He literally raised the taxes on basically everyone that makes less than $300k and gave billionaires another tax cut because he did that in his first term too.

Democrats still can't figure out their messaging.

Because the Democrats exist as a controlled opposition party. They aren't there to make your life better, they are there to funnel progressive energy into a harmless movement.

Here in Germany, one of the left wing parties (literally "The Left") has been putting up election posters with lines like "If your town is getting flooded, the rich are boarding their yachts", "If your heating is too expensive, someone's making coal" (making bank), "If your grocery trip is too expensive, a corporation is cashing in" and such. I found that a refreshing sight.

(Mind, some of their positions are contentious too and this isn't an uncritical endorsement. I just felt the posters were fitting.)

Because unfortunately the only thing the Democrats are good at is failing miserably at being good politicians. Those of us in the US are stuck between choosing a party of feckless, stupid, corpo shills and a party of straight up fascists :(