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Punch holes...Please!
Only comment I will make is in regards to time/distance. If you get the boat that early will you be able to get to it often enough to maintain AND outfit to suit your purposes ? Somebody will have to wash the bird droppings off at least once a week and there is always something that needs maintenance. I think it will be a chore for you to maintain let alone outfit from a distance for that length of time. If you only get 3 weeks vacation thats only 4.5 weeks over the year & a half. If you get the boat shortly before or when you retire you can spent the first month on it fulltime and get to know it better than if you had it longer. You would need a strong support network in SF, I can''t hardly make it a week without at least checking the boat.
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