The boat is a 2016 Catana Bali Catamaran. Not the most expensive, nor the cheapest, not the fastest not the slowest.
Our lifestyle living and traveling in a van was a means to an end... if traveling full time and camping/hiking/exploring (all things we love to do and would previously spend vacation time to do) was a bad as it had to get, we certainly never felt like we were living in strife.
I guess thats what makes all of our paths different. To us living in a small space never mattered if our back yard was infinite and we had no timeline or demands to be anywhere else. That was one version of perfection.
Now we live that same lifestyle on a floating home that seems ridiculously huge and opulent to the two of us and a dog. We spent almost a week a few weeks ago anchored off of a private resort that charges over 2k/night for guests.. its hard to me to look at our nights spent anchored in that bay, snorkeling with those guests and eating/drinking/mingling at the bar/restaurant with them as "tough" living conditions.
I don't know what your future boat or life aboard looks like, but ive certainly seen yachts 10x the size of ours with enough "help" to make sure you never lift a finger - so wherever you are in the spectrum im sure you'll find it out there when you go!!
AS far as our funding... I think its as strong as anyone else, or at least will be when our tenants finish paying off the mortgages... but that doesn't mean I don't still have hesitation. I think we all do, but when your path is (apparently) as vastly as different as ours its a bit harder to find others to compare to/cohort with for comfort (as is evidenced here).
Here's to hoping our wakes cross in the future and we somehow make the connection!
lol, okay, I think I see where you're getting a disconnect with many of the posters regarding your actual life and the posts making assumptions about it (myself included).
When you described your "path" to where you are, it was "living in a garage" or "living in a van" and switching things over to "living in a boat". Couple that with reference to effectively running out of money and depleting savings/investments, and what you described sounds like a life of few to no creature comforts, regular and repeated financial worries, in exchange for "the joy" of not having to work a regular job.
You mentioned businesses and real estate but provided nothing close to the information necessary for a reader to think that the money you accumulated/income being generated was what most people would consider a "comfortable" amount.
The boat I pictured at first was more like an Oceanic Mk II etc when you said you bought a cat. Certainly no where would I have surmised that you are living in what most would consider a modern luxury yacht.
Perhaps the happiness and pleasure you felt with lesser accommodations etc would still please you today, though I'd wager that most people here would find your current place quite comfortable for at least a vacation if not more.
I read "go small, go now", and I've stayed on "small, now" sized boats and those smaller, older boats are not what I'm willing to settle for (which I could easily afford now). Of course, I'm kinda in love with modern monohulls so I won't need to shell out what your boat runs either though
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Regardless, congrats on your achievements and the enjoyment you seem to be getting out of life these days.