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2026

Software Factories Are a Local Maximum original ↗

30 Sept 2026

Be A Sponge CTO original ↗

23 Sept 2026

Maximizing Return-on-Feedback original ↗

16 Sept 2026

No One Innovates Their Way Out of a Delivery Problem original ↗

9 Sept 2026

Leveraging Fear of Commitment original ↗

2 Sept 2026

Nobody's Giving You a Quarter to Feel Clean original ↗

21 Aug 2026

Stealing Blame original ↗

19 Aug 2026

Nobody Is Coming To Tell You To Go original ↗

12 Aug 2026

Their Fault. Still Your Problem original ↗

5 Aug 2026

No Wind Is a Good Wind original ↗

29 Jul 2026

Can't Read the Label From the Inside original ↗

22 Jul 2026

You Didn’t Hire a Slow Team original ↗

15 Jul 2026

Stop Lying to Your Cofounder original ↗

8 Jul 2026

Axioms of Effective Leadership original ↗

1 Jul 2026

Default to Lazy original ↗

25 Jun 2026

Nostalgia Debt original ↗

17 Jun 2026

Leadership as a Supporting Role original ↗

10 Jun 2026

CEO-CTO Therapy Part 4: What Are You Even Doing?original ↗

4 Jun 2026

Margin Call: Getting Some Breathing Room original ↗

27 May 2026

Run the Leadership Diff original ↗

20 May 2026

Net-Positive Mistakes original ↗

14 May 2026

You Taught the Company to Overload You original ↗

7 May 2026

Stop Firefighting Better original ↗

30 Apr 2026

Auto-Pigeonholing Tech Leaders original ↗

23 Apr 2026

CEO-CTO Therapy (Part 3): Prioritization original ↗

15 Apr 2026

Manufacturing Creativity original ↗

9 Apr 2026

From Sinking to Shipping: Tackling Your Org’s Debt original ↗

1 Apr 2026

Internal PR: Fix Your Team’s Reputation original ↗

26 Mar 2026

Suffering Isn’t Leadership original ↗

19 Mar 2026

Tech Leadership Right Now: Experimentation, Not Answers original ↗

12 Mar 2026

Tech Capital Renaissance original ↗

5 Mar 2026

Personal Progress: Don’t Weigh Down Your Team original ↗

26 Feb 2026

Your Team Structure Is a Constraint original ↗

19 Feb 2026

Change Management in Tech Organizations original ↗

11 Feb 2026

Soft-Skill Upgrades for Tech Leaders original ↗

5 Feb 2026

Making Engineers Autonomous original ↗

29 Jan 2026

First-Principles Debugging for Leaders original ↗

22 Jan 2026

180 Observations and Thoughts from 180 Days in Rome original ↗

16 Jan 2026

CEO-CTO Therapy (Part 2): Measuring Engineering original ↗

14 Jan 2026

OKRs for Tech Teams: Doesn’t Have to Suck original ↗

8 Jan 2026

10 Observations from 2025 for Eng Leaders original ↗

1 Jan 2026

2025

The CTO Scrooge original ↗

23 Dec 2025

CEO-CTO Therapy (Part 1): Communication original ↗

18 Dec 2025

Deliberately Shaping Engineering Organizations original ↗

10 Dec 2025

The Shallow Leadership Crisis: Practical Steps to Lead With Depth original ↗

3 Dec 2025

Leadership Stances: Are You a No-Op Leader?original ↗

26 Nov 2025

Simple Leadership original ↗

20 Nov 2025

Flexible Code, Rigid Org original ↗

13 Nov 2025

Strategic Optimism original ↗

5 Nov 2025

Benjamin Button Software Engineers original ↗

29 Oct 2025

Stop Caring So Much About Your People original ↗

22 Oct 2025

Dumbest Default: Functional Teams original ↗

16 Oct 2025

Squeeze Failures Dry original ↗

9 Oct 2025

Business Thinking for Tech Executives original ↗

1 Oct 2025

Conveying Competency original ↗

25 Sept 2025

Gardening Organizations original ↗

18 Sept 2025

Foolproofing Teams original ↗

11 Sept 2025

Exploiting Mistakes original ↗

3 Sept 2025

Learning to Learn original ↗

27 Aug 2025

Hype Escaping Velocity original ↗

21 Aug 2025

Dump Others’ Metrics original ↗

13 Aug 2025

Actualization Levers original ↗

6 Aug 2025

Self Iterations original ↗

30 Jul 2025

When The Going Gets Tough original ↗

24 Jul 2025

Back to First Sight original ↗

16 Jul 2025

Your Title Is Holding You Back original ↗

8 Jul 2025

10x Engineers as Double-Edged Swords original ↗

2 Jul 2025

It Takes Two To Tango original ↗

25 Jun 2025

Beware Sexy Projects original ↗

19 Jun 2025

Feedback Debt original ↗

12 Jun 2025

Making Leadership Work original ↗

5 Jun 2025

Raising the Bar Starts with You original ↗

28 May 2025

Excuse Exhaustion original ↗

22 May 2025

Fighting Momentum original ↗

15 May 2025

Leader Impostor Syndrome original ↗

8 May 2025

The Code is the Easy Part original ↗

30 Apr 2025

Org Martial Arts original ↗

23 Apr 2025

Stop Ad-Hoc Leading original ↗

16 Apr 2025

Lost Mortem: The Autopsy of Missed Opportunities original ↗

10 Apr 2025

Engineering-Enabled Velocity original ↗

2 Apr 2025

Fake It So You Make It—Becoming a Proactive Tech Leader original ↗

25 Mar 2025

Set Expectations or Set Up Failure original ↗

20 Mar 2025

Second Startup Syndrome original ↗

12 Mar 2025

Your Leadership Crutches original ↗

6 Mar 2025

How To Create a Brittle Engineering Organization original ↗

26 Feb 2025

Lies CTOs Tell (Themselves and Others)original ↗

20 Feb 2025

ROI Over Features: The Profitable Engineer’s Manifesto original ↗

13 Feb 2025

Costly Moments: Where “Move Fast” Fails original ↗

6 Feb 2025

Unpopular Defaults for High-Performing Tech Organizations original ↗

30 Jan 2025

Tech Debt isn’t Debt original ↗

23 Jan 2025

Leadership Isn’t One Size Fits All original ↗

16 Jan 2025

Solo Coaching original ↗

9 Jan 2025

Introduction to Impact Retrospectives original ↗

2 Jan 2025

2024

Coaching Inception original ↗

26 Dec 2024

Tech As a Strategic Factor original ↗

19 Dec 2024

What Are You Missing?original ↗

12 Dec 2024

Don’t Go with the Flow original ↗

5 Dec 2024

Tech Exec Yearly Assessment original ↗

28 Nov 2024

Coaching Exceptions original ↗

20 Nov 2024

Timing as Leaders original ↗

14 Nov 2024