Simon Owens
The Business of Content with Simon Owens
The show about how publishers create, distribute, and monetize their digital content.
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Episodes
How a former hedge fund analyst built a six-figure newsletter covering Asia's overlooked stocks 25.02.2026 41:39
My newsletter: https://simonowens.substack.com/ Michael Fritzell doesn't fit the typical profile of a newsletter writer. Before launching Asian Century Stocks, he spent 15 years inside the machinery of global finance — working in investment banking, buy-side firms, and eventually managing money for a wealthy family in Singapore. A Swedish native who studied Chinese at Peking University, Michael...
He Shut Down Time's Moscow Bureau. Then He Built His Own Magazine 18.02.2026 1:04:32
My newsletter: https://simonowens.substack.com/ In 2011, as the golden era of glossy newsweeklies was fading, former Time correspondent Nathan Thornburgh made a bet that serious journalism didn't have to look the way it always had. Alongside food writer Matt Goulding, he launched Roads & Kingdoms as a scrappy Tumblr experiment, using food as a gateway into geopolitics, history, and culture Ove...
How a small journalism nonprofit is holding the largest pharma companies to account 16.02.2026 1:03:38
My newsletter: https://simonowens.substack.com/ For decades, Diane Salvatore helped lead some of America's most recognizable magazine brands, including Consumer Reports, where rigorous product testing and consumer safety were core to the mission. Now, as executive director of the MedShadow Foundation, she's applying that same watchdog mentality to one of the most opaque corners of the marketplac...
Should the media be afraid of Google Zero? 13.02.2026 1:00:03
My newsletter: https://simonowens.substack.com/ For today's episode I spoke to Jim Louderback, the writer behind a newsletter called Inside the Creator Economy Jim is a longtime media veteran who started out in magazine publishing and then eventually made his way over to the Creator Economy. He spent several years running Vidcon, the annual event where the world's biggest YouTubers connect wit...
A couple teenagers launched a media company that now drives 240 billion annual views 09.02.2026 48:44
My newsletter: https://simonowens.substack.com/ Kit Chilvers started posting memes on Instagram when he was 14, treating the platform like a video game and obsessing over what made posts take off. A decade later, that experimentation has turned into Pubity Group, a bootstrapped social media company with roughly 170 million followers and hundreds of billions of annual views. In a recent interv...
This company wants to fix the broken economics of standup comedy 28.01.2026 1:00:16
My newsletter: https://simonowens.substack.com/ In some ways, it's never been a better time to be a standup comedian. In previous eras, aspiring standups had to slowly make their way up through the industry by performing in open mic nights and small venues, but now a few viral video clips on Instagram or TikTok can instantly thrust a new comedian into the spotlight. But even if a standup has m...
How a few college students bootstrapped one of the largest sports media websites in the world 27.01.2026 54:32
My newsletter: https://simonowens.substack.com/ In today's episode, we're speaking to Suryansh Tibarewala, the co-founder of Essentially Sports. EssentiallySports began in 2014 as a bootstrapped passion project started by Suryansh and his co-founders while they were college students in India. It started as a simple WordPress site focused on tennis and Formula One. The site ran for four to five...
This social-first news outlet turned street interviews into a 600,000-subscriber YouTube channel 21.01.2026 1:05:41
My newsletter: https://simonowens.substack.com/ Roca News was founded on a simple premise: so much of news now is consumed on social platforms, with fewer and fewer internet users clicking through to article pages. After launching in 2020, it gained its initial success on Instagram, where it amassed hundreds of thousands of followers by distilling important news stories into swipeable images. It...
How a 45-year-old magazine is building a B2B media empire 19.01.2026 58:49
My newsletter: https://simonowens.substack.com/ When Shane Greer took over the magazine Campaigns & Elections in 2011, it was in a sorry state. Founded back in 1980, the outlet had once been the gold standard for reporting on the political operatives who help candidates and corporations influence elections. But by 2011, the magazine was limping along, with its print edition and events strug...
How the Kyiv Independent used global sympathy to generate membership revenue 17.12.2025 42:17
My newsletter: https://simonowens.substack.com/ The Kyiv Independent launched in 2021, and its timing was in some ways fortuitous, since it was only a few months later that Russia launched a full-scale invasion in Ukraine. Suddenly, the entire world was paying attention to the country, and the Kyiv Independent happened to be the most authoritative English-language outlet to be reporting on the g...
How a local newsletter company is leveraging AI to cover hundreds of counties across the US 12.12.2025 55:56
My newsletter: https://simonowens.substack.com/ What if you took Morning Brew's approach to newsletter writing and applied it to local news? That was the original idea behind 6AM City, a company that launched its first newsletter in Greenville, South Carolina in 2016 and gradually expanded into over a dozen cities. For most of its history, 6AM City's approach was to hire a handful of editors i...
Why BroBible's staff bought the website back from the media company that had acquired it 08.12.2025 1:01:00
My newsletter: https://simonowens.substack.com/ When the media holding company Woven Digital purchased BroBible in 2012, the idea was that the guy-focused publisher would benefit from all the business synergies that come from being part of a larger media network. Instead, BroBible was neglected and undermonetized. So when Woven began unraveling its holdings in 2018, BroBible's staff banded toget...
Why the founder of a popular cycling blog sold it and then left to launch a competitor 05.12.2025 56:02
My newsletter: https://simonowens.substack.com/ In 2008, Wade Wallace found himself living in Australia and laid off from the company that moved him there in the first place. With his visa in limbo, and not much else to do, he launched CyclingTips, a blog that covered both the professional and amateur aspects of the sport. What started out as a hobby eventually grew into a fully-staffed news web...
How a failed horror movie director co-founded one of the most popular yoga channels on YouTube 01.12.2025 48:14
My newsletter: https://simonowens.substack.com/ There was a time 20 years ago where if you filmed a horror movie on a tight enough budget, you could plausibly turn a profit from the DVD sales alone. Unfortunately for Chris Sharpe, his entry into the horror genre came just as the DVD market was collapsing, and so his career as a movie director fizzled out after he made only one film. Luckily,...
How Big Cabal became one of the fastest-growing media outlets in Africa 24.11.2025 42:29
My newsletter: https://simonowens.substack.com/ When Tomiwa Aladekomo took over Big Cabal Media eight years ago, the company was little more than two promising publications that were read mostly within Nigeria. He stepped in not as a founder, but as someone who had spent years inside every corner of the media world, including music, advertising, brand strategy, and digital publishing. And he saw...
How a former USA Today columnist launched his own travel channel on YouTube 21.11.2025 39:08
My newsletter: https://simonowens.substack.com/ These days, every audio podcast has an accompanying video podcast, but Jefferson Graham was hosting video podcasts before the term even existed. In 2006, he started co-hosting a show with another USA Today colleague who lived on the opposite coast from him, and they'd physically FedEx the tapes back and forth so they could be edited. Jefferson then...
Why this business news outlet ditched advertising to focus entirely on paid subscriptions 19.11.2025 1:03:31
My newsletter: https://simonowens.substack.com/ If you attend any media industry conference, you'll hear lots of discussions from publishers about how they're trying to diversify their revenue streams, but Todd Scott took the opposite approach. A few years ago, he announced the National Business Review, the New Zealand media outlet he runs, would no longer accept advertising and instead monetize...
Why a former New York Times editor launched her own women-focused magazine 14.11.2025 1:12:07
My newsletter: https://simonowens.substack.com/ Francesca Donner has had a somewhat unusual journalism career in that she never aspired to be a reporter or have her own bylines; instead, she started out her career as an editor and rose through the ranks of places like the Wall Street Journal and New York Times. But though she wielded some influence at these publishers, she was always frustrated...
How an IMDB co-founder achieved three successful media exits 15.10.2025 1:00:58
My newsletter: https://simonowens.substack.com/ One day in the 1990s, Alan Jay received a surprising phone call at work from Jeff Bezos's assistant, who said the Amazon founder wanted to meet with him during an upcoming trip to the UK. That meeting would eventually lead to Amazon acquiring IMDB, the movie database Alan had co-founded. After the acquisition, Alan didn't rest on his laurels; ove...
How a San Francisco print zine evolved into a thriving local blog 10.10.2025 36:56
My newsletter: https://simonowens.substack.com/ If Stuart Schuffman were in his early 20s today and building an independent media career, he'd probably be a TikTok influencer, but when he launched Broke Ass Stuart in the early 2000s, the natural medium was a print zine, one he printed out and stapled together himself. It was a San Francisco travel guide of sorts, and he trucked it all around the...
How a government contractor built a media empire around his niche content 08.10.2025 54:52
My newsletter: https://simonowens.substack.com/ By the time Eric Coffie launched his YouTube channel in 2016, he was already one of the most successful federal government contractors in the US and employed an entire team that specialized in erecting steel buildings. The YouTube channel came out of his frustration of having to repeat the same advice over and over again to those wanting to break i...
This local newsletter covering a Dallas suburb has the highest paid conversion rate on Substack 06.10.2025 37:54
My newsletter: https://simonowens.substack.com/ The Coppell Chronicle isn't your average Substack newsletter. For one, the headlines are incredibly boring. Secondly, there's really no free version of it, since every issue that's sent out includes a paywall. But perhaps the most remarkable thing about it is that it's managed to convert upwards of 40% of its email list into paid subscribers, which...
This former Amazon executive generates over $200,000 from a newsletter he sends just once a week 24.09.2025 54:34
My newsletter: https://simonowens.substack.com/ If you ask Dave Anderson what he does for a living, he'll probably tell you he's retired, but that's not entirely true. While he did leave his last full-time job at Amazon back in 2020, he still writes a weekly newsletter on Substack about tech leadership. And even though he only works on the newsletter part time, it currently has over 2,000 paid s...
Why a marketing consultant bought the largest real estate trade magazine in Canada 22.09.2025 50:46
My newsletter: https://simonowens.substack.com/ Andrew Fogliato never set out to be a marketing consultant. He was simply trying to succeed as a real estate agent and began creating local online content to promote his listings. His colleagues at RE/MAX quickly noticed that his marketing savvy gave him an edge, and soon he was training other agents across Canada. Eventually, he left RE/MAX to lau...
How a professional sailing league built massive reach on YouTube and social media 03.09.2025 50:46
My newsletter: https://simonowens.substack.com/ SailGP is only a little over five years old, and yet the competitive sailing league has already built out a substantial fan base all across the world. Not only are its competitions broadcast on linear TV channels, it also produces an impressive amount of content that includes YouTube videos, social media clips, and podcasts. In 2022, it hired Melis...
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