Re: What is your End Game?
My brother has probably the best attitude towards life of anyone I've met. I've lately tried hard to live as he does. His motto is "It isn't he who dies with the most toys, it's He who has the most fun!"
He almost sold everything he had a year ago, to buy a trailer home on 1 acre, on the corner of deep water access, in the hot sound in North Carolina. He didn't want to put a 40 footer there, no, he just wanted to sail his 17 foot newport. He's since moved to Tennessee, but he's on a river, close to 2 lakes, and sailing his newport, and fishing with a good friend.
He's got the right goal, NOT sailing a floating McMansion (not that there is a problem with that, nor would he be against that)... he thinks in practical, "Can I do it now" terms.
My endgame? I just want to downsize my house, MORE land, so I can bring my horses home. I want a simple LOW maintenance house. The boat I have now, is a BLAST, I want to make it the best example of a Capri 25 that is possible for a 30yo boat. I am going to sail it in our local lake every minute I can afford to, and have fun doing it. I may travel to other lakes with it for long weekends, and perhaps some more open water for a week trip or 2 (if the wife will go along). I am not against hotels in this equation.
We field trial, so having horses home is great, moving closer to work is better (we drive 50 miles now). Having a place INSIDE to work on the boat/trailer, and living quarters horse trailer is a bonus.
Why do I say all this? Because we are working on getting that house now, not 10 years from now. I already love how this boat sails. It's rough, but I plan on working on it over the winter. This new house has enough room with a heated outbuilding that is big enough for me to back my boat into all winter in order to do the work on it that it requires. None of what I want to do is very expensive. In fact, moving to this place should save me close to $1500 a month (between taxes, and horse care, and shorter driving). I will likely only put about $5000 in work into the boat this year, including a couple sails.
To me, the best goals/endgame are the ones you can achieve now, if you achieve them now, you are happy NOW.
Honestly, I'll go one step further, if none of this happens, I'll still be VERY happy. Because my wife understands this sailing obsession. I share with her, on obsession with our Brittany hunting dogs, and field trialing. Having a hobby you can share together with a partner/friend, is pretty darned cool in itself.
"Rum Line" an S2 7.9 - cheap, fast, trailerable, and paid for.