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Still figuring it out? One free article a month for founders and leaders on the stuff that's hard to get right, from winning customers to which AI is actually useful. Business stories and things I've tried myself, including the ones that didn't work.

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thisisuncharted.co
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Latest Issues

What if your best product gets ignored?

I love this idea from Patrick Collison, who cofounded Stripe.

He posted on X that personal AI agents will act as “a kind of structural subsidy for product quality”, for example if everyone’s agent does 10 or 100 hours of Sherlock Holmes l...

18 days ago
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Your marketing team has too many customers

When I moved from B2C into my first B2B marketing role, the thing that caught me out was who my customers turned out to be.

The budget was also significantly smaller and the market was far narrower, but that wasn’t it. In my B2C days, I’d...

2 months ago
12

Human customer support shouldn’t be a VIP perk

Way back when I worked in a startup digital bank, with far less resources than the large traditional banks. Every customer support agent had a tonne of customers to look after. This originally got us to think how could we get people onto th...

3 months ago
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Stablecoin payments cannot be reversed

Last summer I was in a Google Meet meeting pretending to listen while simultaneously signing up for a saas product that cost $3 per month. I wasn’t paying any attention to either task. Without thinking I had signed up for the $3k monthly pl...

4 months ago
4

I set up a Claude subscription for my team

It was time to declare an AI amnesty.

I knew my entire team had been running personal subs for years so it was time to setup a team subscription. A day or two later I got sent some social posts and a blog to review and sign off. One had th...

4 months ago
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  • Martin O'Leary

    I help brands make complex products easier to understand and buy. On uncharted I write about the stuff that's hard to figure out, from winning customers to which AI is actually useful.

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