A weekly AI publication for builders

My job as a CTO changed overnight.

I'm Keith Eddleman — nearly 30 years in enterprise tech, now going all-in on practical AI. Every week I share the proof-of-concept builds, the production failures, and the real decisions behind AI adoption at scale. No hype. No theory. Just what works.

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“Life is not about the pursuit of happiness, but the happiness of pursuit.”

— Tony Hsieh, founder of Zappos

Keith Eddleman

About the Author

Keith Eddleman

AI Innovator · Enterprise CTO · Builder

Nearly 30 years building data and marketing technology at enterprise scale. I've taken more proof of concepts from napkin sketch to production deployment than I can count — and I've killed just as many that deserved killing.

I've been CTO at Q1Media since 2012, where we execute some of the most complex digital media buys on the internet. My greatest accomplishment there is building our Digital Media Operating System — an end-to-end console that runs our entire company from a single point of truth, from lead gen and prospecting all the way through to billing. More than $300 million in media spend has flowed through that system. That's the kind of practical, large-scale platform work that informs everything I write about AI.

Outside of Q1Media, I'm always building something. AI platforms, autonomous agents, proof of concepts that sometimes turn into real products. You can see what I'm working on over on the Projects page — and I'd love to hear what you think. Leave a comment, tell me I'm wrong, or share what you're building. That's what this is for.

Based in Austin, TX. The kind of person who texts his son about code at midnight and considers that a good Tuesday.

What You Get Every Week

Proof of Concept to Production

I take AI ideas from napkin sketch to working system and document every decision along the way. Architecture, tooling, cost, tradeoffs — the full picture.

Practical AI for Enterprise

Not toy demos. Real applications in real companies — agent automation, infrastructure decisions, and the integration patterns that actually survive production.

What's Next (Before It's Obvious)

B2A platforms, agent-native infrastructure, the death of per-seat SaaS — I cover the shifts while they're still emerging, not after everyone's already talking about them.

Past Issues

Issue #9 · Mar 28, 2026

Website. Phone. Email. AI.

Zuckerberg says every business will have an AI — just like they have a website, a phone number, and an email. He's not predicting the future. He's describing the present.

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Issue #8 · Mar 25, 2026

74 Releases in 52 Days. How Is Any CTO Supposed to Keep Up?

Anthropic shipped 74 Claude releases in 52 days. Meanwhile, 89% of enterprises are 'learning as we go' and 74% of CIOs regret a vendor decision. Here's a framework for operating in permanent uncertainty.

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Issue #7 · Mar 23, 2026

B2A: Your Next Million Users Won't Have Faces

Y Combinator says 'make something agents want.' AgentMail, Moltbook, and Essentialist.io are already doing it. Welcome to Business-to-Agent — the category that kills per-seat pricing.

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Issue #6 · Mar 19, 2026

My Son Shipped an App at Midnight. He's Not a Developer.

Two generations, two living rooms, both building software past midnight with AI. Vibe coding isn't a trend — it's the end of gatekeeping in software.

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Issue #5 · Mar 19, 2026

Nobody Builds Hero Sections for Robots

Meta bought Moltbook. AgentMail raised $6M. The Nasdaq Cloud Index lost $300B. The visual web is becoming optional — and entire job categories are going with it.

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Issue #4 · Mar 19, 2026

Stop Trying to Run OpenClaw on Shared Hosting

I wasted a weekend fighting Hostinger. OpenClaw on dedicated hardware took 20 minutes. Here's the infrastructure decision that actually matters.

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Why Listen to Me?

I don't have a podcast studio or a blue checkmark. I have production deployments, broken builds, and a terminal that's open right now. Here's what I bring to the table:

Nearly 30 years in enterprise data and marketing technology (since 1995)
CTO at Q1Media — leading AI integration at scale
Built Essentialist.io — an autonomous B2A revenue platform
Builder of TheAIPlaybook.com, llms.txt-indexed, agent-readable
Proof-of-concept practitioner — napkin to production
Austin, TX tech community leader

Written for:

CTOs & VPs of EngineeringTechnical FoundersEnterprise AI PractitionersProof-of-Concept BuildersAI-First Product Teams

Got a war story? I want to hear it.

If you're building with AI and have a story worth telling — a proof of concept that became production, a migration that went sideways, a tool that changed your workflow — I want to feature it. No ghostwriting. No sponsored takes. Your name, your experience, your words.

Send me your story →

You made it this far. You're clearly my kind of reader.

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