Jason Zook and his wife Caroline spent eight years building Wandering Aimfully into a coaching program doing over $30,000 a month in recurring revenue. Then they shut it down — on purpose — at the peak. In Part 1 of this conversation, Jason walks Claire through how he and Caroline started working together (it involves lion makeup), the pricing shift that took them from $5K to $30K a month, the "enough number" exercise that's been guiding their business for years, an important apology, and the decision to close it all.
This is Part 1 of a two-part conversation. Stay tuned for Part 2, where things get... messier.
This Week on the Get Paid Podcast:
How Caroline pitched herself into Jason's business (and the lion makeup that started it all)
The pricing model shift that more than doubled their recurring revenue and gave them a multi-year run
Why they shut down a $30K+/month business at its peak — and the 20-month plan that gave them the runway to do it
The "enough number" exercise Jason swears every business owner should do (and the link to his full breakdown)
The side project that's quietly done $1.5M while helping course creators earn over $30 million
A first taste of Jason and Caroline's experiments in vibe coding — including the $20 pre-launch vote that funded their newest app idea
About Jason Zook:
Jason Zook has been building businesses online for nearly 20 years. He's the co-founder of Wandering Aimfully (a now-retired coaching program that brought in $2.5M in total revenue) and Teachery, a course platform that's done $1.5M as a side project while helping creators earn over $30 million. Jason and his wife Caroline recently launched two new vibe-coded apps and live in Portugal with their daughter Leon.
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