I'm anti-Trump. If you tell people "Trump is a corrupt asshole", that has a chance at convincing supporters to abandon him. If you tell people "the US needs a cultural revolution due to events from past centuries", that's what got him elected in the first place.

A good general wouldn't voluntarily shift the battleground to a region where their troops are weak. Political persuasion is no different. The Democratic Party keeps losing because they cling to unpopular positions on cultural issues. If Trump is as bad as you say, prove it to me by showing willingness to strategically cede ground on a few issues in order to win more voters.

I’m generally aligned with your point, but I also don’t think the official position of the Democratic Party is that we need a cultural revolution, nor do I observe most Democrats feel that way.

What I do see is media and politicians on the Right characterizing extreme positions held by a minority of folks on the far Left as though they are adopted by the entire Left, and that weak uncritical minds on the Right believe that nonsense. Rush Limbaugh pioneered this technique to profit himself, and Trump gave him a fucking Presidential Medal of Freedom in his first term.