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Failing Up \ Often

Failing Up \ Often

The entrepreneurial tradition of treating failure as tuition. Honest post-mortems, lessons from shutdowns, and the pattern of people who stumbled badly and built something better after.

8 Posts · May 26, 2013 – Mar 6, 2026
All posts
A.I. (and Subsets)· Mar 6, 2026 · 12 min read

The Race That Eats Its Own Rules

W10 - The infrastructure of good intentions has quietly become the infrastructure of acceleration. Not corruption. Rational adaptation. Seven researchers warned about this in 1945. The people who built this understand…

👁️ A Closer Look· Sep 25, 2025 · 8 min read

How Beautiful Failures Create Innovation Breakthroughs

W39 - Inspired by Brian Potter's analysis in "How Common Is Accidental Invention?" which revealed that approximately 7% of major inventions between 1800-1970 emerged from genuine accidents—a statistic that only hints at…

👁️ A Closer Look· Apr 3, 2025 · 15 min read

Capital Disrupted—The AI Native Shift Across Industries

W14 — What once required fifty engineers, twenty million dollars, and three years can now be accomplished by five people, two million dollars, and six months. This isn't hyperbole—it's the mathematics of disruption…

👁️ A Closer Look· Dec 5, 2024 · 16 min read

The Home Depot Revolution: Amazon's Unconventional Path to Chip Innovation

W48 - Amazon's AI revolution isn't in a high-tech lab—it's in a bland office with Home Depot parts. While Silicon Valley polishes its crystal palaces, Amazon engineers are rewriting the innovation playbook, one drill…

👁️ A Closer Look· May 23, 2024 · 9 min read

Bridging the Digital Divide: Creating Equitable and Inclusive Digital Experiences

W20 - In Silicon Valley's shadow, a janitor squints at their smartphone, baffled. Across town, a 10-year-old codes effortlessly. This stark contrast embodies our digital divide - no longer about access, but literacy and…

👁️ A Closer Look· May 10, 2024 · 12 min read

Crowdstrike: Authorization Not Recognized

W19 - In the quantum-AI labyrinth, firewalls crumble like ancient ruins. Yet authorization remains the Gordian knot tying our digital selves to cyberspace. As we race towards SSI and graph-powered identity, remember:…

A Story to Tell· Dec 5, 2023 · 5 min read

Writing as a Process of Self-Discovery

How I overcame a paralyzing fear of sharing my inside voice 🔮 Writing isn’t just about the finished product, rather, it’s about the process in itself and the self-discovery found along the way. I guarantee what you…

Entrepreneurial· May 26, 2013 · 2 min read

Why Everyone Should Hire An Amateur, Once

It’ll be the best thing you ever do 🔮 The above quote is my favorite quote when making recommendations on deepening the company talent pool, just hire a professional. You’re better off spending the duckets on proper…