Product Growth Stories

Why Our Biggest Customer Left Due to User Training Failure (And How We Fixed It)


Listen Later

Prevent churn from the wrong user persona — most B2B SaaS founders don't realize they have two customers to sell every day.
Chuck, co-founder of Cyber Hoot, built his cybersecurity training platform over 11 years and learned this the hard way: losing a major customer not because the product was broken, but because end users thought it was. The economic buyer and the end user have completely different needs — and if you only solve for one, you churn the other.
In this episode, you'll learn how to identify the gap between your intended user persona and actual user behavior, why simplicity beats technical sophistication every time, and how to structure pricing to prevent channel conflict when selling direct alongside MSP partners. Chuck breaks down a real example where users were failing platform quizzes repeatedly — not due to a bug, but because they were trying to game randomized answers, revealing a critical assumption gap in product design.
The takeaway: "I have two customers now... once I sell that business or MSP, I got to sell the end users every day they use it." Volume-based pricing tiers are also covered as a structural fix for protecting channel margins without negotiating case by case.
ABOUT THE GUEST
Chuck is the founder of Evolve Computing, established in 2008, and co-developed Cyber Hoot, a B2B SaaS cybersecurity awareness training platform built over 11 years. His experience spans managed service providers, direct sales, and navigating the channel conflict that comes with scaling both simultaneously.
Get the complete show notes, frameworks, and playbooks:
https://podcast.rapidproductgrowth.com/prevent-churn-from-wrong-user-persona/
Subscribe for more tactical B2B growth strategy:
https://www.youtube.com/@productgrowthstories?sub_confirmation=1
#PreventChurn #B2BSaaS #ICPStrategy #ChannelConflict #SaaSFounders
...more
View all episodesView all episodes
Download on the App Store

Product Growth StoriesBy Jean-Michel Moreau