I suspect this might be cultural thing. Some people might formulate their strong opinions that your approach is bad and your task should be done in another as gentle suggestions to avoid hurting your feelings. And Claude learned to stick to this cultural norm of communication.

As a workaround I try to word my questions to Claude in a way that does not leave any possibility to interpret them as showing my preferences.

For instance, instead of "would it be maybe better to do it like $alt_approach?" I'd rather say "compare with $alt_approach, pros and cons"

It feels like it trained on a whole lot of "compliment sandwich" responses and then failed to learn from the meat of that sandwich.