Stop Waiting Until You’re Ready
Most people have a dream. Maybe it’s sailing around the world, building a cabin in the mountains, starting a farm, opening a business, moving overseas, or just walking away from a life that looks successful on paper but doesn’t actually make you happy. But most people never do it. Not because the dream is impossible, but because they keep waiting until they’re ready. In this episode, I talk about why I believe you have to set a date, prepare as best you can, and then go. My dream was sailing around the world on a yacht, but this isn’t just about sailing. It’s about risk, freedom, time, work, and the trap of waiting for the perfect moment. I also talk about leaving a good career, the idea of “no risk, no reward,” why doing nothing is also a risk, and why chasing the dream might not work out exactly how you planned — but that doesn’t mean it wasn’t worth doing. You can always get another job. You can’t always get another life. Download the Sailing Doodles Crew App on iOS and come join the Crew! https://apps.apple.com/us/app/sailing... or join our Patreon / sailingdoodles or become a channel member / @sailingdoodles Donate Via Paypal to help http://www.paypal.me/sailingdoodles Our partners: Want more info in the Island Spirit 525e? Be sure to say you saw it on Sailing Doodles. https://inspiredyachting.com/sailing-... Precision Sails: https://www.precisionsailloft.com/req... Highfield Boats: https://www.highfieldboats.com/ #Sailing #YachtLife #Thailand #Malaysia #Catamaran #SailingDoodles

Why Does My Crew Keep Leaving?

I Was Wrong... Here's the Better Plan

A Playboy Model Joins the Crew… And We Finally Go Cruising!

KEN MCELROY SUFFERS MASSIVE LOSS

5 Best Long Range Trawler Yachts That Can Take You Anywhere in Retirement

Prof. Richard Werner: The dollar remains strong – at our expense

Bangkok’s HOTTEST Wings… She Almost Set the RECORD 😳🔥

Could You Actually Afford a $1.4 Million Yacht?

How Yamaha Killed America's Outboard Industry

This German Stealth Submarine Just Made Every Other Sub Obsolete

I Retired In Thailand… Now I Can’t Go Home

From Living in Nigeria to Living on a Yacht, My Story

Could I Actually Retire on Koh Chang? Week One Reality Check

Living in Pitcairn | The Impossible Island, Home to Just 40 People | 4K Travel Documentary

I Met Her Yesterday… Now She’s Sailing With Me

New Boat, Big Test | Weekend Shakedown Cruise

114 Sailors Agree: These Are the Boat Upgrades You’ll Regret Not Doing Sooner

10 'BLACKLISTED' Sailboats You Can't Insure in 2025 (Avoid These)

What You Didn't Know About Bobby White From Sailing Doodles

