Dear Media bets on creator freedom to grow audiences and commerce
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The Skinny Confidential's Lauryn Bosstick, Dear Media's Michael Bosstick and Axios' Kerry Flynn. Photo: Stacey Conant
Dear Media is betting that giving creators the freedom to say what they want will build more loyal audiences and a stronger media business.
Why it matters: That trust has helped it turn content into commerce, selling advertising while also launching and investing in products.
What they're saying: "I personally don't censor anyone on our platform," Dear Media CEO Michael Bosstick says. "I'm pretty much a free speech absolutist. I've gotten some flack for that, but I've always felt like, who am I to decide what people can say and not say on the platform?"
- "From a business perspective, to me, it also makes sense to let people share what they want to share in an authentic way because it's what audiences are craving," he added.
- Lauryn Bosstick, founder of The Skinny Confidential, added that advertisers don't need to agree with every opinion a host expresses.
- "When I go to dinner with someone, I hope there's 15 people at the table that have different opinions. I want it to be as colorful as possible, and I think the same goes with an advertiser and an influencer or a podcaster," she says. "You don't have to agree with every single thing they say."
Catch up quick: Founded in 2018, Dear Media hosts more than 100 entertainment, pop culture and lifestyle shows. The company's 2024 revenue was more than $50 million, with 70% year-over-year growth.
- The Skinny Confidential was founded in 2011 as a blog and has grown into a beauty and wellness brand with 50% year-over-year growth since it launched, with 2024 nearing 65% growth.
- The Bossticks co-host "The Skinny Confidential: Him & Her Show," which hit more than 500 million downloads.
Between the lines: The Bossticks see podcasts as a launchpad for other content and partnerships. Dear Media is focused on establishing connections between its talent and audiences through audio, video, social, products, events and more.
- "Podcasts are the new talk shows. It's just in a different delivery form," Michael Bosstick says. "For the longest time, they were the weird stepchild of media.… I don't even really talk about them as podcasts anymore."
Follow the money: Dear Media and The Skinny Confidential have invested in and incubated products. Lauryn posted on her Instagram account this week that her ice roller is sold out on their site.
- "The influencers, I feel like, that just slap a white label on something and it doesn't really make sense to their story, there's not a lot of longevity in that," Lauryn Bosstick says.
What's next: Dear Media plans to keep expanding in content and commerce and exploring more acquisitions, after buying Obé Fitness this year. They view AI as a tool, not a replacement for human creators.
- "We will still, as humans, crave that human connection," Michael Bosstick says.
