You can make an LLM play pretend at being opinionated and challenging. But it's still an LLM. It's still being sycophantic: it's only "challenging" because that's what you want.
And the prompt / context is going to leak into its output and affect what it says, whether you want it to or not, because that's just how LLMs work, so it never really has its own opinions about anything at all.
And the prompt / context is going to leak into its output and affect what it says, whether you want it to or not, because that's just how LLMs work, so it never really has its own opinions about anything at all.