Newsletter Operator

Learn how to grow and monetize your newsletter! We interview the best newsletter operators, founders, and creators on how they grow their audiences and make money.

Hosted by Matt McGarry and Ryan Carr.

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Newsletter Operator

$0 To $20k+ Per Month In 30 Days: How a $150M CEO Is Building a Newsletter From Scratch

July 16, 2025 • Matt McGarry and Ryan Carr

Chris Hoffmann is the CEO of Hoffmann Brothers & Deutschmann Lane Holdings, leading home service brands across multiple cities. He scaled his family business from $9M to $150M+ in revenue. He is also the founder of The Path Less Traveled, a newsletter on growing service companies without outside capital.

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Episode Topics & Timestamps

00:00 Introduction to The Path Less Traveled

02:52 Understanding the Audience and Content Strategy

05:44 The Home Service Business Landscape

08:54 Entrepreneurship Through Acquisition Insights

11:56 The Media and Newsletter Journey

14:55 Sponsorships and Monetization Strategies

17:48 Tracking Performance-Based Sponsorships

21:02 Leveraging Paid Subscriptions

24:03 Onboarding and Welcome Email Strategies

26:51 Using Social Media for Growth

29:54 Paid Advertising Strategies