A subject that doesn't often come up among writers, but a very serious one nonetheless is the subject of health insurance.
If you're a single person who happens to be a free-lance writer, health insurance is a major concern.
When I left the full-time work force in 2002 to concentrate on writing (I wasted nearly a year in travel and play), I was covered by COBRA for eighteen months. For the three and a half years that followed, my BIGGEST problem was the crummy health insurance for which I was paying a small fortune.
Sixteen months ago, when I got notice of yet another rate increase, serendipity occurred. The phone rang, and the manager of a large department at a local university asked if I'd be interested in going to work for them. On another day, I might have said, "No," but on that day, I was holding a notice for an lousy insurance policy whose monthly payments would have purchased a luxury car. I agreed to the interview and have been back in the work force ever since. And I don't regret it.
I've been astounded at the level of comfort having a great health insurance policy brings. I don't put off my mammograms, I get routine check-ups and I no longer panick at the first sign of illness.
The New York Times addresses this issue today here.