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this is an excellent post -- I am in a similar position, though don't own my own boat yet. I'm coming up to a break in my career, which affords me the flexibility to take some time off - I do plan on taking some courses in the early spring - but are there any specific skills that would be helpful in 'winning' a crew position on such trips? Or is networking my best bet?
Also when positions are expense sharing, what does that entail food/provisions, or everything including docking maintenance repairs... (or does that vary)