
The Digital Contrarian
Welcome to The Digital Contrarian, where we explore strategic insights for digital entrepreneurs who think differently. Hosted by Ryan Levesque, 7x Inc. 5000 CEO and 2x #1 Best-Selling Author who has generated over $100 million in revenue and sold two companies, this podcast delivers the audio edition of his popular weekly newsletter.
Each episode examines the intersection of digital business, strategic thinking, and authentic entrepreneurship in our rapidly evolving AI-driven landscape. Ryan shares contrarian perspectives on what's changing, what's working, and what's next for entrepreneurs building meaningful businesses that align with their values.
Whether you're navigating the shift from surface-level tactics to purpose-driven work, exploring the "Return to Real" movement, or seeking to build a category-of-one business in an increasingly noisy digital world, you'll find frameworks and insights designed for second-mountain entrepreneurs ready to think beyond conventional wisdom.
Join over 100,000 digital entrepreneurs who receive Ryan's strategic insights every weekend, now available in audio format for deeper exploration while you're on the move, exercising, or living your return-to-real life beyond the screen.
The Digital Contrarian
Welcome to The Digital Contrarian Podcast
In this inaugural episode of The Digital Contrarian podcast, host Ryan Levesque announces the launch of the audio edition of his popular weekly newsletter.
You'll learn what to expect from this new format, discover some of the most popular past issues we'll be exploring, and find out how this podcast serves digital entrepreneurs building meaningful businesses in our AI-driven world.
Question of the Day π£οΈ
What's one contrarian insight you're hoping to explore as we navigate this rapidly evolving digital landscape?
Key Take-aways
- The Digital Contrarian podcast is the "audio book" edition of Ryan's weekly newsletter
- Each episode explores the intersection of digital business, strategic thinking, and authentic entrepreneurship
- Content designed for entrepreneurs who think differently in an increasingly noisy digital world
- Episodes cover strategic content ecosystems, category of one businesses, and the return to real movement
Timestamped Outline β±οΈ
00:00 β Welcome to The Digital Contrarian podcast
00:18 β What The Digital Contrarian newsletter explores
00:32 β Why we're launching an audio version
00:49 β Popular past issues we'll be covering
01:07 β Who this podcast serves
01:26 β What to expect moving forward
Links & Resources π
- The Digital Contrarian newsletter β https://thedigitalcontrarian.com/
Next Steps & Subscribe π
π Enjoyed this? Subscribe & leave a review on Apple Podcasts.
π Join 100 000+ digital entrepreneurs who get Ryan's "Strategic Insights for Digital Entrepreneurs Who Think Differently" every weekend: https://ryanlevesque.net/join-the-digital-contrarian/
Credits
Host: Ryan Levesque
Β© 2025 RL & Associates LLC. All rights reserved.
Hey, this is Ryan Levesque here, and I'm excited to share a big relaunch with you here today. So last year, I started writing a weekly piece called The Digital Contrarian, a weekly newsletter where I explore the intersection of digital business, strategic thinking, and authentic entrepreneurship.
And it's where I share insights for digital entrepreneurs who maybe think differently from the rest of the world, examining what's changing, what's working, and what's next in our rapidly evolving landscape in this new AI era.
One of the biggest pieces of feedback that I've received from readers is that they're looking for new ways to consume the content every single week. So I've decided to create an audio version. You can think of it as an audio book edition of The Digital Contrarian, where every week you'll get access to an audio essay representing that week's issue.
Some of the most popular past issues we'll be exploring include strategic content ecosystem, how to build a content system that works for you, not against you, the $10 million per year category of one business blueprint, and the return to real movement taking shape in the world today. We're beginning with the most recent issues that I've written, and you can start diving in right away.
Whether you're an experienced digital entrepreneur, someone building a meaningful business that aligns with your values, or you're simply looking for contrarian insights in an increasingly noisy digital world, I think you'll find tremendous value here in this series.
So stay tuned as we bring The Digital Contrarian to life through this podcast. I'm thrilled to have you join me on this journey.