> For some personal background, I do come from a financially stable family. My parents could have covered the $16k to help me follow my dreams. But I didn't ask them (and neither did they offer). The financial pressure and responsibility of my startup was to be fully on my shoulders.

Even though he wasn't accepting money from his parents, he was implicitly using their financial security to shoulder this risk. If everything had really gone to hell, they would have helped him back on his feet. (Much like some banks could take huge risks knowing the government would probably bail them out, even if there wasn't an explicit agreement or exchange of money beforehand.) Other people, like maybe his friend, don't have such a financial safety net and so can't take on those kinds of risks.