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The model almost certainly lacks accurate conceptions of overwhelming and person.

If you think Claude is bad at this, try Gemini. Even with explicit user prompts.

Claude seems to be better (not good, but significantly better) at judging where making the answer longer will actually be helpful (e.g. adding important information/context/nuance that a short answer would miss, thinking a step ahead, etc.).

Interesting, they say "focused, brief, and concise" but not "clear". I find the Claude responses these days are too dense, which contributes to being overwhelming. It's not the number of words used that overwhelm me. I've been asking it to use ASD-STE100 and that helps somewhat.

very much this

dense and often somehow 'ungrounded' from my perspective... like it doesn't understand the need to bring me up to speed with what we're talking about before stating it

It feels a bit like some of the style of internal reasoning (dense, shorthand jargon) is leaking into its responses to me

Imagine what it's like without that line.