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Oliver Buchannon
Jason C. Lewis

Ideas, observations, and working theories from a career spent inside enterprise tech, AI strategy, and startups.

Operator Insights

+2

The Domesday Default

Jul 1, 2026

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6 min read

The Domesday Default

Enable AI in your communication channels and your operational footprint grows the moment you grant access. Your contract may not change, but you have a new ledger.

Jason C. Lewis
Jason C. Lewis

Operator Insights

+1

The Day a Frontier Model Got Export-Controlled Mid-Flight

Jun 16, 2026

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4 min read

The Day a Frontier Model Got Export-Controlled Mid-Flight

And no, the story isn’t the jailbreak.

Jason C. Lewis
Jason C. Lewis

Operator Insights

+1

AARM Is the Standard Your Agent Contracts Don’t Mention Yet

Jun 2, 2026

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5 min read

AARM Is the Standard Your Agent Contracts Don’t Mention Yet

Hope with a paper trail

Jason C. Lewis
Jason C. Lewis
The 5-Minute AI Decision Framework Every Executive Needs

May 19, 2026

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4 min read

The 5-Minute AI Decision Framework Every Executive Needs

The cost of a reversible AI mistake is almost always lower than the cost of waiting six months to decide.

Jason C. Lewis
Jason C. Lewis

Builder Insights

+1

The Vertical Agent Wedge: Where AI Companies Actually Get to Scale

May 11, 2026

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4 min read

The Vertical Agent Wedge: Where AI Companies Actually Get to Scale

Horizontal AI agents are a race to the bottom

Jason C. Lewis
Jason C. Lewis

Operator Insights

+2

Innovation Theater at Scale: When AI Mandates Create Cacophony

May 5, 2026

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5 min read

Innovation Theater at Scale: When AI Mandates Create Cacophony

Companies that mandate AI without specifying what to build or why, don't empower teams — they hand every team an instrument and tell them to play — without a conductor.

Jason C. Lewis
Jason C. Lewis
The "workslop" problem: when AI adoption creates more noise than signal

Apr 27, 2026

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3 min read

The "workslop" problem: when AI adoption creates more noise than signal

The bottleneck didn't disappear. It moved — onto the most expensive people in your org.

Jason C. Lewis
Jason C. Lewis
The MCP Potluck

Apr 20, 2026

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3 min read

The MCP Potluck

Your MCP servers may be vulnerable

Jason C. Lewis
Jason C. Lewis
Automation Dependency

Apr 15, 2026

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1 min read

Automation Dependency

My Claude addiction exposed

Jason C. Lewis
Jason C. Lewis
Over a decade in AI. Here's what I've learned from the trenches.

Apr 15, 2026

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1 min read

Over a decade in AI. Here's what I've learned from the trenches.

Every week: what's actually working, what's overhyped, and where I'd focus if I were making your decisions.

Jason C. Lewis
Jason C. Lewis

Operator's Log

A weekly field report on AI strategy, scaling decisions, and career leverage—from the operator’s seat.

© 2026 Jason C. Lewis.
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