication networks. Direct rejection of central authority in specific regions. Local arrests of oligarch property. Orders for arrests of specific oligarchs in protest regions (with full support of rank and file police officers).

I am not saying this is good thing, just pointing out that I can't imagine this happening in the US (I could be wrong).

So let's say Harris does win and Trump does a low-key coup with backing from oligarch and judicial elites (the US supreme court is corrupt by global standards). I don't see anyone fighting back.

Am I being too pessimistic and jaded in my worldview?

I don't think the US goveent would allow them to fail (be it their design business or their fabs).