Sailing Good, Bad, And Ugly: Matt & Kristen’s Net Worth and Boat (2023)

Everything You Always Wanted To Know

Joshua Smith

Founder and Editor at Cruising Freedom

This is the definitive guide on Sailing Good, Bad, And Ugly for 2023.

Over the last 2 years, I have spent 33 hours watching and researching everything I could about Sailing GBU to learn more about their story.

(Yes, I really am *that* obsessed with Matt and Kristen 😃)

If you wanted to know:

➜ How Sailing Good, Bad, And Ugly afforded their boat

➜ How they make their money today

➜ What boat do they have and its upgrades

➜ How old are Matt and Kristen?

➜ Can you access uncensored or uncut content?

Then you’ve definitely come to the right place.

Before we start, a quick introduction from me…

The Cruising Freedom Author

Ahoy, Matey! I’m Joshua from Australia.

I’ve built the perfect business to sail the world.

A business model which can allow me to:

➜ Own a catamaran debt-free

➜ Go for weeks without WIFI

➜ Create semi-passive income

➜ Inspire others to dream big

But more on that later… 🙂

Sailing Good, Bad, And Ugly FAQs (April 2023)

Boat Name

S/V Dead Dolphin

Crew Members

Matt (age 36)

Kristen R Davis (age 26)

The Boat

Ever wondered what kind of boat they have? I’ve done the research.

Sailing Good, Bad, And Ugly own a 1979 Hunter 37C yacht.

They bought this on Craigslist for $5,000. It has twin cabins and one head, although the 2nd bedroom is Kristen’s makeup room and is occasionally used as a guest bedroom.


They have done a bunch of boat upgrades during their project videos. These include:

➜ New kitchen including the kitchen sink

➜ New washing machine (they made it fit!)

➜ A brand new engine from Beta Marine

I can’t wait to see what’s in store next!


Sailing Good, Bad, and Ugly is currently in Puerto Rico doing boat work and upgrades, as we can see from one of their latest videos:

They are on track with their video updates. They were previously in Minnesott Beach, North Carolina.

Past Cruising

Matt and Kristen have sailed in:

➜ Key West

➜ Dominican Republic

➜ Puerto Rico

Affording It

Matt and Kristen aren’t luxury cruisers and simply made things happen with what they have. After all, their yacht cost them a mere $5,000! They’re following the ‘go small, go now’ philosophy which I highly respect.

Net Worth

YouTubers can do well for themselves.

Are of 2023, Sailing Good, Bad, and Ugly have a net worth of $457,000 US dollars.

This combines their boat value and personal incomes.

Making Loot

How do they actually make this YouTube gig work?

➜ They run ads on their YouTube channel

➜ They use affiliate links in their description

➜ They sell their own Sailing GBU merchandise

➜ They do referrals to Amazon and Precision Sails

➜ They do referrals to Amazon and Precision Sails

In total, they make around $7,200/month on YouTube which is just enough to keep them going. They share some more details here:

At this time, they don’t offer OnlyFans or any nudist content.


Have you seen them on any other YouTube channels? I haven’t but if you have, please let me know!

Big Moments

Some cool moments in their journey include:

➜ Sailing with no engine

➜ Dropping their anchor in the wrong spot

➜ Going shark fishing more than once

➜ Losing their steering while sailing

They also kept moving their washing machine around… 😅

Future Plans

Where to next? They’re going to explore South America from here onwards.

Key Takeaways

What can we learn from this ambitious couple? A lot, actually:

➜ Keep things super simple

➜ Look on Craigslist for deals

➜ Don’t be afraid to innovate

➜ Live within your means

And make the most of this short life!


I love this channel for being ingenious to make their dreams happen!

I can’t wait to see what’s in their pipeline.

Create Your Own Cruising Freedom

Hey! 😃 it’s Joshua again…

I’ve been very inspired by Sailing Good, Bad, And Ugly and their travels…

Some say I’m obsessed, but sailing the world is my childhood dream.

They’re living the dream, but that dream isn’t actually that far away.

I mentioned earlier about discovering the #1 cruising business model.

With this exciting opportunity, I’ll be able to:

➜ Generate a sustainable full-time income through learning basic skills

➜ Fund the purchase of my first sailing catamaran without any loans

➜ Do it without selling to friends and family (I found a better solution!)

➜ Share my lifetime passion for sailing, cruising and global adventures

Keen to discover more? Jump on the free training right now. 👨🏻‍💻

(I share more about it on the next page…🙂)