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In article , says...

Do you want to do racing or cruising crewing? Racing is harder to break into
and you are unlikely to succeed unless you've been racing dinghies since
very young.

Racing as a professional is even tougher than that. You can forget
making a living out of racing unless you have a very convincing track
record of winning at a high level. The number of people doing it is
miniscule, although just a few make a very good living indeed. The
number who sail as amateurs with the owner picking up travel and
accomodation bills is a lot higher, but that is still just the tip of
the iceberg. On the vast majority of race boats, crew pay for their
regatta accommodation, travel etc.