The comments and/or advice you're giving (and the tone you're using) are the type of things you say to someone before they decide to make the jump if you want them to think long and hard before making a tough decision. When you say it like this to someone who is announcing that his decision is made, you just sound condescending. It doesn't help that you throw in a bunch of advice when you don't even know who he is, what his company/product is about, or what his plan is.
I don't mean to sound condescending. I can't help the timing of the decision, either. I'm also guessing he's read HN enough to have more than my comments to weigh for various perceptions of a startup. To my knowledge the failure rate of startups is around 90% (not my doing). In light of that, I felt the best thing I could do if I wanted to truly help, which I do, is try and foster a tough, ready for battle mental mindset. His announcement seemed a bit cheery and optimistic, and I wanted to suggest that, realistically, the road to startup success is not usually a cakewalk. HN is largely a startup community, so I figured others might find value in my comments as well, and if such comments harm his enthusiasm, and are more destructive than constructive then, IMO, he's quite likely to end up in the 90%.
You need to be mentality prepared for the difficulties inherent in starting a business all by yourself. It is a different set of challenges then corporate life and the more you understand that ahead of time the better off you'll be.
I appreciate advice like that over a superfluous "good luck", "you made the right choice"< etc.
