Re: Singlehanding a 41' Hunter DS?
Keep in mind it's not just 'buying' the boat, it's the upkeep and maintenance ever thereafter. A 40+ footer is going to cost big on an ongoing basis. Also have you actually researched the costs of 'living aboard cheaply'? Moorage rates can be high, there may be liveaboard surcharges if indeed living aboard is even permitted, city/municipal taxes if so,... contrary to what many believe 'cheap' may not be the right buzzword.
Sorry, but with self confessed zero experience you're putting the cart before the horse.. rent, beg rides, charter, take courses, read, ask questions.. after a year or so of that sort of thing you'll have a much better idea of what's realistic vs whats imagination.
And if indeed money is no object, spend some time looking around at what many would consider more premium brands.. Hunters are OK but there are much nicer/better boats out there for someone with some (or a lot of) cash to spend.
".. there is much you could do at sea with common sense.. and very little you could do without it.."
Capt G E Ericson (from "The Cruel Sea" by Nicholas Monsarrat)
1984 Fast/Nicholson 345 "FastForward"