Dustin Riechmann sits down with Ryan Levesque—7-time Inc. 5000 entrepreneur, 2x national bestselling author, and creator of the ASK Method®—to unpack how he’s built and exited multiple 8-figure companies. From overcoming burnout to mastering the art of digital leverage, Ryan shares contrarian strategies for entrepreneurs looking to scale sustainably. Learn why understanding your audience’s language is your secret weapon, how to design marketing that feels personal at scale, and why being “The Guy” (or “Gal”) behind the curtain might be the best move you’ll ever make.

Chapters:

00:00:00 - Morning Habits That Build Momentum
00:00:46 - Why This Episode Matters
00:01:00 - Enter: Ryan Levesque
00:01:51 - From Corporate to Entrepreneurial Breakthroughs
00:04:54 - The Scrabble Business That Sparked It All
00:07:19 - Early Lessons That Still Apply Today
00:11:03 - Leaving Texas: The Big Pivot to Vermont
00:20:01 - Inside the Regenerative Farm Life
00:20:22 - How We Live Off the Land
00:21:03 - Struggles, Surprises & Wins Along the Way
00:22:57 - Living Offline in an Online World
00:23:56 - Why Simplicity Creates Stronger Connections
00:25:52 - Meals, Mindfulness, and Raising Boys
00:28:29 - How to Create a Life People Remember
00:31:33 - The Real ROI: Time, Energy, and Peace
00:37:31 - Why I Write The Digital Contrarian

Links and Resources

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The ASK Method® Decoded: How to Truly Understand Your Audience with Ryan Levesque