The Creative Context OS: How to Stop AI From Making Your Content Sound Like Everyone Else’s

AI has made production cheap. That is exactly why judgement, taste and context matter more than ever.

Oct 2 • Kieran Flanagan

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September 2026

Is the Traditional Marketing Team Dying, Shrinking, or Turning Into Something Else?

The new principles of a modern marketing team: the 0-1 marketer, pods, and depth of craft.

Sep 18 • Kieran Flanagan

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The CMO Role Is Dying. Here's Why I Think That's Temporary.

Why the CMO role is under attack in B2B, and what I’d tell a founder who is about to stop hiring for one.

Sep 4 • Kieran Flanagan

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August 2026

I Built an AI System That Positions Your Product

Because every product is starting to sound the same, and yours doesn’t have to

Aug 28 • Kieran Flanagan

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How to Build Your Starter AI Marketing System

The V1 system I’d build if I were a marketer trying to become an AI systems builder. Copy the whole thing.

Aug 21 • Kieran Flanagan

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How I Built My Marketing Intelligence Layer (+ The Skill and Template)

The skill + template for turning years of marketing experience into an asset every AI tool you use can learn from.

Aug 13 • Kieran Flanagan

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The State of B2B Marketing. What's working & What's not.

What founders actually think about marketing right now

Aug 6 • Kieran Flanagan

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July 2026

Use AI to Craft ‘Slop’ Free Content

Don’t let your content fall into the AI slop abyss. This skill will make sure you craft winning content

Jul 31 • Kieran Flanagan

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I Built a Claude Skill to Show Me Why My LinkedIn Reach Collapsed

It scrapes your LinkedIn analytics, shows in-network vs. out-of-network reach, and reveals which posts actually break out of your bubble.

Jul 24 • Kieran Flanagan

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The Great AI Sprawl

Why democratising AI made your teams slower, and the operating model that fixes it.

Jul 17 • Kieran Flanagan

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I Built an AI Skill to Sharpen My Taste. Here’s how it works.

A content taste skill that can help sharpen your taste. Free to download.

Jul 10 • Kieran Flanagan

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The Rise of the 'AI Brains'. And Why Everyone Is Building One.

From Karpathy's LLM Wiki to Brian Halligan's digital twin, how the smartest people in tech are building AI systems that think, remember, and act on…

Jul 3 • Kieran Flanagan

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