I'm always amused over professionals who dream of casting off the bowlines and leaving everything behind. I consider this a form of escapism, running away from life's real issues to pursue the Buffett life. Why is this so important to a young family - especially while so low in the climb up the social and professional ladders of NY's medical society?
If my opinion is worth anything, I'd say buy a boat suitable for cruising southern New England's beautiful coastline and enjoy the relatively short season here. Once confident in your sailing skills, take a few weeks off during the winter months to charter sailboats down island. After a while, these dreams may transform into something different.
TrueBlue: your opinion is worth a lot, as I've read many of your excellent posts over time. Not exactly sure what it is about professionals' dreams that amuses you (as opposed to non-professionals?) though...regardless, what you say is clearly the most reasonable and practical approach. It's EXACTLY the advice my father is giving me, incidentally, and while I have endless love and respect for him and his enduring pragmatism, I have to say it's Libellula's comment, "Life is short and uncertain" that immediately grabs me and pierces through like a clear bell.
I certainly don't wish to disparage my career-I'm very thankful to have it, and it's a great way to live a life-, but I personally have little interest in pursuing the 'social and professional ladders of NY's medical society' (not entirely sure what that is, even...picture stuffy doctors in bow-ties??). In my case at least, I don't agree that this is escapism...Ok, maybe just a little, but I honestly think that doing this and doing it well will in many ways be a lot more challenging than was the whole medical process I just spent the last 12 years negotiating. I risk overstating my case, but I think that much of the process of becoming a doctor requires having a family capable of writing checks, possessing some capacity to suffer, and mostly, being willing to follow direction and put one foot in front of the other when and where your are told. If you do that, you travel a well-worn path and more likely than not arrive exactly where you expected to be..a good place, surely, and also fairly a sure thing. As I see it, not true with being a cruising sailor, as there's no program to follow and everything to learn, you sink or sail by virtue of your skills alone and no guarantee of a safety net if things go wrong, and no promise of anything along the way or in the end except the experience that you make for yourself. I expect it to be mostly frustration and discomfort, actually, punctuated by moments of pleasure and maybe occasional exhilleration to hopefully make it all worthwhile. It seems much less of a sure thing to me, and frankly it scares me a lot more than I ever was going into medicine. But if I can pull it off, I have a sense that the satisfaction of doing this hard thing well will be most gratifying. Could be dreaming, but I won't know unless I actually do it. Sorry for indulging in auto-analysis of myself here for all to see, but I couldn't seem to stop once started...