I'm afraid of not having an income, afraid that I won't be able to have an income while cruising, and afraid that I won't be able to start having an income again after the cruise is done.
My wife is not comfortable sailing on our current boat in the winter, and would not be comfortable for more than a few days at a time in the summer. So while we don't need a bigger boat, we need one with more stuff and stuff in better working order.
I guess those are my main reasons.
1972 Catalina 27