Media Deals

Caitlin Pyle’s “weekend project” teaching others how to proofread documents turned into a training hub packed with courses and e-books. But as the business grew, her passions evolved.

SlidesCarnival could have ended up like the rest of Jimena Catalina Gayo’s projects: forgotten. Instead, it turned into a lucrative monthly income — and a deal with Canva.

After passing her NP exam, Sarah Michelle Boes launched a virtual course to help others prepare. Seven months later, she hit $1 million in revenue. Two years later, she sold without a broker.

For a decade, four co-founders worked full time while building Really Good Emails on the side. During a meeting about a potential partnership, the idea of selling came up.

Morning Chalk Up, which drew an engaged audience of CrossFit enthusiasts, was bought by strength-sports media company BarBend.

When ChatGPT came on the scene, some AI newsletters were branded with robots, but these founders went all in on cats. This quirky touch earned them 500,000 subscribers in two years — all while one founder was still in college.

Biron Clark left a career in recruiting to build career advice website Career Sidekick. With $50k a month in revenue, it funded his travels around the world until he sold it in 2022.

Despite high interest rates, holiday delays and a Google algorithm update, this founder was determined to sell his portfolio of content sites.