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Newsletter Operator

Newsletter Operator
Author: Matt McGarry and Ryan Carr
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© 2025 Newsletter Operator
Description
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.
77 Episodes
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Comment on the YouTube video if you have ideas on what content you want to see next: https://youtu.be/fm5O0lGLMuE Subscribe to Ryan's YouTube channel: YouTube.com/@vibemarketingwithryan Join Ryan's newsletter here >> Join Matt's newsletter here >> Matt and Ryan discuss why they’re pausing the podcast after nearly two years, reflecting on what worked, what didn’t, and where they’re headed next. Timestamps 00:00 The Announcement: Shutting Down the Podcast 02:23 Podcast Pe...
Matt and Ryan discuss AI's role in advertising and content creation, and the 5 simplest ways to make your first $1000 online. Want more content like this? Join Newsletter Operator for more strategies on how to grow and monetize your newsletter here: NewsletterOperator.com Work with Ryan's agency Tailwind Work with Matt's agency GrowLetterFollow Matt McGarry @JMatthewMcGarry and Ryan Carr @ryan_boat on Twitter. Episode Topics & Timestamps 00:00 Exploring AI in Advertising 02:55 I...
FREE Guide: How to get your first 1000 newsletter subscribers in 30 days >> Daniel Bustamante is the COO at Premium Ghostwriting Academy and the founder of Funnel Breakdowns newsletter. He specializes in million-dollar email marketing prompts, tactics, and strategies for 6 and 7-figure creators on LinkedIn and X. Timestamps 00:00 Introduction and Background 02:56 Journey to Ship 30 for 30 05:59 Building a Personal Brand on LinkedIn 08:40 Growth Strategies on LinkedIn 11:51 Engagement...
FREE GUIDE: How to get your first 1000 email subscribers in 30 days >> The Culturist is a newsletter with over 200,000 subscribers that explores art, literature, music, and the layered histories of culture and religion. Timestamps 00:00 The Power of Content Ownership 02:45 Transitioning from Social Media to Substack 05:55 Rebranding and Building a Publication 09:04 Navigating the Challenges of X (Twitter) 11:49 Strategies for Engaging Content on X 15:07 Expanding to Other Platf...
FREE GUIDE: How to get your first 1000 email subscribers in 30 days >> In this conversation, Matt McGarry and Ryan Carr discuss the challenges and strategies for growing a newsletter audience and generating revenue. Chapters 00:00 Scaling Webinar Strategies 02:43 The Challenge of Subscriber Growth 05:57 Consistency and Niche Selection 08:53 Building an Engaged Audience 11:56 Content Creation and Value Sharing 14:58 Organic Growth Strategies 18:01 Quality Over Quantity in Audience...
Chris Miquel is the founder of SoVi Digital and Audience Bridge. He helps clients maximize deliverability, engagement, and email list growth. Want more content like this? Join Newsletter Operator for more strategies on how to grow and monetize your newsletter here: NewsletterOperator.com Work with Matt's agency GrowLetter Episode Topics & Timestamps 00:00 Introduction to Email Deliverability 01:26 Understanding Email Service Providers (ESPs) 04:10 The Importance of Custom Domains ...
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. Want more content like this? Join Newsletter Operator for more strategies on how to grow and monetize your newsletter here: NewsletterOperator.com Episode Topics & Timestamps 00:00...
Matt and Ryan Carr discuss webinar marketing and sharing strategies for boosting sign-ups, keeping audiences engaged, and increasing show-up rates. They also cover lessons from building courses, leveraging lead magnets, and using AI meta-prompting to structure content effectively. Want more content like this? Join Newsletter Operator for more strategies on how to grow and monetize your newsletter here: NewsletterOperator.com Work with Ryan's agency Tailwind Work with Matt's agency GrowL...
Matt shares his journey of building a successful writing business despite his dyslexia. He breaks down 12 actionable rules that helped him succeed. Want more content like this? Join Newsletter Operator for more strategies on how to grow and monetize your newsletter here: NewsletterOperator.com Episode Topics & Timestamps 00:00 Overcoming Dyslexia in Writing 02:55 12 Rules for Writing Useful Content
Join the Write, Grow, Sell waitlist here >> Anastasia Negru is the cofounder of AffordiHome, a media brand focused on affordable properties in Europe. She discussed the growth of their newsletter, audience engagement strategies, revenue generation challenges, and the introduction of consultation services. The discussion highlights the importance of understanding customer needs, effective marketing strategies, and the potential for future growth in the real estate sector. Episode Topic...
Matt and Ryan discuss various strategies for building an audience, leveraging AI in marketing, and innovative sales techniques. They share insights on content creation, the importance of copywriting, and the effectiveness of using Google Docs for marketing. They also highlight the value of building a media brand and the tools to help entrepreneurs streamline their processes. Want more content like this? Join Newsletter Operator for more strategies on how to grow and monetize your newsletter ...
Jordan DiPietro is the former CEO of Hampton, a community business that's scaled to over $10M in annual revenue. Episode Topics & Timestamps 00:00 Introduction to Hampton and Community Business Models 03:07 Marketing Strategies for Community Growth 05:56 Sales Process and Lead Conversion Techniques 09:12 Content Marketing and Lead Generation 12:09 The Role of MoneyWise Podcast in Community Engagement 15:06 Building Relationships in Community Spaces 18:04 Core Groups and In-Person Retre...
Matt and Ryan discuss Ryan's recent venture into creating a newsletter focused on AI-assisted marketing workflows. He shares how he grew his AI-focused marketing newsletter from 0 to ~900 subscribers in 15 days using LinkedIn. The discussion covers effective content marketing tactics, the importance of high-quality lead magnets, and lessons learned from experimenting with email marketing. They also explore a case study of Ted Williams, who successfully launched a local newsletter with impress...
Matt shares a step-by-step guide to launching a newsletter and landing your first 1,000 subscribers. He breaks down niche selection, category design, the “job to be done” framework, and tactical strategies for idea validation, social media outreach, and subscriber growth. Want more content like this? Join Newsletter Operator for more strategies on how to grow and monetize your newsletter here: NewsletterOperator.com Episode Topics & Timestamps 00:00 Introduction to Newsletter Growth ...
Matt and Ryan share strategies for growing on LinkedIn, converting engagement into email subscribers, and building long-term content engines. They also explore video content, email optimization, and rebranding the podcast. Want more content like this? Join Newsletter Operator for more strategies on how to grow and monetize your newsletter here: NewsletterOperator.com Work with Ryan's agency Tailwind Work with Matt's agency GrowLetterFollow Matt McGarry @JMatthewMcGarry and Ryan Ca...
Chenell Basilio is the founder of Growth in Reverse, a newsletter and podcast that reverse engineers how top creators grow their audiences to 50,000+ subscribers. Want more content like this? Join Newsletter Operator for more strategies on how to grow and monetize your newsletter here: NewsletterOperator.com Work with Ryan's agency Tailwind Work with Matt's agency GrowLetterFollow Matt McGarry @JMatthewMcGarry and Ryan Carr @ryan_boat on Twitter. Episode Topics & Timestamps 00...
If you’re running a “newsletter business” the way most people do, you’re doomed to fail. To explain why and what to do now, I’ll break down the history of newsletters and why founders and publishers must pivot to what I call newsletters 3.0. Want help building a media brand? Get in touch here: GrowLetter.com
Matt and Ryan discuss newsletter-first business ideas—from niche media brands to local community stories—sharing insights on engagement, monetization, and building with purpose. Want more content like this? Join Newsletter Operator for more strategies on how to grow and monetize your newsletter here: NewsletterOperator.com Work with Ryan's agency Tailwind Work with Matt's agency GrowLetterFollow Matt McGarry @JMatthewMcGarry and Ryan Carr @ryan_boat on Twitter. Episode Topics & Ti...
Apply to attend: Audience.Camp Matt and Ahrif give you a behind-the-scenes look into Audience Camp, a new event for founders and creators in Asheville, North Carolina, this fall.
Matt McGarry discusses the concept of Negative CAC—how smart companies turn marketing into profit. He shares real-world examples from media and SaaS, showing how digital products and media can fuel growth and long-term profitability. Learn more about negative CAC: https://www.newsletteroperator.com/p/negative-cac Want more content like this? Join Newsletter Operator for more strategies on how to grow and monetize your newsletter here: NewsletterOperator.com Episode Topics & Timestamp...