Listen "#353 - Should I Buy My First Sailboat?"
Episode Synopsis
I talk about my personal dilemma: should I buy a boat now or wait? I share my love for sailing, the costs and challenges of boat ownership, and my ideas to make it affordable—like renting it on Airbnb. I discuss chasing dreams versus saving or investing money, and ask if achieving goals is better than the journey itself. Finally, I mention trying to negotiate the boat price by offering my web skills. I’d love your feedback—message me on Twitter (@wbtiago).My Twitter: https://x.com/wbetiagoTimestamps by PodSqueezeIntroduction and Personal Dilemma (00:00:01) Podcast Housekeeping & Audience Engagement (00:00:52) The Caribbean Fisherman Story (00:01:56) Reflection on Chasing Success (00:03:00) The Gambler and the Devil Story (00:05:13) Current Financial Situation (00:06:34) Passion for Sailing and Background (00:07:36) Debating the Investment (00:08:41) Understanding the Value of the Chase (00:09:42) Practical Challenges of Boat Ownership (00:10:51) Marina Costs and Scarcity (00:12:02) Boat Depreciation and Resale Value (00:13:15) Offsetting Costs: Airbnb Rental (00:14:20) Offsetting Costs: Tourism Experiences (00:15:23) Offsetting Costs: Renting to Sailors (00:17:17) Focusing on Airbnb as the Best Option (00:18:12) Negotiating with the Boat Owner (00:19:20) Next Steps and Request for Advice (00:20:16) Episode Wrap-Up and Recommendation (00:21:21)