The Business of Content with Simon Owens

My newsletter: https://simonowens.substack.com/ When Nicole Hunn launched the blog Gluten Free on a Shoestring in 2009, she wasn't a professional chef or an experienced media entrepreneur. She was a recently laid-off lawyer who had spent years experimenting with gluten-free recipes after her son was diagnosed with celiac disease. Frustrated by the high prices and poor quality of gluten-free products, she saw an opportunity to build a business around helping families like hers. Nearly two decades later, she's built a thriving recipe website supported by programmatic advertising, amassed an email list of 130,000 subscribers, and published six cookbooks. But like many independent publishers, she's also had to contend with unpredictable platform algorithms, declining referral traffic, and the challenges of diversifying beyond advertising revenue. In a recent interview, Hunn explained why traditional cookbook publishing never generated the kind of revenue she'd hoped for, how Google's changing search ecosystem has forced her to rethink her business strategy, and why she's now betting on direct-to-consumer products to build a more sustainable future.  

My newsletter: https://simonowens.substack.com/ When Ramin Beheshti co-founded The News Movement in 2021, he wanted to build a news organization that could reach younger audiences without relying on traffic to a traditional website. Instead of trying to lure readers away from platforms like TikTok and Instagram, the company would produce journalism specifically designed for those platforms and figure out how to monetize the resulting audience. Five years later, that experiment has evolved into Caliber, a media holding company with more than 60 employees and a growing portfolio of brands that includes The Recount, Capsule, and a new news aggregation app called SaySo. Along the way, Beheshti has had to rethink everything from how his journalists produce videos to how the company's business model. In a recent interview, Beheshti explained why Caliber abandoned its initial reliance on traditional sponsorships in favor of building a branded content agency, how it learned to turn shortform social audiences into viewers of longer YouTube videos, and why he believes the future of his company lies in helping independent creators build sustainable media businesses without giving up their independence.  

My newsletter: https://simonowens.substack.com/ When the NBA teamed up with video game publisher Take-Two Interactive to launch an esports league in 2017, the idea was to replicate the traditional sports model within the world of competitive gaming. NBA teams would field their own esports franchises, recruiting elite gamers to compete in organized tournaments. But as the esports industry matured, it became clear that the biggest audiences weren't necessarily tuning in to watch professional gaming competitions. Instead, they were gravitating toward individual creators on platforms like Twitch and YouTube. Recognizing this shift, the NBA and Take-Two decided to rethink their joint venture, transforming it from a traditional esports league into a broader media company that produces creator-led competitions, original video series, and social content centered on basketball culture. To lead this transformation, they hired Andrew Perlmutter, a media executive who previously worked at The Atlantic and The Daily Beast. Since becoming CEO of NBA Take-Two Media in 2023, Perlmutter has overseen the reinvention of the NBA 2K League while developing a slate of original programming designed to reach audiences well beyond hardcore basketball fans.  In a recent interview, we discussed why the traditional esports business model struggled to gain traction, how the company is building a network of creator-led shows and social media franchises, and how it plans to turn that programming into a sustainable business through sponsorships, licensing, and other revenue streams.  

Amy Suto spent years climbing the Hollywood ladder, eventually landing a writing credit on the TV series Condor. But by the time she achieved that milestone, she was already questioning whether she wanted to spend the rest of her career writing other people's stories. Meanwhile, she had built a lucrative side business ghostwriting memoirs for everyone from professional athletes to wealthy entrepreneurs. She eventually left Hollywood behind and began building a career that now spans multiple businesses, including a ghostwriting consultancy, a paid Substack newsletter, a freelance job board, and several self-published novels. She's also cultivated a large audience on TikTok, where she shares advice on how to make a living as a professional writer. In a recent interview, Amy explained how she manages to juggle so many creative projects while still finding time to pursue new business opportunities, how she built a Substack with more than 1,000 paid subscribers by putting curated freelance job opportunities behind a paywall, and how she's using serialized fiction to generate recurring revenue while building an audience for her novels.

Despite producing critically acclaimed shows like Severance, Slow Horses, and The Morning Show, Apple TV remains one of the smallest players in the streaming industry. It also reportedly loses billions of dollars a year, which raises an interesting question: Does Apple actually care whether its streaming service turns a profit? Or is the company perfectly happy to subsidize expensive Hollywood productions if they help sell more iPhones and drive subscriptions to its broader services ecosystem? And if Apple does want to become a serious competitor to Netflix and Amazon, what would it need to change about its business strategy? To help answer these questions, I invited back Jason Krebs, a media industry veteran who's held senior roles at The New York Times, Google, and Disney. We discussed why Apple has been so reluctant to embrace advertising, whether its limited content library is holding back subscriber growth, and how its investments in live sports might fit into its long-term ambitions. We also talked about the growing number of traditional media companies launching newsletters on Substack. Once viewed primarily as a platform for independent journalists looking to escape legacy media, Substack is increasingly attracting established publishers like The Economist, The New Yorker, and The Ringer. What's driving this shift? Are these companies simply experimenting with a new distribution channel, or do they see Substack as a way to reach paying subscribers who would never visit their websites? And could these standalone newsletters eventually cannibalize their existing subscription businesses?