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TBM 434: How Maps Can Hide Problems
If what you are mapping is incoherent, don’t fall in love with the map (or your personal ability to navigate with it).
Aug 1
•
John Cutler
34
1
5
July 2026
TBM 433: The Border Collie Faustian Bargain
(I have a question at the end, if you get there)
Jul 29
•
John Cutler
73
26
5
TBM 432: Bundling & Unbundling Capabilities (and AI)
Early in my product career, I wore many hats.
Jul 26
•
John Cutler
59
6
7
TBM 431: The Denominator That Matters
Here’s a simple model for thinking about AI success in organizations.
Jul 19
•
John Cutler
54
4
5
TBM 430: Incubate, Compound, Refinance, Liquidate
tl;dr: AI does not eliminate complexity, coupling, coordination, uncertainty, or decay.
Jul 12
•
John Cutler
35
1
3
TBM 429: How To Thrive At Work When You Think Too Much
This post is important.
Jul 6
•
John Cutler
150
11
25
TBM 428: Yes, Robot. Yes, Boss?
AI can be your scribe, your thought partner, data-stitcher, or your counselor.
Jul 3
•
John Cutler
30
2
1
June 2026
TBM 427: The Bottleneck Strike Again!
My goodness.
Jun 26
•
John Cutler
96
7
11
TBM 426: The Trouble With Mirrors
There’s a difference between mirrors and mirroring.
Jun 16
•
John Cutler
48
5
2
TBM 425: AI and Agency
So you want your team to figure out how to use AI for the benefit of your company?
Jun 7
•
John Cutler
80
12
10
May 2026
TBM 424: Why We Help (And How To Stay Helpful)
I have been thinking a lot about self-care, especially for people who find themselves pulled into helping people and making things better. The desire to…
May 31
•
John Cutler
60
3
7
AI Won’t Save the Kingdoms We Built
This post is about the people who built the fiefdoms now looking to AI to save them from the fiefdoms, and why that will only work if we are honest…
May 23
•
John Cutler
16
4
5
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