I find it a little bit (okay maybe more than a little bit) deflating how the US is just going in circles.

I agree. I don't think that's the only reason. But I find it frustrating that it's such a big factor.

I'm sure there is some misogyny there, but I don't think that's the sole reason he won (especially against Hillary).

There's something fundamentally backwards about a society where a large portion of the populous is "uncomfortable" with a female leader.

What frustrates me the most is the machoism in all this. Trump couldn't beat Biden in 2020, but he could beat both Clinton and Harris, both of which are women.

The actual issue (besides misogyny) is that her clear stance gives people something to disagree with.

While Harris had pretty clear views in the end and a concrete plan for the country's future. She may have changed a few views along the way, but that's just politics.