Ask HN: The importance your domain (.com vs .io)

When picking a new domain name what value do you put on having a .com domain? Assuming most of the 'good' .com's have been taken I go straight for something like an .io rather than having some strange .com (or of course paying for a cool .com).

Was this a big decision for you? Do you worry having something other than a .com looks a bit amateurish?