John Zeratsky was a designer in the tech industry has worked with hundreds of startups in his time at Google Ventures. He’s also obsessed with redesigning time and thinking about what matters in life. Earlier this year he just got back from 18 months living on his boat "Pineapple" with his wife sailing around Central America, which he wrote about in an article titled “What quitting my job to sail around central america taught me about fulfillment.”

In this conversation we talk about:

Growing up in a small lake community
His love of sailing growing up
Why him and his wife change their mind on taking the trip in 2015
Rethinking convenience and comfort
What comforts are worth paying for
Belonging and community
How his relationship with money has changed
How him and his wife are structuring their life to work how they want
The one change that helps people be less addicted to their phones

Links Mentioned:

📘 My 2nd Book Good Work: LIVE! => Learn More
📕 Buy My First Book, The Pathless Path (65k+ Sold): The Pathless Path
😁 Join 500+ In My Cozy Community: Pathless Path Community

📲Connect + Follow Paul

X: @p_millerd
Instagram: @pathlesspaul
Paul’s Newsletter: Subscribe to Pathless (25k+ People)
Paul’s YouTube: Subscribe

🙏Further Ways To Support The Podcast:

Accounting, Taxes, and Payroll for Your S-Corp (Ideal for $60k+ income): Collective
Looking for alternatives to traditional health insurance in the US? Check out Crowdhealth
I use Transistor to host this podcast. It rocks. Launch Yours Here
I record high-quality videos using Riverside: Sign Up Here
I use and love the Readwise reader for notes and highlights: Join Here for a 2 month trial

The Thing - Caravan Of Garbage