Thoughts
Actionable insights for mission-driven leaders.
The Strategic Exit: Why Nonprofits Must Plan for Legacy, Not Longevity
Nonprofits systematically plan for growth but rarely prepare for strategic transformation or closure, creating dangerous vulnerabilities as funding landscapes shift dramatically.
The Case for Consolidation (part 2) How to Know If A Merger Is Right for Your Organization
If Part 1 shifted how you think about consolidation—from "last resort" to "strategic option"—this article is about moving from possibility to evaluation.
Stop Building Alone: The Case for Strategic Nonprofit Consolidation (part 1)
You've tried everything: twice the grant proposals for half the revenue, yet another subscription for system "efficiency," and consultants who assumed a funding landscape that no longer exists. You are not failing. Your outcomes are strong, but the reality is brutal.
The Future of Work Is Unbundled
When someone asks "what do you do for work?" they're really asking about four distinct elements, bundled together: your income source, your identity, your skills, and your societal contribution. But technological advancement is forcing us to confront an uncomfortable truth: these four elements don't actually need to be connected. And after examining what happens when we unbundle them, only one element emerges as permanently tied to work itself.
The Deeper Game: Using AI to Shift from Symptoms to Systems
We implement AI tools and save two hours a day on administrative tasks, then immediately fill those hours with more administrative tasks. But there’s a bigger opportunity in the space that efficiency creates.
The Taco Bell Problem: Why Your AI Strategy Needs All Three Levels
Remember the story of Taco Bell's AI drive-thru? Customers trolled the system by ordering absurd things, like "18,000 cups of water," which the AI dutifully added before a human had to intervene.
Integration Intelligence
When you no longer need to be the fastest processor in the room, you can become the best synthesizer instead.
Stop Giving People Ladders. Start Building Scaffolding.
Why do we use the "ladder" metaphor for economic mobility? A ladder is a solitary, linear climb. It provides no support for setbacks and creates a system where each person needs their own tool to succeed.
From Job Placement to Economic Resilience
Our economic mobility sector is stuck in a myth: that training and placing people in jobs is still enough. It isn't.
Why Smart Workers Aren't Using AI: It's Not What You Think
When AI can make people so much more productive, why aren't more smart workers using it?
The Generalist's Renaissance: Why Your "Scattered" Resume is Actually Your Superpower
Traditional career advice tells us to pick a lane and stay in it. Build deep expertise. Become the go-to person for one specific thing. But what happens when your expertise is seeing connections across lanes? When your talents are in translation, adaptation, and rapid learning?
Not all communities were meant to last forever—and that's perfectly fine.
How to build community when you know you're leaving.
Punished for Success: The Benefits Cliff
We've accidentally built a system where our best workers can't afford to succeed.

