Chris Guillebeau: Self-Reliance in Entrepreneurship

6 Apr 2020 · 35 min
Episode

6 Apr 2020 · 35 min

0:00

In this episode of the Entrepreneurship Elevator podcast, host Mike Michalowicz (joined by co‑hosts Jeremy, Amy, Kelsey, and occasional guest Aaron Sylvan) delivers a mix of promotional spots, informal banter, and a deep interview with bestselling author Chris Guillebeau. The conversation introduces Guillebeau’s upcoming fiction book The Money Tree, which tells the story of a 27‑year‑old employee who, despite a good job, is buried in debt and learns to generate income without quitting his job. Guillebeau frames the book as an extension of his lifelong focus on self‑reliance and the “third‑way” of entrepreneurship – a path that sits between traditional brick‑and‑mortar startups and the high‑growth, venture‑backed Silicon Valley model. He critiques the gig economy as a corporate myth that offers schedule flexibility but little true entrepreneurial upside. The interview explores the traits needed for third‑way entrepreneurs (curiosity and willingness to act), how to overcome intimidation from successful role models, and the practical differences between writing nonfiction (proposal‑driven) and fiction (full manuscript first). Guillebeau also shares his current projects: the World Domination Summit, his daily Side Hustle School podcast, and future books. The episode includes sponsor reads (Financing Solutions, Profit First Live, Process Street, Nextiva), a live caller question about publicly disclosing profit allocations for a conference, and a light‑hearted “real‑or‑fake tech company” game. The overall tone is conversational, enthusiastic, and occasionally critical (especially of the gig economy), aiming to inspire listeners to pursue self‑reliant, value‑based income streams.

Chapters

More from Mike

PodcastThe Money Habit with Mike Michalowicz
Podcast

The Money Habit with Mike Michalowicz

4mo ago
PodcastGet Different with Mike Michalowicz
Podcast

Get Different with Mike Michalowicz

4mo ago
PodcastAll In — Mike Michalowicz
Podcast

All In — Mike Michalowicz

4mo ago
PodcastElevate Classics: Mike Michalowicz Makes Business Simple
Podcast

Elevate Classics: Mike Michalowicz Makes Business Simple

4mo ago
PodcastPeer to Peer Forums with Mike Maddock- Mike Up In Your Business Podcast
Podcast

Peer to Peer Forums with Mike Maddock- Mike Up In Your Business Podcast

5y ago
PodcastPeer to Peer Forums with Mike Maddock- Mike Up In Your Business Podcast
Podcast

Peer to Peer Forums with Mike Maddock- Mike Up In Your Business Podcast

5y ago
PodcastMUIYB Podcast-The Self Employed Life w Jeffrey Shaw
Podcast

MUIYB Podcast-The Self Employed Life w Jeffrey Shaw

5y ago
PodcastMUIYB Podcast-The Self Employed Life w Jeffrey Shaw
Podcast

MUIYB Podcast-The Self Employed Life w Jeffrey Shaw

5y ago
PodcastBehind The Mike- Playing HYGGE With The Team
Podcast

Behind The Mike- Playing HYGGE With The Team

5y ago
PodcastBehind The Mike- Playing HYGGE With The Team - The Entrepreneurship Elevated Podcast
Podcast

Behind The Mike- Playing HYGGE With The Team - The Entrepreneurship Elevated Podcast

5y ago
PodcastGrowing A Business In the Marijuana Industry w Bess Byers #MUIYB
Podcast

Growing A Business In the Marijuana Industry w Bess Byers #MUIYB

6y ago
See all content