Tim Huelskamp, CEO of 1440 Media, discusses scaling newsletters, reaching 3 million subscribers, creating unbiased news, retaining audience engagement, growth strategies, monetization, market saturation, and the supportive newsletter community.

Brett Perlmutter, co-founder of BulletPitch, talks about the rapid growth of his startup newsletter, measuring audience engagement, growth strategies, revenue models, the business model of BulletPitch Plus, newsletter saturation, and monetization challenges faced by newsletters.

Justin Moore, a sponsorship coach and founder of Creator Wizard, talks about his journey with sponsorships and the media side of the business. He discusses growth strategies, monetization strategies including sponsorships, and transitioning to evergreen courses. He shares tips for standing out in a crowded market and offering different sponsorship packages. He also talks about generating demand and pitching sponsors effectively.

Insights on monetizing newsletters, utilizing free subscriptions to convert into paid memberships, tactics for subscriber acquisition and conversion, importance of targeted messaging, email marketing strategies, comparing influencer marketing on YouTube and Instagram, industry benchmarks for influencer marketing CPMs, organizing newsletter sponsorships, exploring alternative social networks

Matt and Ryan discuss the shift towards newsletters in the media landscape, covering challenges faced by traditional media companies, the potential of newsletters for creators, and the importance of valuable content. They emphasize the importance of building, growing, and monetizing newsletters, as well as deep conversations and strategies. The podcast addresses challenges in the media industry and the role of newsletters in media, highlighting the growing importance of owned audience channels. The hosts also explore the effectiveness of SMS strategies for newsletters, the innovative approach of Smart Nonsense, and the potential of a meme roundup newsletter. They discuss the benefits of newsletters and owned audiences, including revenue generation and attracting partners.

The hosts discuss the existence of a newsletter bubble and the challenges of standing out in a saturated market. They explore the evolving monetization models and the potential for acquiring newsletters. They highlight the value of newsletters as marketing funnels and effective communication channels.

Jon Elder, founder of ​Black Label Advisor, shares his journey from commercial construction to building a successful consultancy in the Amazon space. He discusses the growth of his micro-niche newsletter 'Amazon Insiders' with 15,000 subscribers. Topics include strategies for newsletter growth, monetization through sponsorships, engagement groups, and negotiating deals via email.

Kieran Drew, writer and entrepreneur, shares his journey from being a dentist to becoming a writer and building his newsletter, Digital Freedom. He emphasizes converting followers into fans through storytelling, discusses launching a successful course, and shares insights on the closing the doors model for product launches and the significance of paid acquisition and free content for businesses.

Jay Clouse, founder of Creator Science, discusses topics such as building an audience from scratch, understanding discovery and relationship platforms, building a paid community, and the concept of vertical integration in business.

Michael Houck, Founder of Newsletter Operator, shares strategies for growing a newsletter's subscriber base, including content marketing and email gating. The podcast also explores revenue streams, such as sponsorships and consulting. The speakers discuss the go-to-market strategy for a new product and the importance of coordinated launches. Additionally, they highlight the benefits of growing a newsletter quickly and acquiring other newsletters.