Boss
Take a Memo:
I don't think it has anything to do with "stupid" it's just different strokes for different folks. They may feel like, if they ask for too much, they will get passed over for someone with lesser expectations. They may feel like, if they don't ask for enough, they're going to get screwed. Most people will answer with what they think you want to hear. Asking less is humble, asking more is greedy. Err on the side of humble.I think that's what stupid job seekers do.
I think it's a mistake on part of the OP to assume undervaluing is a red flag for low self confidence. What you expect to be paid and what you believe you're worth are two different questions.