A founder who sold eight small tools launched Side School, an AI skills bootcamp, and says it made six figures in months
Ben Issen used proceeds from selling tools to fund a school teaching practical AI skills.
Subject: Ben Issen (Side School)Paid challenge-based AI bootcamps
Case Overview & Background
Ben Issen was Webflow's first intern at 18, then built more than 18 tools for freelance designers through his incubator Supercreative and sold eight of them. He co-founded Side School to teach practical AI skills. He says it generated six figures in revenue in its initial experiments.
How AI Is Used
Step-by-Step Process
He sold eight tools and used the money.
He launched with a small setup.
Growth was sales-driven.
Customer Acquisition & Distribution
Limitations, Risks & Failure Modes
What may not apply to you, and what could go wrong:
- The figure is self-reported and was not independently checked
- Six figures is a range, not an exact amount
- Education income depends on continued demand for AI skills
Key Takeaways
- Teaching AI skills can be a business on its own
- Selling earlier products can fund the next one
Sources
Indie Hackers interview: Hitting six figures within three months of launching an AI bootcamp
Note: Indie Hackers interview. The headline figure is in the founder's own words in the public section.
Category page banner: Reach readers researching one specific AI business model.
One clearly labelled banner on a category page such as Micro-SaaS or AI Agencies, shown next to the documented cases your product is relevant to.
Sponsored placements are always labelled and never change how cases are researched, labelled, or ranked.
Commercial disclosure: We currently have no affiliate or sponsorship relationship with any tool or person on this page. If that changes, affiliate links and sponsored content will be clearly labelled, and evidence labels will never be changed for commercial reasons.
