Content Launch

John Wibbin built a successful agency that generated hundreds of thousands in annual revenue over 12 years. But he didn't want to be a big agency CEO anymore—managing clients on a database felt like a dead end. Five years before this 2018 interview, he made a deliberate choice: build a software platform instead. "Running a software company was the next thing for me," he explains. "I really worked well with software developers. I love conceptualizing things. I love building stuff."

The road was not smooth. Two and a half years into the journey, John had built an alpha product—but it wasn't ready for the market. "It was not ready for prime time," he recalls. "We spent a lot of money. We marketed it and it just was not good enough." The user experience was confusing. People didn't know where to click. The team was "in love with our ugly baby," thinking it was great internally, but customers wouldn't pay for it.

Meanwhile, John went through a lawsuit with some developers—"the ugly part" of starting a company. He made the difficult decision to scrap the alpha, fire his developers, and completely re-architect the platform. "We spent twice as much money. It's like twice as long to do," but the result was "far and away better" than what came before.

By early 2018, Content Launch had moved from beta into soft launch. John had secured a significant white-label partnership deal with another business application, committing 700 paid users. On the direct customer side, he had 15 paying accounts, each paying $100 per month per user—a peer-played SaaS model. When pressed on pure SaaS revenue (excluding the partnership deal and professional services), John admitted the number was closer to ~$3,000 per month with just the 15 direct accounts generating around $1,500, plus some managed services revenue.

John struggled with a tension that plagued many agency-to-SaaS transitions: holding onto the old business as a safety net while trying to launch the new one. He still had agency revenue coming in (~$35k the previous year), which gave him breathing room but also divided his attention. When Nathan Latka pressed him on why he wasn't "all in," John was initially defensive, pointing to his visionary role and product quality concerns. "I'm not a software developer, so it's frustrating for me," he admitted, citing lingering bugs that made him hesitant to aggressively sell.

But Nathan pushed back: "Facebook has bugs every day, Google has bugs every day... if that business leader never wants to make a sale because they're worried about the next bug, they're never going to grow." John acknowledged the critique and recognized he was still learning how to be a software CEO. He was beginning to see that growth requires pushing forward despite imperfection.

By 2018, Content Launch was officially launching with all bells and whistles. The product—a content planning and distribution platform comparable to but different from Hootsuite—was targeting small agencies and SMBs. John had 8 team members spread across North Carolina, Eastern Europe (developers), and Irvine (operations), all wearing multiple hats. He was transitioning 40 legacy agency clients onto the platform and saying no to new agency work. The white-label partnership promised significant future revenue, but John was realistic: true growth would require him to shift his mindset from cautious entrepreneur running multiple businesses to focused software CEO willing to scale aggressively despite imperfect products.