The MOST Important Question Before You Buy a Boat | Sailing Truth Show
Thinking about buying a boat or going cruising? Read this first: https://bethecaptain.com/ Most people think buying the right boat is the hard part. It isn’t. The hardest part—and the part almost nobody slows down enough to think through—is whether this life actually fits who you are. In this Sailing Truth Show, we’re having a serious conversation about the most important question you should ask before you buy a boat, sell a house, or reorganize your life around cruising. This has nothing to do with brands, budgets, or bluewater checklists. It’s about responsibility, temperament, and how you actually respond when things stop going according to plan—which offshore, they always do. If you’re casually curious, this might not be the conversation for you. But if you’re seriously considering cruising—or already deep into the decision—this is one you need to hear before you go any further. I wrote Be The Captain because I kept having this same conversation with people—usually after they’d already spent the money. Watch first. Decide second.

Can production boats make good cruising boats? | Sailing Truth Show

Real Offshore Sailing Questions - Answered | Sailing Truth Show

We're Back! HUGE Upgrade For Our First Sail of the Season! | S3E3

AI Is Creating A Rare Opportunity For Investors. How Jim Roppel Is Playing It. | Investing With IBD

PLC Troubleshooting 101. Basic Steps to Diagnose and Fix Your Machine

Inside Adak: The Expedition Sailboat We’re Taking to Alaska

GOD WANTS TO SHOW YOU THIS SECRET

#011 Guest Left Behind on Island to Die | Yacht report Podcast

Top 5 Overbuilt Sailboats That Will Outlive Your Grandchildren

Politics Chat, June 18, 2026

How People ACTUALLY Make Money While Cruising (No BS) | Sailing Truth Show

Why Balance Beats Strength on a Sailboat | Sailing Truth Show

The Best Offshore Sailboats Under $50k | Sailing Truth Show

He's Built 400 Boats. The Cheap Used Sailboats He'd Buy in 2026

Sailing may become illegal sooner than you think.

How to understand native speakers when they talk quickly: Live English Class

When Is It Time to Give Up the Sails? | Sailing Truth Show

I sell boats for a living. This is why you SHOULDN'T buy one.

Allah Will Not Change You Until…| Late Night Reflections #2

