Lots of factors you didnt list there.
Where are you? In antarctica you wont get any
money because no boats will be there. In Ensenada there will be nobody with any
money (because the monied boats either dont stop there or they just left SD and are fine).
So anyway, lots of variables. I guess it isnt much different from the rest of life. Can you make money at home fixing people's boats?
Not much changes out there, still people, still towns with resources.
I will say though, that it costs money to
cruise, can be done cheaply but I wouldnt count on odd jobs to fund your
cruise. I have run into more than a few deadbeat cruisers who have no money and hope they can earn it along the way. Very few of them were earning a living cruising and not very few were freeloading.
Not saying it cant be done but I can say it seems like "out there" is analogous to "back here" my buddy the
sailmaker makes money "out there" but he was a
sailmaker at home and made money doing it there too.
Cheers,