Any early retirees turned cruisers with big careers have regrets?

[MicHughV]

I think most people have this backwards....

I had a retire now, work later plan....
You wanna be cruising in your younger years when you are still fit and able..and work in your later years, when the body is not quite as capable anymore.

You will also bring a lot of wisdom to the plate when you do do eventually find a job..

That's how I did it, and it all worked out to plan.

[thomm225]

Originally Posted by MicHughV

I think most people have this backwards....

I had a retire now, work later plan....
You wanna be cruising in your younger years when you are still fit and able..and work in your later years, when the body is not quite as capable anymore.

You will also bring a lot of wisdom to the plate when you do do eventually find a job..

That's how I did it, and it all worked out to plan.

That's nice, but if you live near the coast where you can enjoy sailing and being on the water anyway, you will get paid a lot more in those later years.

I have been the boss so long I could never get a job as just another employee.

Everyone has their own plan though so whatever works is good.

[MicHughV]

Well, it was tough to work offshore, often 100's of miles from anywhere, etc, etc, or being in another country, which prohibits foreigners from working without a lot of paperwork, etc.
I did earn a meagre living by spearfishing and selling my catch to other yachties and also doing mechanical work, ie, fixing stuff.
Once on a while, I'd take paying customers ( ie, people I met in a bar the night before) out for a daysail)
I always seemed to have " just enuff" to get by and never gave it much thought.
Off course, I had youth on my side, which helped.

[Star Fire]

Originally Posted by MicHughV

I think most people have this backwards....

I had a retire now, work later plan....
You wanna be cruising in your younger years when you are still fit and able..and work in your later years, when the body is not quite as capable anymore.

You will also bring a lot of wisdom to the plate when you do do eventually find a job..

That's how I did it, and it all worked out to plan.

This is brilliant! I wasted my former years working, partying, chasing tail, being an all around degenerate. I’m 43 now. In my thinking, I have 20 more years of good sailing left in me.

Go small, go simple, go now!

[BuoyCall]

Originally Posted by Star Fire

This is brilliant! I wasted my former years working, partying, chasing tail, being an all around degenerate. I’m 43 now. In my thinking, I have 20 more years of good sailing left in me.

Go small, go simple, go now!

Chasin Tail???? Tripple tail? Lol. Life is short and you cant buy time. 51 now retired leo insurance agent remote, one kid at the house for one more year then liveaboards....Cant wait.

[GlobalNomad123]

What if the "successful" career yielded ~$50 million in assets. A boat big enough to carry all of life's needs and desires, a crew, an unlimited monthly budget and whatever else was needed?

[Wolfe10]

Originally Posted by GlobalNomad123

What if the "successful" career yielded ~$50 million in assets. A boat big enough to carry all of life's needs and desires, a crew, an unlimited monthly budget and whatever else was needed?

YOU have to decide what you want-- do you want to learn how to cruise and do it yourself OR do you want to learn little about sailing/cruising and have others "tend to you"?


No right/wrong answers, but VERY different.


More $$$ doesn't necessarily give you what you desire.

[GlobalNomad123]

I may want to do a little bit of both....

[Wolfe10]

Originally Posted by GlobalNomad123

I may want to do a little bit of both....

Really difficult. A boat that two of you are comfortable handling will be very different from one that will accommodate you and a crew to tend to you.

[GlobalNomad123]

won't be two....

[Wolfe10]

Originally Posted by GlobalNomad123

won't be two....

Please let us know more details and likely we can be of assistance.


You are correct, an ideal boat for 2 is different from the ideal boat for 4 and very different from the ideal boat for 4 plus crew.


Also, where you want to cruise and whether sail or power will help with answers.

[GlobalNomad123]

Sail, globally, 65-85' cat

[Wolfe10]

Originally Posted by GlobalNomad123

Sail, globally, 65-85' cat

Perfect. And, on that size boat, a crew is HIGHLY recommended.

[Bearkeeper]

I was fortunate to be able to retire at 48 years old.
Now at 74, we lived aboard and cruised full time for 18 years and if I had it to do over, would do the same think.
Make a plan and stick to your plan.

[mako]

@GlobalNomad123 which model cats have you viewed and what were your thoughts on size to fit your needs?