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Originally Posted by Surfing Sailor
The unfortunate part of my career choice is it requires some fairly frequent upkeep for certification and other than my inherent medical skills is pretty useless outside the US. My wife is a teacher, which should have at least some use abroad and she could probably keep up the continuing ed with internet classes/etc.
Basically, we're trying to decide whether to settle down in careers for a while, buy a house and a smaller boat for the meantime or to try to embark on an adventurous lifestyle sooner.
So now that you all have my life story.....any great ideas or input??
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It is always so much easier planning someone else's life!
Although I have not done the Liveaboard thing (
maybe in a couple of years??), from the age of around 28 I spent around half of the next 10 years on holiday in various
parts of the world for periods usually ranging from a month or so up to 6/7 months, although I also (vaguely

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recall a trip of around 18 months.
How did I pay for this? by coming back home to work (the world IS a small place by 747!) . The important thing being that I came back to work in my chosen proffesion - I could have probably stayed away ad infinitum picking Bananas etc, but I don't like working much!, so I figured if I had to work it might as well be doing something I knew how to do well and was therefore well paid for (relatively) so my next trip was not on a bare
budget and I could even save a few quid as well

. It also meant that I kept my skills up to date - the world does move on, and I have met plenty of those who had made a one way trip (financially / skills wise) which they did later regret, it is easy to mentally vegitate
Of course I was / am lucky in having skills that are in demand where I come from. Well, not entirely "lucky"..............
I never intended to go on holiday quite so much

and my bank manager wishes I hadn't

, but now I am making up for "lost time" workwise, without already having developed ulcers or had a heartattack! and I 100% don't regret the experiances I had - even though it did cost me a fortune in
lost earnings! (I wish some of them had been by boat - but you can't have everything!)........If I hadn't been away I would probably still be doing exactly what I am doing now, just that I would have a few more quid in the bank, albeit no doubt with a far narrower outlook on the world / life.
Whilst on the subject of money, I think that the experiance gained from "going away" from my norm has actually been beneficial to me financially upon my return, by giving me an increased ability to look at "The bigger picture" and to realise that many (most?!) things that are a part of my "normal life" at home are "in the great of scheme of life" essentially meaningless - and therefore the fact that I missed working for 5 years for the desk slightly nearer the window doesn't really matter. anymore

I am also pretty sure I wouldn't be working for myself now, and in the same work
environment now having the ability to say f#ck off to the same folk whose ar#es I would previously have been kissing

. Oh, and I would probably be in AA
Sorry, I have rabbitted on! Just trying to say that taking time out is not always a one way cost, as long as you do
also think ahead. and not just hope for the best.
IME once you are past the 2 week holiday hump your daily average cost of living drops considerably, cos' you no longer need to "do everything at once" and have the time to learn what is cheap and where - it also helps if you are somewhere cheap and your hard currency goes a long way
In your proffesion I dunno how easy it is for you to pick up work at short notice back in the US of A or whether 3 / 6 month short term contracts you can plan to are the norm? But I guess that for Teachers that this is pretty much a normal MO? You never know, if you get down to somewhere
English speaking (or
Australia 
) you and / or the missus may be able to re-certify (or whatever it is called!). After a couple of 6 month trips your boat may be a long way away - or not. Up to you.
After a couple of 6 month trips (or more??) if you decide not to keep on cruising / or "just" to go ashore for a year or 5 (to buy the house etc etc) at least you still are in contact with your working
environment and do not have to start on the bottom rung again.