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James Kerr - The Wayfinder Notes

James Kerr

AI strategy and implementation for founders and operators. Weekly company breakdowns with practical lessons on what’s worth adopting and how to make it work.

Platform
Substack
PricingOnly free issuesPublishesWeekly
Issues20Foundeda year agoLast Issue4 days ago
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Latest Issues

What Klarna Got Wrong About AI Customer Service

Hey, ,

Back in 2024, I remember seeing an article saying that Klarna said its AI assistant was doing the work of 700 full-time agents. Then, suddenly, the next year it famously made a VERY well-publicised about-turn; its CEO said it was hi...

4 days ago
9

Duolingo’s AI Strategy: What to Borrow, What to Avoid

Hey, welcome back !

In this edition, we’re going to look at Duolingo. They spent 12 years building their first 100 language courses, and since April 2025, thanks to AI, they’ve announced another 148. That’s a fair impact.

James Kerr - The...

14 days ago
13
3

How Ramp got 800 people building with AI

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Hey , hope you’ve had a great week or getting into a good rhythm for the weekend.

Last week was Stripe. This week we’re looking at Ramp, a very interesting fintech, suggested by . For anyone interested in learning from a very experi...

21 days ago
11
5

Ozymandias’s Curse: What’s Worth Building?

I met a traveller from an antique land

Who said: Two vast and trunkless legs of stone

Stand in the desert. Near them, on the sand,

Half sunk, a shattered visage lies, whose frown,

And wrinkled lip, and sneer of cold command,

Tell that...

24 days ago
7
4

How to earn your AI stripes, in 4 moves

Hey ,

Welcome to the second edition.

Thanks for reading James Kerr - The Wayfinder Notes! Subscribe for free to receive new posts and support my work.

Every Thursday, we break down one company’s AI playbook: their strategy, how they’ve b...

a month ago
10
1

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  • James Kerr

    I help founders and operators turn AI into business value. I write about AI strategy and implementation in The Wayfinder Notes. Former Accenture strategist. Building CURN, an AI advisory and implementation business.

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