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The 100 by Chae O'brien

The 100 is a frank perspective for any executive, in any industry, who wants to understand how B2B buyers actually make decisions, not how we wish they would.

chaeobrien.substack.comSource feed ↗10 episodes

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GTM Planning for 2026: Back to Basics (but with AI)

Designing the intelligence layer your GTM depends on.

If you can’t explain why you won, you’re not ready to scale

Fixing the broken insight loop inside your sales and marketing engines.

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Buying committees and LLMs: the two audience groups that matter today

How to build product marketing programs that serve both groups, value and context.

Understanding how AI search works: A super basic rundown

We need to make our product marketing work harder in the age of AI but how do we do that when everything else was written to serve traditional SEO?.

Q1 Clarity: Focus on team alignment before execution.

A practical framework for finding shared purpose when the ground keeps shifting.

50 Questions B2B Buyers Need Answered in 2025

Why should buyers trust your product over every other option available?

Redefining Gratitude

A late night reflection on the privilege of choice.

The Psychology of Progress in SaaS Leadership

Why B2B teams resist the change they want most.

Designing a Self-Service B2B Journey

From campaigns to continuous learning: matching how B2B buyers really research and learn.

Unpacking Pacer's Approach to Tailored Hospitality Project Implementation

Kristan Reading walks us through how Pacer's multifaceted platform aids major brands like Marriott and Hyatt in harmonizing global operations and elevating guest satisfaction.

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