Matt and Ryan discuss the digital transformation challenges facing legacy media, from shifting to subscription models to embracing email marketing. They explore innovative newsletter growth tactics, AI’s role in democratizing software development, and evolving strategies for software acquisition. They also share how tools can serve as lead magnets, why community-building matters, and how micro ads can unlock new revenue for digital publishers.

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• Work with Ryan's agency Tailwind
• Work with Matt's agency GrowLetter

Follow Matt McGarry @JMatthewMcGarry and Ryan Carr @ryan_boat on Twitter.

Episode Topics & Timestamps

00:00 The State of Legacy Media Companies

02:51 Challenges in Digital Marketing for Traditional Media

06:04 Innovative Newsletter Strategies for Growth

09:12 Opportunities in Legacy Media Transformation

12:12 The Power of Email Marketing in Subscription Models

14:49 The Future of Digital Products and Marketing Strategies

23:39 The Evolving Landscape of Software Acquisition

28:03 Harnessing AI for Web App Development

33:11 Leveraging Tools as Lead Magnets

38:51 Innovative Monetization Strategies in Newsletters

43:12 Building Community Through Events

Matt shares actionable strategies for launching and growing a successful newsletter from the ground up.

Get the first 1,000 subscribers guide: https://www.newsletteroperator.com/p/first-1000-newsletter-subscribers

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Join Newsletter Operator for more strategies on how to grow and monetize your newsletter here: NewsletterOperator.com

Episode Topics & Timestamps

00:00 Getting Started with Newsletters

09:03 Strategies for Growing Your Subscriber Base

17:53 Building Relationships and Feedback Mechanisms

Matt shares how he plans to double his email list from 50K to 100K and boost revenue in the process.

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 Growing the Email List: Strategies and Goals
08:06 Navigating Social Media Changes: From Twitter to LinkedIn
15:51 The Power of Webinars in Building Trust and Conversions
24:05 Key Takeaways: Lessons from 50,000 Subscribers