There are generally two types of boomer left i have come across.

Those who were radicalized decades earlier (some were already staunch opposer of US imperialism going back to the Vietnam war) and saw their workers movement being dismantled from the inside by weaponized liberal identity politics post-USSR collapse, these boomers are far more likely to harbor anti-trans/LGBT sentiment.

Then there the boomers who were radicalized during Bernie/Trump era and shifted leftward toward Lenin/Stalin as the years went by (a small proportion but they do exist), these boomers are generally supportive of LGBT and various other progressive rights.

At least this is my experience with them.

Finkelstein's his academic career has been destroyed by Zionists because he never backed downa and sold out. Zizek has and always will be some edgy contrarian ivory tower leftist.