Quote: .............You might argue that people should be allowed to put themselves at risk, and I would probably not take huge issue with that, so long as those involved are happy to be left to their ends rather than expecting rescue............
.............On the other hand, I disagree fervently with those who suggest that keeping a good lookout is something that can justifiably be excused the single-handed fraternity. ...............
To deal with your first point. Granted that singlehanded yachtsmen do sometimes get into difficulties but do you know of any instance where one has shown any expectation that he/she is entitled to be rescued? Certainly they might let it be known that they are in difficulties and be very grateful if someone does help but that's a far cry from expecting help. Also do you know of any instance where some person or organisation has been unwilling to help; most people admire personal courage and are happy to do what they can to foster it.
Secondly, a singlehanded yachtsman in a small boat of the type used in the Jester Challenge offshore poses no measurable risk to anyone else's life or property. In the extremely unlikely event of him/her colliding with another yacht in the open ocean it will probably be going in the same direction, as determined by the wind, so it is only going to be a glancing blow. If he/she collides with a ship or a reef the only person who will suffer is the singlehander. They also develop an awareness, or sixth sense, of what is going on around them which the molly-coddled majority never experience.
You say you are a "safety professional". You are therefore used to carrying out "risk assessments". Perhaps you would do one for us? I'm not being facetious here; it really would be interesting to have someone look at all the factors involved and tell us how risky offshore single-handed sailing really is to other parties.