Tag: leadership

28 posts
Tor Architecture and Cryptographic Anonymity

Tor Architecture and Cryptographic Anonymity

In a modern network paradigm dominated by pervasive metadata harvesting, upstream traffic analysis, and centralized data choke points, routing privacy is no longer a niche preference—it is a foundational pillar of structural self-sovereignty.


Sovereign Dispatch icon
Sovereign Dispatch
sovereign-dispatch.offprint.app
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Jun 23, 2026

Cognitive Debt and the Cost of Staying Wrong

Being wrong is unavoidable. The real damage comes from allowing a bad assumption to shape everything you build on top of it.

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Jun 22, 2026

Cognitive Debt and the Cost of Staying Wrong

Being wrong is unavoidable. The real damage comes from allowing a bad assumption to shape everything you build on top of it.

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Jun 22, 2026
Programming Still Sucks.

Programming Still Sucks.

Sorry Peter. — I'm at a birthday party, and while most people here also work in tech, there's always a Guy with a Real Job. You know, a physical job, building some or other thing people need. And this Guy always asks some variant of the same question: aren't you worried AI is taking your job? I glance around and see a few faces turning around toward us, rolling their eyes ever so slightly before returning to their previous conversation. Yes, this question again.


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Letters from the Edge of Chaos
letters-from-the-edge-of-chaos.pckt.blog
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Apr 19, 2026

Learn to Love the Rebuild

Refactoring isn't a necessary evil -- it is the job. Why the best product teams rebuild constantly, at every scale.

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Feb 16, 2026

Developer Responsibility Beyond Job Role

Why "That's Not My Job" Might Be Stalling Your Career

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Feb 9, 2026

Dana Lawson - Netlify

Netlify CTO Dana Lawson discusses her journey from the US Army to leading engineering teams and Netlify's evolution into AI-powered developer tools.


Devtools FM icon
Devtools FM
devtools.fm
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Feb 7, 2026

On "networking" in leadership development

Selling exploitation and manipulation as a skill

Feb 4, 2026
The Door Is Open: AI-Powered Entrepreneurship and the Start School Promise

The Door Is Open: AI-Powered Entrepreneurship and the Start School Promise

At SUMMIT 2026, Clint Betts asked a question that cuts to the heart of entrepreneurship: 'Who gets to be an entrepreneur?' The answer should be anyone. But that's not how it's worked. Until now. Start School and AI tools like Claude Code are opening doors that were locked for decades.


The Dialogue Layer icon
The Dialogue Layer
smart-knowledge-systems.com/blog
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Feb 3, 2026

Slowification


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Jacob Bennett
jacob.blog
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Jun 28, 2025

Notes on Creativity, Inc


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Jacob Bennett
jacob.blog
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Jun 23, 2025

Strategists audit for progress


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Jacob Bennett
jacob.blog
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Jun 16, 2025

What makes an effective product team?


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Jacob Bennett
jacob.blog
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Jun 12, 2025
Lessons From the Field

Lessons From the Field

Traditional project management focuses on scope, schedule, and resources, but success depends more on how effectively information flows. Learn how to evolve your approach to unlock higher performance.


The Dialogue Layer icon
The Dialogue Layer
smart-knowledge-systems.com/blog
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Jun 9, 2025

Eraser or the Wrecking Ball? Planning is everything

The product development process is a virtuous cycle, and has a direct impact on how well your work gets done. It will also help your teammates to understand the work ahead, and to build better products harmoniously.

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Jun 2, 2025
Leading for Information Flow

Leading for Information Flow

Leadership isn't just about making decisions — it's about ensuring people have the information they need to execute effectively. Discover practical leadership behaviors that improve information flow throughout your organization.


The Dialogue Layer icon
The Dialogue Layer
smart-knowledge-systems.com/blog
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Apr 20, 2025

How will we know

Effective engineering leadership optimizes for observable outcomes


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Jacob Bennett
jacob.blog
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Mar 22, 2025
Knowledge Emerges Through Conversation

Knowledge Emerges Through Conversation

Organizations invest millions in sophisticated information systems yet struggle to leverage what they collectively know. Discover why knowledge emerges through conversation and how to create environments where valuable insights naturally develop.


The Dialogue Layer icon
The Dialogue Layer
smart-knowledge-systems.com/blog
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Mar 13, 2025

Communication is the job


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Jacob Bennett
jacob.blog
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Feb 12, 2025

How Giants Fall

The departure of Intel CEO Pat Gelsinger via a forced retirement only further underlines just how shaky the ground is for the chip-making giant.

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Dec 3, 2024
Techdirt’s Mike Masnick Joins Bluesky’s Board of Directors

Techdirt’s Mike Masnick Joins Bluesky’s Board of Directors

Bluesky's Public Benefit Corporation expands its roster by bringing in the author of "Protocols, Not Platforms" to help take them to the next level.


We Distribute icon
We Distribute
wedistribute.org
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Aug 7, 2024

Dani Grant - Jam.dev, One click bug reports developers love

Dani Grant shares how Jam.dev revolutionizes bug reporting with one-click captures developers actually love, plus her journey from intern to CEO.


Devtools FM icon
Devtools FM
devtools.fm
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Mar 9, 2024

Irina Nazarova - Evil Martians

Irina Nazarova, CEO of Evil Martians, discusses leading the consultancy behind PostCSS and AnyCable while balancing commercial success with open source impact.


Devtools FM icon
Devtools FM
devtools.fm
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May 24, 2023

Hanlon's razor

Defaulting to non-malicious explanations in incidents, postmortems, and everyday teamwork.


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Jacob Bennett
jacob.blog
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Dec 24, 2021

Taking Stock

My longtime fascination with T-Mobile CEO John Legere’s odd slow cooker social media promotion, now that he’s slow-cooked his way through a merger with Sprint.

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Feb 13, 2020

Leadership In An Individual Contributor Role

Concrete ways individual contributors can grow leadership impact - mentoring peers, sharing expertise sideways, and shaping team practices without managing.

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Jun 21, 2019

On Feature Ownership

Why the mini-CEO framing for product managers is misleading and how reframing PMs as feature drivers leads to healthier scoping and team dynamics.

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Nov 26, 2018

It's about the curry


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Numergent
numergent.com
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Feb 5, 2018