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Why We Want to Bot Our Lives
The drive to bot our lives is less about leverage and more about avoidance. We are optimizing around a mode of living that we have not meaningfully…
Feb 1
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Ryan K. McDonald
1
1
AI Collapses Structure Before It Creates Advantage
AI does not primarily create speed → It collapses structure!
Feb 11
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Ryan K. McDonald
1
Systems Thinking Is the New Scarce Skill in an Agent World
Agents have moved organizational constraints to systems design
Feb 10
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Ryan K. McDonald
If your leadership narrative is centered on competence then you are not operating strategically
Writing and speaking in dollars, SWOT framed market and business risk and decisions is everything!
Feb 7
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Ryan K. McDonald
1
Digital Transformation Failed Because Humans Became the Glue Layer
Most digital transformation programs started with a reasonable goal: reduce manual coordination and shorten the feedback loops that slow enterprises…
May 19
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Ryan K. McDonald
Most Popular
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The Systemic Tragedy
Mar 17
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Ryan K. McDonald
4
What If Product Managers Are Overthinking It?
Sep 5, 2025
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Ryan K. McDonald
3
1
The Messy Middle
Sep 11, 2025
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Ryan K. McDonald
2
1
How Big Tech Turned Cleanup into “Transformation”
Oct 30, 2025
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Ryan K. McDonald
2
1
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The Terminology Changed
But the Nuances Matter!
May 13
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Ryan K. McDonald
The Quiet Inversion: We’re Willing to Stop Writing
The consequences are already showing up where it matters most.
Apr 28
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Ryan K. McDonald
Stop Prompting And Start Managing the System.
AI amplifies system flaws, it doesn’t fix them
Apr 22
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Ryan K. McDonald
LLM failover is not cloud failover
This started as a throwaway reliability question and turned into an uncomfortable realization.
Apr 20
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Ryan K. McDonald
You're Not Behind! The Architecture Underneath AI Is Older Than You Think.
Expanding on my video from today.
May 14
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Ryan K. McDonald
Future Tech
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You're Not Behind! The Architecture Underneath AI Is Older Than You Think.
Expanding on my video from today.
May 14
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Ryan K. McDonald
Let's Talk about ShaleYeah
Orchestrating the Future of Energy Intelligence
Sep 25, 2025
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Ryan K. McDonald
Anyone Can Learn English in 10 Minutes with a CFG as well as with an LLM
We have not gone from CFG's to LLM's by accident
Sep 24, 2025
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Ryan K. McDonald
Lessons from YC Demo Day
Features vs Futures
Sep 16, 2025
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Ryan K. McDonald
1
The Messy Middle
Most of what we’re building in AI right now is throw away in the long term.
Sep 11, 2025
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Ryan K. McDonald
2
1
The Room is Full - Trust No One
The empty restaurant problem inverts and most builders are still solving for yesterday’s version of it.
Apr 3
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Ryan K. McDonald
When the Product Owner Isn’t Allowed to Own the Product
How high agency gets expelled from low agency systems
Apr 2
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Ryan K. McDonald
AI PM Influencers Won’t Show You Their Work so I’ll Show Mine!
There is a specific type of content that has taken over AI product management discourse and it goes like this: sweeping claims about how AI changes…
Mar 24
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Ryan K. McDonald
1
The Organizations That Are Already Losing
How well-funded security programs build the conditions for the breach they're trying to prevent
Mar 23
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Ryan K. McDonald
1
The Systemic Tragedy
Act I: The Unconscious Colony
Mar 17
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Ryan K. McDonald
4
The Three Backlogs
A short fable about how delivery actually breaks inside organizations
Mar 17
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Ryan K. McDonald
2
The PM Skill That Survives Everything
Before Ford could design a better steering wheel someone had to watch a car crash and notice the right thing.
Mar 7
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Ryan K. McDonald
1
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