Insights
Insights
Articles, guides and conversations on the people side of AI transformation.
The cornerstones
The questions I get asked most, answered at length. Each one started in a real conversation with someone doing this inside an organization.
Governance and who owns the agents
Redesigning the work
Wins that spread
Leading the transformation
From the newsletter
Every Monday, straight from the Substack feed. Nothing here is typed by hand.
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Running Hyperadaptive Organizations: AI Learning is Social Learning -
How to Regulate AI Safety, without the Government -
The Goldilocks Governance Problem with AI (And How to Solve It) -
AI Is Error-Prone and Chaotic. Could It Also Be The Safest Thing We Have Ever Built? -
We Gave Toddlers the Car Keys to AI, Then Held a Security Conference About the Car -
Why I Wrote Hyperadaptive -
The Blueprint Your Team Can Actually Follow -
FIELD NOTE: Token budgets are the new 'that's out of scope' -
What Most Organizations are Missing in the Rush to Build Agents -
An AI Book for Consultancies (and Your Clients) -
What Toyota’s Turnaround of GM Teaches Us About AI -
Hyperadaptive Was Built to Be Read Together -
From One Countable Win to a System That Scales Itself -
We Keep Expecting AI to Install Itself. It Doesn't, and Here's the Piece You're Missing. -
AI is Splitting Your Organization in Two -
Your Company Is Built Like a Machine. To Survive AI, It Has to Grow Like a Forest. -
From Random Acts of AI to a System That Compounds -
Stop Using Carrots and Sticks to Motivate People to Use AI -
Why Your Chief AI Officer Isn’ t Enough -
From Reading to Running: Operationalizing the Hyperadaptive Model
Membership
You're looking for action, not more thought leadership.
The free tier shows you how I read the terrain. The paid tiers give you the patterns and resources from real conversations. The founding tier hands you the working tools.
Free
$0
- Weekly Monday article
- Monthly open chat thread
- Public access to a selection of resources
Paid
$15/month or $180/year
Everything before this, plus
- Bi-weekly Field Notes from real client conversations, organized by Waypoint
- Members-only roundtables with people doing this work at your altitude
- First access to new Moves, tools and agent updates
- Members-only chats
Pioneer
$350/year
Everything before this, plus
- Waypoint Companion Agent, trained on the book and the frameworks
- First seat at new cohorts and pilot programs
- Hyperadaptive Pioneers recognition
Conversations and talks
Humanity and Innovation: Navigating Life in the Age of AI
GAEA TALKS: Rewiring The Enterprise To Become AI-Native With Melissa Reeve
Five Levels of Becoming AI Native: Melissa Reeve
Evaluating your readiness for agentic AI
Why 80% of AI Projects Fail (It's Not the Tech) | The AI+HI Project
How to Build an AI-Native Organization | The Leadership Growth Podcast
Guides
Guide
The AI Learning Flywheel
How AI learning gets captured, shaped and put to work, so one team's win reaches the next team.
Get the guide
Guide
Enterprise AI Integration
What has to be in place before AI work spreads past a pilot.
Get the guide