Jason Woodruff, founder of The Pour Over, shares how to build a mission-driven newsletter, focusing on content quality, subscriber engagement, and sponsor-driven growth. He also offers insights on managing advertiser relationships and use referrals to build a loyal, sustainable audience.

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.

Episode Topics & Timestamps

00:00 The Genesis of The Pour Over

02:52 Growth and Scaling Challenges

06:10 Building a Subscriber Base

08:51 Content Quality and Reader Engagement

12:13 The Future of Newsletters and Podcasts

15:07 Team Dynamics and Content Creation

17:56 Advertising Strategies and Monetization

26:55 Rebuilding Advertiser Relationships

32:45 The Importance of Ad Copy

35:08 Growth Strategies and Paid Advertising

41:25 Referral Strategies for Subscriber Growth

46:36 Securing Sponsorships and Advertisers

Links Mentioned

Thepourover.org

Get super-early bird pricing and an extra $100 off Newsletter Marketing Summit:

NewsletterMarketingSummit.com

• Use code BFCM24 for the extra $100 off any ticket.
• This code expires on 12/2 at midnight EST.

In this podcast, Matt and Ahrif discuss GrowLetter's first-ever conference, Newsletter Marketing Summit.

Speakers include:

• Alex Leiberman
• Sam Parr
• James Altucher
• Brian Morrissey
• Jenny Rothenberg
• Ryan Hashemi
• Yossi J Levi
• Chenell Basilio
• Ryan Heafy
• Brad Wolverton
• Tim Huelskamp
• Jay Clouse
• Neville Medhora
• Matt McGarry
• And many more

Got questions about the event? Want to learn about sponsorship options?

Contact: ahrif@growletter.co

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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