Roslyn McLarty, is an executive coach and founder at Within. She is also the co-founder of The Gist, a sports media company for women and underserved sports fans. In this episode, Roslyn shares key insights on identifying market gaps, building a brand with a strong mission, and the strategies used to grow their audience from a few hundred to hundreds of thousands of subscribers. She also discuss managing burnout, and fostering self-growth, and introduces Within, a coaching business focused on trust-based client relationships.

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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 Journey Begins: From Beta to Launch

02:58

Identifying the Market Gap: The Gist's Unique Proposition

06:02

Building the Brand: Mission and Values

08:47

Growing the Audience: Strategies and Early Successes

12:10

Scaling Up: From Local to National

15:01

Navigating Growth: Lessons Learned and Key Metrics

17:54

Creative Marketing: Guerrilla Tactics and Launch Events

20:54

The Importance of Mission-Driven Growth

24:02

Partnerships and Collaborations: Expanding Reach

27:02

Self-List Cleaning and Giveaway Strategy

35:01

Expansion and New Ventures

37:32

The Birth of Within: A Personal Development Platform

41:08

Understanding and Preventing Burnout

50:43

Growth Strategy for Coaching Business

Links Mentioned

Join Roslyn's newsletter, Within

Katy Huff, the cofounder of MadRev, shares insights on how to sell newsletter sponsorships, audience understanding, advertiser expectations, sponsorship strategies, pricing, contract renewal, working with different brands, and more.

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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 GrowLetter

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

Episode Topics & Timestamps

00:00

Introduction to Mad Rev and Sales Background

03:12

Fundamentals of Selling Newsletter Sponsorships

05:56

Understanding Advertiser Expectations

09:09

Identifying Potential Advertisers

12:02

Strategies for Securing Your First Sponsor

14:53

Pricing Your First Ads

17:46

Renewals and Long-Term Relationships with Advertisers

21:03

Working with Larger Brands

24:05

Final Thoughts and Recommendations

Links Mentioned

https://www.madrev.co/

matt@newsletteroperator.com

Apply for GrowLetter to sell your ads here >>

Episode Description:

Matt and Ryan discuss the launch of the GrowLetter Ad Network, challenges faced by newsletter publishers in securing sponsorships and the changing landscape of ad rates, effective ad placement strategies, the importance of audience engagement, and the need for newsletters to be part of a broader business strategy and more.

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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 GrowLetter

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

Episode Topics & Timestamps

00:00 Launching the Grow Letter Ad Network

09:04 Challenges in Newsletter Monetization

16:42 Optimizing Ad Placements and Strategies

29:01 Building a Sustainable Advertising Business

33:17 Newsletters as a Strategic Medium

Matt and Ryan share various newsletter business ideas and how to monetize through affiliate marketing, job boards, community engagement, and more.

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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 GrowLetter

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

Episode Topics & Timestamps

00:00 Introduction to Newsletter Ideas

02:56 Global Talent and Remote Job Opportunities

05:47 Building a Marketing Newsletter for Overseas Marketers

09:04 Platform-Based Newsletters and Monetization Strategies

11:56 Creating Unofficial Sports Team Newsletters

14:48 Local Real Estate Investing Newsletters

Try Sponsy for free: https://getsponsy.com/Matt

Alex Pattis is the co-founder of the Deal Sheet and Last Money In Media. In this episode we break down how in just 14 months, Alex Pattis grew his newsletter Last Money In to over 41,000 subscribers and $200k/year in ad revenue and his paid newsletter Deal Sheet to $500K ARR in seven months.

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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 GrowLetter

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

Episode Topics & Timestamps

00:00 Starting with a Newsletter

10:02 Monetizing with Long-Term Sponsorships

21:11 The Opportunity of Deal Sheet

27:22 Strategies for Audience Growth

38:32 Doubling Down on LinkedIn

43:02 Creating Unique and Educational Content

45:00 Final Thoughts and Advice

Links Mentioned

lastmoneyin.co

Join Write, Grow, Sell: WriteGrowSell.com

Summary

In this podcast episode, Matt McGarry discusses various strategies for growing newsletters, including the importance of webinars, effective marketing techniques, and the balance between running a course and an agency. He shares insights on SEO, content marketing, and the role of giveaways in subscriber acquisition. The conversation also touches on the challenges of newsletter publishing schedules and the potential of AI tools in content creation. Overall, the episode provides valuable tips for anyone looking to enhance their newsletter growth and marketing efforts.

Chapters

00:00 Introduction and Podcast Updates
03:00 Webinar Success and Marketing Strategies
05:54 Course Business Insights and Comparisons
08:49 SEO and Content Marketing Strategies
12:12 Giveaways and Subscriber Acquisition Techniques
15:05 Local Newsletter Growth Strategies
18:00 Mailbag Questions and Newsletter Publishing Schedules
20:52 Ad Angles for Local Newsletters
23:45 AI Tools for Content Creation
27:10 Closing Thoughts and Future Plans

Matt and Ryan cover cold email strategies, new ad placements, the value of niche B2B media, owned audience, and recent acquisitions in the media industry.

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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 GrowLetter

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

Episode Topics & Timestamps

00:00 Introduction and Upcoming Meetup

02:00 Email Deliverability and Cold Email Strategies

08:19 Deliverability Concerns and Best Practices

18:04 New Ad Placements and Lead Generation Opportunities

22:48 Acquisitions in the Media Industry

34:14 Financial Publishing and Recent Resignation

Links Mentioned

matt@newsletteroperator.com

Matt and Ryan cover the benefits of SEO-minded newsletter strategies and the potential of partnering with influencers to start profitable newsletters.

Chapters

00:00 Introduction and Discussion

06:21 Discussion about Books and Content Consumption

19:19 SEO-Minded Strategies for Newsletter Success

27:27 Partnering with Influencers to Start Profitable Newsletters

37:06 The Value of Newsletters and Prioritizing Education

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 GrowLetter

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