Ask HN: What to consider when buying a business

I'm currently looking at buying a business via FE International which I believe will synergize very well when combined with my current side business (of which I amm the sole owner/employee) and potentially multiply the value of each other. The deal would be around 50-100k.

This would be a big deal to me. I've never acquired a business before and am definitely a rookie. What are some things that I should know or ask about? How much can I know about a business to inform my buying decision? Any pitfalls or traps to watch out for? Is there a specialized person I am legally obligated to consult to help with this?

Thank you for spending your time on this, it is greatly appreciated.