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Can AI reliably recognise a better product?
Patrick Collison thinks agents will reward quality. But a good product still needs to make its value clear to the right customer.
Oct 15
•
Martin O'Leary
6
1
6
September 2026
Your marketing team has too many customers
How to agree what comes first when you’re new and every department needs your help.
Sep 15
•
Martin O'Leary
12
2
August 2026
Human customer support shouldn’t be a VIP perk
We all know AI is going to handle more customer support, but the bigger question is when should a person step in and take over.
Aug 11
•
Martin O'Leary
5
2
4
July 2026
Stablecoin payments cannot be reversed
Stablecoins can move money fast but what happens when something goes wrong?
Jul 14
•
Martin O'Leary
4
3
June 2026
I set up a Claude subscription for my team
A day later I got sent a blog that said we were quietly innovating. Cringe.
Jun 30
12
2
4
May 2026
Trust doesn’t have a line item
Which is exactly why it’s always the first thing to go.
May 26
•
Martin O'Leary
11
3
3
April 2026
My OpenClaw review
The chat was the least useful part.
Apr 14
13
2
5
March 2026
The washing machine didn’t negotiate with the housemaid
Everyone’s arguing about which job AI takes first but what if that’s the wrong question entirely.
Mar 18
•
Martin O'Leary
11
2
5
February 2026
Marketing is splitting into two jobs
One optimises for humans while the other optimises for machines.
Feb 24
•
Martin O'Leary
23
3
11
Your enterprise pitch was fine. Your org chart was wrong.
What 100 vendor pitches at Google taught a partnerships lead about enterprise sales.
Feb 17
•
Martin O'Leary
and
Loretta
9
3
4
January 2026
Great meeting. No reply.
What killed your B2B deal while you were still celebrating.
Jan 13
•
Martin O'Leary
33
18
7
December 2025
I almost quit Uncharted twice
The essays that finally showed me what Uncharted was really about.
Dec 30, 2025
•
Martin O'Leary
15
2
4
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