Reddit reviews How to Be Idle: A Loafer's Manifesto

Start here for some cool entry-level stuff. There are many more sites like it. Do some research on what skills you need to also score some jobs that are work from home, or that give you lots of free time, or that generally just seem like a "wow I can get paid to do that?" type job. And just assign yourself homework. Even if it takes years, eventually you'll be competent enough to apply to some things from self education, or otherwise maybe find a more traditional educational path the get you where you want to be. You have your entire life to find a niche to fill in this thing we call society, and you may find some niches where people are just like you--doing what they do, but living for life more than anything. It's about the journey, and maybe you'll find that niche at age 59, but between now and then you'll have some awesome memories about all the trial and error, experimentation, exploration, and realizations. Just poke around, see what happens!

EDIT: I'd totally recommend some fun, INFP fitting books also--not work related, but more "how to fit into the world related". The first one I finished last week and it makes me think about how society can be all a game, and extremely hard to escape from, even if you go to the fringe. The second two I read one summer, 8 years ago, and they completely shaped my worldview and decision-making about who I want to be.

My suggestions:

• Ishmael by Daniel Quinn
  
• The Dharma Bums by Jack Kerouac
  
• How to Be Idle by Tom Hodgkinson

Somebody even wrote a manual:

http://www.amazon.com/How-Be-Idle-Loafers-Manifesto/dp/0060779691

Or you could simply live. (seriously)

http://www.amazon.com/How-Be-Idle-Loafers-Manifesto/dp/0060779691

How to Be Idle was a good book on this subject. The author uses a lot of historical context to illustrate how people's mindsets in the past weren't always so concerned with being busy.

Have I got a book for you, OP

As a very accessible read I'd recommend How to be Idle by Tom Hodgkinson. It's a very entertaining series of essays that discusses our attitudes to work, careers and other aspects of modern life and challenges the accepted wisdom on such matters. If you are between jobs, it's a dangerous book to read as it makes an excellent case for the more relaxed lifestyle!