Claude does have this specific interface for asking questions now. I've only had it choose to ask me questions on its own a very few times though. But I did have it ask clarifying questions before that interface was even a thing, when I specifically asked it to ask me clarifying questions.
Again, like a junior dev. And like a junior dev, it can also help to ask it to ask / check what its doing "mid-way", i.e. watch what it's doing and stop it, when it's running down some rabbit hole you know is not gonna yield results.
Claude does have this specific interface for asking questions now. I've only had it choose to ask me questions on its own a very few times though. But I did have it ask clarifying questions before that interface was even a thing, when I specifically asked it to ask me clarifying questions.
Again, like a junior dev. And like a junior dev, it can also help to ask it to ask / check what its doing "mid-way", i.e. watch what it's doing and stop it, when it's running down some rabbit hole you know is not gonna yield results.