1:52:20

A recorded interview (YouTube/podcast) in which Mark J. Podolsky interviews Derek Sivers about his life, work, and the ideas behind his books. Derek recounts three major life phases (focused musician for ~15 years; founder and operator of CD Baby; later generalist/writer), describes decision frameworks ("happy, smart, useful"; A/B/C/D keeping-in-touch), explains the format and creation of his book How to Live (27 conflicting chapters answering “how to live”), and shares concrete practices (hotkeys for email, self-publishing strategy, travel-as-immersion). The conversation mixes personal anecdotes, practical tactics, and philosophical perspectives on creativity, marketing-as-consideration, and what matters when scaling or choosing not to scale.

Chapters

More from Mark

1:03:31
youtube.com

From W-2 to Land Full-Time: The Exact Transition Plan (Month by Month)

2d ago
55:21
youtube.com

How Do We Go from One Deal a Month to One Deal a Week?

2d ago
58:37
youtube.com

Land Investing After 50: Building Generational Wealth in the Final Chapter

1w ago
59:08
youtube.com

Dirt Rich Summit Recap

1w ago
57:31
youtube.com

How to find funding partners: How to Scale Land Without Using Your Own Capital

2w ago
1:07:26
youtube.com

What Happens When You Mail 1,000 Offers? (Live Data Breakdown)

3w ago
59:46
youtube.com

Student Spotlight: Scott Elliott

3w ago
54:00
youtube.com

The Hidden Reason Your Land Isn’t Selling Online

1mo ago
59:06
youtube.com

Student Spotlight: Juliana Scolari

1mo ago
1:02:27
youtube.com

The One-County Strategy: Why Going Deep Beats Going Wide Every Time

1mo ago
1:01:30
youtube.com

Geographic Arbitrage: Counties Where $3K–$8K Buys Still Win

1mo ago
See all content