I'm one of the lucky few who actually makes a decent living doing photography. The trick is finding a specific niche in which to prosper. In my case, I am the in house photographer for a high end collectibles company. We grade and authenticate a lot of stuff, and my job is mainly photographing coins for use in auctions, our research, customers, and for our online applications (reference sites, iphone apps etc).
I get to travel a fair bit if you can believe that. I actually did some work with the Smithsonian's collection a couple of weeks ago.
But bear in mind that it can test your sanity. Imagine, having to photograph several hundred little coins in an afternoon. And photographing them is one thing - post is another!
But having said that, my digital work on the weekdays allows me to comfortably enjoy exploring analog on the weekends.