Lindsay Gibbs is the author of Power Plays, a “No BS newsletter about sexism in sports.” Gibbs writes about the cultural and political context behind women’s sports. She was an early writer for Substack Pro, and has been building her newsletter for over a year. Here, she shares her playbook for writing and growing a newsletter—while staying genuine, authentic, and marketing-free.

Walt Hickey is the author of Numlock News, a daily newsletter with tens of thousands of subscribers. Hickey started working in newsletters as a data journalist in 2014, before creating his own platform on Substack in 2018. Here, he shares his writing process, growth strategy, and more.

How do you make sure your emails aren't marked as spam? What causes your newsletter to go to the dreaded "promotions" tab? How can you fix it? Deliverability specialist Yanna-Torry Aspraki answers all of your email deliverability questions.

As you start to develop a monetization strategy for your newsletter, a question arises: What should you do with the money? Once your newsletter generates revenue, you have a few options. You can file taxes on that income as a sole proprietor, or you can decide to file an LLC and create a business. This week, I asked Ryan Pitylak, the CMO of ZenBusiness, to answer questions about the paperwork behind the scenes of starting a newsletter business.

In last week’s panel on B2B media, I asked three experts for their advice on growing a newsletter. I spoke with Mark Stenberg, a media reporter for AdWeek and author of the newsletter Medialyte, Josh Kaplan, who previously helped scale Morning Brew and works with creators like Kinsey Grant and Colin & Samir to develop their brands, and Polina Marinova Pompliano, who writes the wildly popular newsletter The Profile. All three shared their top advice for newsletter writers.

Abena Anim-Somuah is the co-founder of Food Supply, a two-month old media upstart that includes a newsletter, Le Digestif, a digital cookbook of curated recipes, and coming soon, a community for culinary creators. Here, Anim-Somuah shares her strategies for building a brand from scratch, developing digital communities in tandem with newsletters, and writing creatively.

When Tim Huelskamp launched his daily newsletter in 2017, he started with just 78 subscribers. Today, 1440 Media has over 700,000 subscribers with an open rate above 50 percent. How did he do it? Here, Huelskamp shares his advice for entrepreneurs starting their own newsletter businesses, and the strategies he used to build the company.

Terrel Johnson started The Half Marathoner as a static directory of half marathon races more than 16 years ago. Today, he's turned The Half Marathoner into a weekly newsletter with more than 50,000 subscribers. Here, Terrel shares his writing process, his monetization strategies, and the long-term vision behind his newsletter.

Dana James is the writer of Black Iowa News, a newsletter focused on providing factual information and unique reporting for the Black community in Iowa. Here, James shares her perspective on writing and reporting news at the local level.

Claire Zulkey is a writer, journalist, and creator of the Evil Witches newsletter, a weekly newsletter about the trials and joys of family life. Zulkey covers everything from parenting advice to recommendations for storebought cookies. She launched her newsletter through a private Facebook group of friends and moms who wanted to share candidly about their experiences, and has since launched paid memberships. Here, she shares her strategies for writing and growing her newsletter.

Christopher Sopher is the co-founder and CEO of Letterhead, a platform that offers business tools for newsletters. Sopher is also the co-founder of Whereby Us, a network of local newsletters in Miami, Seattle, Portland, and Pittsburgh. Whereby Us is profitable and earns over $1.5 million in revenue per year. In this episode, Sopher shares his strategies for developing newsletters, aligning relationships with advertisers to meet the needs of readers, and creating an authentic community through...

Yaro Bagriy, the founder of Newsletter Crew, shares the lessons he's learned from thousands of conversations with newsletter writers.

About this episode: Local newsletters are becoming the hottest rage in the newsletter world. This week I had the opportunity to discuss how to build a local newsletter with a local newsletter expert, Ryan Sneddon. In this episode, we discuss the opportunity of local newsletters, how they’re drastically different from the standard newsletter, how to build a successful local newsletter, and so much more.

About this episode: This week I sat down with Mare Dolle, a newsletter creator with over 4k subscribers who is also pushing the edge with newsletter innovations. In this episode, we talk about the unique types of monetization opening up for newsletters and also some of the unique ways newsletters are doing advertising. This episode is great for anyone interested in how newsletters will monetize in the future.

About this episode: This week I had the opportunity to sit down with Andrew Kamphey and Nii Ahene to talk about their recent newsletter acquisition they did. Nii has officially acquired Influence Weekly, a weekly newsletter on the Influencer Marketing industry. Andrew ran this newsletter for 3 years before Nii acquired it. And in this episode we’re going to dive deep into their story. It’s almost going to be a retrospective on this acquisition. This is a highly recommended episode for anyone...

About this episode: This week I had the pleasure to talk to a very interesting individual who knows a lot about newsletter sponsors, Pete Codes. Pete runs two newsletters with a total of 6k subscribers and is earning $1400 per month via sponsorships! In this episode, we’re going to dive into his method of achieving this awesome revenue milestone, how we can apply his methodology to our newsletters, and the mindset you’ll need to land high paying sponsors consistently.

About this episode: This week we have Ryan Sager and Jesse Watkins from Email Revenue Solutions. These two are the experts on newsletter sponsorships. In this episode, we’re going to discuss the secrets to finding newsletter sponsors, how to increase sponsor fill rates, how to price newsletter sponsors, and when to increase prices.

About this episode: This week we have Caroline Porter & Joseph Lichterman, two successful newsletter creators and journalists who, with their friend Emily Roseman, are running a course called Newsletter Strategies for Journalists: How to Create, Grow & Monetize Newsletters. In this episode we're going to discuss how to find the right monetization strategy for your newsletter, growth tips, and their thoughts on Substack.

About this episode: This week we have Sam Parr, the founder of The Hustle, a massively successful newsletter with over 1 million subscribers. In this episode, we're diving deep on The Hustle's main growth channels, how The Hustle got its first 150k subscribers, how Sam would grow a newsletter to 1 million subscribers today, optimizing the overlooked parts of your newsletter, and so much more.

About this episode: A few months ago I had the pleasure of meeting Blake Ellison on Twitter. He mentioned he runs an analytics service called Analysts Now and actually helped Kevin Conti, who was on episode 31, grow to over $10k MRR with his newsletter Softwareideas. I got Blake and a member of the Newsletter Crew community, Stefan from Alternative Assets, to hop on a call and analyze Stefan’s newsletter.

About this episode: In this episode, I have the pleasure of talking with one of the most successful newsletter creators. Maximillian Rofagha of Finimize. Finimize has over 1 million subscribers and has expanded into a community and mobile app. We'll be discussing the best growth channels for your newsletter from 0 to 1k, 1k to 10k, and 10k to 100k subscribers. We're also going to dive into Finnimize's newsletter format and why Maximillian chose to structure in that fashion.

About this episode: This week we have Ernie Smith, a veteran in the newsletter space. Ernie has been running his newsletter Tedium for over six years and is also the founder of the Newsletter Nerds Facebook group. In this episode, we discuss what makes a newsletter successful, his newsletter tech stack, and the future of newsletters.