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The Five Modes of a Modern CTO (And Why Most Only Master One)
Most CTOs start as builders. The best ones learn how to shift.
May 15
7
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The Five Modes of a Modern CTO (And Why Most Only Master One)
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You Don’t Need a PM to Own the Product
Most CTOs start as builders. The best ones learn how to shift.
May 13
3
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You Don’t Need a PM to Own the Product
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How to Scale Yourself as a Builder-Turned-Leader
Lessons from the journey to CTO that nobody prepares you for
May 8
4
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How to Scale Yourself as a Builder-Turned-Leader
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1
You’re Hitting Every Metric. And Yet…
It’s Not Working.
May 6
7
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You’re Hitting Every Metric. And Yet…
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How to Build Empathy on Teams That Never Meet the User
With guest: Anton Zaides, Engineering Manager & Founder of Manager.dev
May 1
2
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How to Build Empathy on Teams That Never Meet the User
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April 2025
Your Team Might Be Doing All the Right Things for the Wrong Reasons
A gut-check for leaders who think “on time” means “on track.”
Apr 29
7
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Your Team Might Be Doing All the Right Things for the Wrong Reasons
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"I Could Never Speak at Conferences" and Other Things Tech Experts Tell Themselves
When I saw Cory House speak at my first tech conference, I immediately thought, "I could never do that."
Apr 24
5
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"I Could Never Speak at Conferences" and Other Things Tech Experts Tell Themselves
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You’re Not the Bottleneck Anymore
It used to be that being an engineering leader meant being the team’s unblocker.
Apr 22
6
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You’re Not the Bottleneck Anymore
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The Tech Leader's Guide to Managing Up, Down, and Across
How to Drive Product Direction When Everyone Has an Opinion
Apr 17
4
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The Tech Leader's Guide to Managing Up, Down, and Across
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What “Done” Should Actually Mean on Product Engineering Teams
Why your dev team’s definition of done might be killing momentum—and what to do instead.
Apr 15
7
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What “Done” Should Actually Mean on Product Engineering Teams
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When to Kill Your "Working" Product and Start Over
There's a painful truth that most tech founders don't want to hear: sometimes a product that's "working" still needs to die.
Apr 10
2
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When to Kill Your "Working" Product and Start Over
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Engineering Managers Hold the Key to Effective Team Collaboration
Your standup meetings probably sound like this:"I worked on the authentication module yesterday. Today I'll finish it. No blockers."That's not a…
Apr 8
3
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Engineering Managers Hold the Key to Effective Team Collaboration
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Why Technical Founders Fail at Sales
The late-night text message lit up my phone:
Apr 3
2
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Why Technical Founders Fail at Sales
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Engineering Teams Need Craftsmen, Not Just Artists or Scientists
When I'm hiring developers at Full Scale or building teams for my own ventures, I always face the same question: what kind of people truly build…
Apr 1
3
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Engineering Teams Need Craftsmen, Not Just Artists or Scientists
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1
March 2025
Engineer to Founder: The Critical Mindset Shift Most Developers Miss
Have you ever tried to teach a fish to see water?
Mar 27
1
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Engineer to Founder: The Critical Mindset Shift Most Developers Miss
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Why Most CTOs Fail: The Hidden Trust Crisis Between Tech Leaders and CEOs
When the CTO-CEO relationship breaks down, it's rarely about technical skills. It's almost always about trust.
Mar 25
9
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Why Most CTOs Fail: The Hidden Trust Crisis Between Tech Leaders and CEOs
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Why Your Developers Should Talk Directly to Customers: Lessons from AWS
The surprising productivity hack that transformed this developer's impact and what it means for your engineering team...
Mar 20
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Why Your Developers Should Talk Directly to Customers: Lessons from AWS
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Why The Best Developers Are Already Great at Sales (They Just Don't Know It Yet)
The unexpected career superpower that's hiding in your developer mindset...
Mar 18
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Why The Best Developers Are Already Great at Sales (They Just Don't Know It Yet)
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Why Your Most Logical Engineers Struggle with Ownership (And How to Fix It)
Ownership isn't a skill problem. It's an emotional intelligence problem.
Mar 13
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Why Your Most Logical Engineers Struggle with Ownership (And How to Fix It)
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Great Engineers Make Poor CTOs: A Hard Truth About Technical Leadership
Building successful software companies requires exceptional talent at every level.
Mar 11
1
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Great Engineers Make Poor CTOs: A Hard Truth About Technical Leadership
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Your Best Engineers Could Be Your Biggest Communication Liability (And How to Fix It)
The same traits that make someone an exceptional engineer can sometimes make them a significant liability when it comes to team communication.
Mar 6
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Your Best Engineers Could Be Your Biggest Communication Liability (And How to Fix It)
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The Hidden Scaling Crisis Every Startup CTO Must Overcome
Let me tell you about a conversation I recently had with my friend Rachel that perfectly illustrates a crisis I'm seeing across the startup landscape.
Mar 4
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The Hidden Scaling Crisis Every Startup CTO Must Overcome
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February 2025
The Second Mover Success Formula
Have you ever noticed how many "revolutionary" products actually weren't the first of their kind?
Feb 27
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The Second Mover Success Formula
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Are You a Peacetime or Wartime CTO? Your Company Needs Both
Have you ever noticed how different CTOs seem to have completely different jobs?
Feb 25
1
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Are You a Peacetime or Wartime CTO? Your Company Needs Both
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