One thing that stands out to me, coming from the corporate world as comparison, is that serious cruisers see no shame in working jobs that the average suit would see as "beneath" him or her to do if it means being able to maintain a cruising lifestyle. I know people who work three months or six months or whatever behind a counter and then move on. Sail for months, find someplace else to work and refill the till. Some of these people came from desk jobs and find the freedom from the corporate hierarchy and BS well worth the drop in pay. I'm two steps from that myself.
I come from the corporate world of BS as well. Maybe I need to get to know some of these people. I could learn a lot.