From Small Starts to Significant Growth

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.

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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 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