One thing to be prepared and still have things go wrong, another entirely to flaunt law, convention, and common sense to a predictable outcome and then expect others to come to your aid.
It's not just about your own safety either, at sea you also have the duty to render aid. Perfect example comes to mind in the first BOC Challenge, a single handed around the world race. Off Cape Horn in the Southern Ocean one of the lead boats lost his keel and sank in the night. He called for help on the radio as the entire rest of the fleet sailed by him asleep; he died.
There is nothing smart, heroic, or inspirational about setting off around the world single handed. When you meet these people in person you realize they are whack jobs and the reason they go single handed is because no one would get on a boat with them. If you want a good read about the matter and what it does to the mind, read Webb Chiles "Around the World Alone".
The last single handed delivery I did was over 20 years ago, a fish damned near sank the boat. I learned just how dumb it was.