Lead with AI
Lead with AI is for executives, managers and teams. Move from AI curiosity to real adoption across your organisation.
Teardown
How this community works
- Pricing
- Free to join
- Size
- 1,800 membersBigger than 68% of the ai & tech communities indexed here.
- Platform
- Circle
- Category
- AI & Tech
- Last verified
- 7 October 2026
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About Lead with AI
Lead with AI is for executives, managers and teams. Move from AI curiosity to real adoption across your organisation.
Why you should join: Led by Daan van Rossum: cohort-based boot camps, live masterclasses, expert AMAs and a growing library of 100+ playbooks and templates for applying AI to workflows and leadership, regardless of technical background. Free to join.
Tiers and products
Notes
Teardown notes
The one-liner
A free AI adoption community for leaders, feeding paid bootcamps and team training.
What they actually sell
Lead with AI is run by Daan van Rossum. The front-page promise is "An executive program and community enabling leaders to implement AI with confidence." The public offer is free to join. The free community sits next to cohort boot camps and enterprise training. The page lists what is included: Executive Boot Camps & Workshops, Subscription-Based Community & Playbook Library and Enterprise & Team Training Options. What stands out is how directly the page names the result a buyer wants.
Who pays and why
Executives and managers leading AI adoption. The pain is moving from AI curiosity to real use across a team. They join for bootcamps, live masterclasses, expert AMAs and a library of playbooks. The page names its buyers as business leaders and executives wanting to lead AI strategy, non-technical managers wanting to integrate AI workflows and organizations planning enterprise-wide AI adoption and transformation. The emotional pull is being around people chasing the same thing, which matters as much as any single lesson.
Where the members come from
Daan van Rossum and the Lead with AI brand bring in leaders, with 1.9k members and enterprise training feeding the free community.
What's holding it back
Free community, paid bootcamps. The page could show the path between them more clearly.
Steal this
Use a free community to fill paid cohort bootcamps.
Would this work in another niche?
Yes for any B2B training firm such as cybersecurity training. Weak for consumer topics.
Written 7 October 2026
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