1. is a good point, but I wouldn't be too focused on it - just realise that it's ok to do that, so that when you find somewhere you like, or when you're tired from the go go go, you do actually stop and enjoy yourself. Eventually you'll feel like moving on and getting back to it.

I've done three long trips quitting a job first (~20 months, ~12 months, ~6 months) and the first two had several month or more stops, and many week or more stops. A mix is good.