I don't think there's anyone writing better, more actionable advice on this particular transition than Michael Lopp at http://randsinrepose.com
I'd read everything on that site.
Have been a Marketer of Childrens’ Television, a teacher of English as a Foreign Language, an Outdoor Educator, a Bread Baker, a Designer/Webmonkey, a Librarian a Stay-at-Home Dad, Startupper. In that order.