Thankfully we have been able to manage to do both...cruise and work.
At 33 and 34 it is unrealistic to think of "checking out" but we do get to set our own hours and still liveaboard
We put together a 10-year plan and worked insane hours for 7 years. Three years ahread of schedule we bought HP, sold everything, and moved onboard.
We run South By West Press, an independent publishing company, from the boat. In the summer we cruise
north to the Chesapeake and in the winter south to Fla and the Bahamas
to work with Awl-Grip was one of the best things I did. Glass-work and refrigeration
has also been profitable work. Also, being 5'5" and 145lbs helped in competitive rock climbing pre-cruising, so working aloft comes all too naturally.
I have the best
office view in the world...dolphin and manatee swimming around right now...it may cut back productivity a little but I have all the time in the world and I set my deadlines, so I can extend them.
We realize just how lucky we are and are conscious to be thankful every day.