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How To Talk To AI
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Every post, in date order.
February 2026
Feb 18
Brain First. AI Second.
AI
Human
Leadership
The250
Feb 17
How AI Has Effected The250
AI
Human
Leadership
Technology
Feb 16
25000 Prompts In
AI
Human
Technology
The250
Feb 15
Agents Versus Free Agents
AI
Technology
The250
Feb 14
Will AI Unionize?
AI
Human
The250
Feb 13
Heaps of Mediocre
AI
Human
Technology
The250
Feb 12
AI and Zeitgeist (2026)
AI
Human
Technology
The250
Feb 11
What do they want?
Human
Leadership
The250
Feb 10
Drain the Swmp
Human
Leadership
The250
Feb 9
All Things Being Equal
Human
Leadership
The250
Feb 8
A Blip
Human
The250
Feb 7
It’s All Relative
AI
Leadership
The250
Feb 6
The Skeptic Agent
AI
The250
Feb 5
AI and Teaching Intuition
AI
The250
Feb 4
Drinking From The Fire Hose
The250
Feb 3
It’s Time to Find Your Level of Incompetence
AI
The250
Feb 2
Who Are You?
AI
The250
Feb 1
Find the Friction
The250
January 2026
Jan 31
Snow Day
The250
Jan 30
Who is the 1% with AI?
AI
The250
Jan 29
The Uncomfortable Delay
AI
The250
Jan 28
Does It Feel Dangerous?
The250
Jan 27
Humans&
AI
The250
Jan 26
Is It Worth More?
The250
Jan 25
The AI Programmer Debate
AI
The250
Jan 24
Moonshot
The250
Jan 23
Be the Person
The250
Jan 22
To Whom Do You Complain
The250
Jan 21
Exit Strategy
The250
Jan 20
Pop Culture Terminology Vs Professional Culture Terminology
AI
The250
Jan 19
Just Make the AI Work Smarter Not Harder
AI
The250
Jan 18
Is AI Really Increasing Productivity?
AI
The250
Jan 17
Just the Way You Want It
The250
Jan 16
How to Make Day 1 Successful
The250
Jan 15
A Clean Slate
The250
Jan 14
Move Fast and Break Things vs Slow and Steady
AI
The250
Jan 13
Wagging the Dog
The250
Jan 12
Pay Now or Pay Later
The250
Jan 11
The AI Paradox
AI
The250
Jan 10
Realizable New Years Resolutions — A Summary
The250
Jan 9
Realizable New Years Resolutions — Still Be You
The250
Jan 8
Realizable New Years Resolutions — Taking on One (Tiny) New Thing
The250
Jan 7
Realizable New Years Resolutions — Habits vs Outcomes
The250
Jan 6
Realizable New Years Resolutions — Environment vs Willpower
The250
Jan 5
Realizable New Year’s Resolutions (A Miniseries)
The250
Jan 4
2026
The250
Jan 3
A Million Ways to Sunday
AI
The250
Jan 2
How to Talk to AI — A Primer and Guide
AI
The250
Jan 1
Happy New Year — About The250
The250
December 2025
Dec 31
The Last Page of the Story
The250
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