Insights on Building Mission-Driven Organizations

Practical lessons from 15+ years of leadership across nonprofits, real estate, and healthtech. Topics include AI implementation, nonprofit operations, business systems, and what it takes to scale organizations without losing your mission.

Why I’m Glad I Never Learned Flash—and How That Shapes What I Choose to Learn About AI
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Why I’m Glad I Never Learned Flash—and How That Shapes What I Choose to Learn About AI

Back in the early 2000s, everyone told me I should learn Flash. It was the thing—the language of slick websites, cool animations, and interactive experiences. I thought about it, but something held me back. Eventually, Flash disappeared, swept away by HTML5, mobile devices, and changing tech standards. And I’ve never regretted not sinking hours (or years) into mastering it.

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How I Used Claude AI to Write My Book (And Why It Wasn't What You Think)
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How I Used Claude AI to Write My Book (And Why It Wasn't What You Think)

Let me be clear from the start: Claude AI didn't write my book. I did.

But without Claude as my writing partner, "The Accidental Nonprofiteer" would still be sitting in a Google Doc as 5,000 words of unfinished potential, just like it had been for the past eight years.

When I tell people I used AI to help finish my book, I usually get one of two reactions: either "That's cheating!" or "Wow, so AI can just write books now?" Both responses miss what actually happened. The reality is more nuanced—and more interesting.

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From Game Boys to GPTs: Riding the Greatest Tech Wave Ever
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From Game Boys to GPTs: Riding the Greatest Tech Wave Ever

Growing up in the ‘80s and ‘90s felt like living on the edge of a digital frontier. I remember the first time I held a Game Boy in my hands—like holding a book, grey, and gloriously pixelated. Tetris never looked so good. Then came the Super Nintendo with its magical purple buttons, delivering Donkey Kong Country and Zelda in vibrant color. PlayStation blew our minds with discs instead of cartridges and the first truly cinematic games. Xbox followed with Halo and LAN parties that redefined "multiplayer."

We weren’t just playing games—we were watching the world shift beneath our feet.

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