Amy generally doesn't advise leaving your day job either (disclosure: I've been through her 30x500 course). Having said that, I'm in a similar situation (sole bread winner, 2 kids) and I'll probably be handing in my notice this week too. It's partly because the job was causing me debilitating levels of depression that I just couldn't work in my spare time. I'm planning to work as a freelance rails developer (got my f…
PS please blog about your experiences freelancing and applying amy's principles, i'd love to read about it. Congrats on your first client!