If something is supposed to be cringe, it’s up to the creators to find a way to indicate that to the audience, otherwise it’s taken at face value. Syrill Karn’s speech to Mosk’s troops in Andor is a good example of how to do that.
As for any ‘anti-woke’ sentiment - I’m sure there’s some, but most of the criticism seems to come from people who just straight-forwardly aren’t enjoying the show as much as you. I hope you continue to enjoy it.
That ‘… and you killed Kelnacca’ line sounded a bit crowbarred in to me. Not sure if they even used the same actor for it.
I’m not convinced by the Darth Bortles theory (it’s a fun idea, I just don’t think the physiques match). More likely for the master to be one of the witches. They should have it be Abigail Thorn, just to watch the internet explode.