Looped In

well, I was wrong about some stuff 😬 - scoring my 2025 predictions

A brutally honest look at what I got right, what I got wrong, and what surprised me most

Dec 14 • Kaylee Edmondson

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The Promotion You Think You Deserve (And Why You’re Probably Not Getting It)

On earning promotions vs. deserving them (and knowing when to leave instead)

Dec 7 • Kaylee Edmondson

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Your AI GTM Engine Will Break. Here's How to Fix It Before It Does.

Measurement, iteration, and organizational discipline for your AI. Part 5 of a 5-part series on building AI-GTM infrastructure that actually works.

Dec 1 • Kaylee Edmondson

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November 2025

Your AI Content Looks Like AI Content (And That’s Costing You)

Part 4 of a 5-part series on building AI-GTM infrastructure that actually works.

Nov 23 • Kaylee Edmondson

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Stop asking ChatGPT to write your emails

Seriously. If that's your AI strategy, you're missing the entire point. Part 3 of a 5-part series on building AI-GTM infrastructure that actually works.

Nov 17 • Kaylee Edmondson

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Your CRM Is Clean. Your AI Still Sucks. Here's Why.

AI needs to know what "good" looks like for YOUR business—here's how to teach it. Part 2 of a 5-part series on building AI-GTM infrastructure that…

Nov 9 • Kaylee Edmondson

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Your AI Tools Are Failing Because Your Data Is Broken

Before you hire another prompt engineer, fix your CRM. Part 1 of a 5-part series on building AI-GTM infrastructure that actually works.

Nov 2 • Kaylee Edmondson

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October 2025

The real real, the hype, and the straight up haphazard

AI in Demand Gen in 2025

Oct 26 • Kaylee Edmondson

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Marketing principles I'll live and die by

For now anyway, marketing is always evolving after all

Oct 20 • Kaylee Edmondson

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The Short-Term Pipeline Trap

A CMO I talked to last week looked exhausted.

Oct 12 • Kaylee Edmondson

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This new content era is for builders

So let's go build some stuff 🛠️

Oct 5 • Kaylee Edmondson

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September 2025

The productivity stack

My Stack for Running DemandLoops & Delivering Client Results

Sep 28 • Kaylee Edmondson

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