Your Op was well drawn and has brought in solid interesting discussion. I rarely see Maher doing his shtick but I liked the clip you posted.
I am getting old and I don't have much time for the woke left. In all, it seems like there are some very non-polemical a-political trends at work.
"Everybody says" that politics is getting more extreme -- from the screwy woke left to the screwy fascist right. More extreme and more contentious, less civil, less thoughtful, less accommodating (not to very different positions, but often to only
slightly different positions. Why?
Perhaps it's a result of a reasonably free society where the bar to entry into political debate has been lowered by technology. Anybody can get on one social media platform or another and babble away about anything. The Elite are still the elite and still run things, but the proles now have big megaphones to express themselves.
"Post modernism" seems to have mentally unhinged many on the the left. Up until... what? the 1950s? 60s? the now old left seemed firmly anchored in reality. They may have been dull, but they were accounting for real material forces.
The "public attention span" is only so long, and there is stiff competition to get one's views heard, to dominate the stage. This alone leads to exaggerated claims -- attention bait in the crowded market place.
A lot of what we see on the news seems to be "public performance". This isn't new, of course. Over the decades, maybe a century, people have learned how to effectively demonstrate anger, rage, grief, resentment, outrage, and so on.
People in politics have to work fairly hard to differentiate themselves. This is true for Republican Party candidates and the woke left, as well. Getting noticed can lead to absurdities (like the famous drag queen story hour).
I'm sort of a relativist. I heartily disapprove of slavery (chattel slavery or wage slavery), for instance, but it's conceivable that slave holders didn't feel guilty about owning slaves, any more than capitalists feel guilty for paying very low wages. Similarly, people leaving England to colonize New England mostly felt quite justified before God. They felt plenty of guilt, but it wasn't for being colonizers.
I don't look at "empire" -- colonialism -- as it was practiced in the 17th - 20th century as a
moral evil. Certainly not very nice, certainly wouldn't want to be on the receiving end, certainly took away more than was given, certainly relied on sticks (guns) much, much more than on carrots. The Romans required a steady flow of goods from its colonies to feed everyone, England, Netherlands, France, Spain, Portugal, Italy, Germany, Russia -- everybody who COULD -- wanted to tap into (for them) new resources. Finding, acquiring, holding on to, and exploiting resources is a well-established practice, everywhere on every continent, wherever it could be managed, by any group who could pull it off.
Western Civilization is not perfect, but it's the only civilization [people in the west] have got, and it is better than most. Those who are too good for this culture could emigrate to the East and to the south, to Russia, to the PRC, to Saudi Arabia, Sudan, Congo, Afghanistan, or any number of places where the "woke left" would be sent to prison, reeducation centers, mental hospitals, or end up beheaded.