The Best Leadership Newsletter Ever | Jeff Matlow | Substack

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How To Work Smarter

364. Your Dog Smells Things You Can't. So Does Your Team.

The problem we have, as humans, is that we assume all beings experience the world the same way we do.

Mar 23

363. The Reason Your Team Doesn't Listen

You can't fix a listening problem with more talking. So stop trying.

Mar 16

362. Most Decisions Are Just A First Date

Most leaders get something wrong about most of their decisions. As it turns out, you can learn a lot from dating.

Mar 9

357. This Is The Part Where Everything Breaks

We're in an 80-year cycle and I'm not sure your leadership will survive. This is the part where everything breaks.

Feb 2

356. The Leadership Skill Nobody Trains You For

Most leaders think they struggle with risk. They don’t. They struggle with uncertainty.

Jan 26

Leadership Lessons

362. Most Decisions Are Just A First Date

Most leaders get something wrong about most of their decisions. As it turns out, you can learn a lot from dating.

Mar 9

361. The Reasons You're Not A Micromanager

You're not a micromanager - we both know that. You just need to understand the reasons why you aren't one.

Mar 2

358. The Most Dangerous Word In Leadership

It isn't "quit" or "fail" or "lost". The most dangerous word in leadership is not what you think.

Feb 9

357. This Is The Part Where Everything Breaks

We're in an 80-year cycle and I'm not sure your leadership will survive. This is the part where everything breaks.

Feb 2

356. The Leadership Skill Nobody Trains You For

Most leaders think they struggle with risk. They don’t. They struggle with uncertainty.

Jan 26

🤔 Life's Leadership Lessons

Welcome to The Best Leadership Newsletter Ever!

Thanks for becoming a subscriber to The Best Leadership Newsletter Ever!

Mar 10 • Jeff Matlow

Life's Leadership Lessons: January 15, 2026

How leaders destroy their teams, how to manage a virtual team, how to communicate better in todays world, and so much more... this week in Life's…

Jan 15

Life's Leadership Lessons: January 8, 2026

How to build a culture of recognition, be a better leader, the best way to work with AI and so much more... this week in Life's Leadership Lessons

Jan 8

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Uncomfortable Truths

364. Your Dog Smells Things You Can't. So Does Your Team.

The problem we have, as humans, is that we assume all beings experience the world the same way we do.

Mar 23

363. The Reason Your Team Doesn't Listen

You can't fix a listening problem with more talking. So stop trying.

Mar 16

361. The Reasons You're Not A Micromanager

You're not a micromanager - we both know that. You just need to understand the reasons why you aren't one.

Mar 2

360. You're Solving The Wrong Problem

You think this will never happen to you. But that's the whole point. When it does, you won't notice.

Feb 23

359. The Pattern You Can't See (That Everyone Else Can)

You’re secretly running two parallel systems, and the pattern you can't see is the one killing your company.

Feb 16

Building A Better Culture

360. You're Solving The Wrong Problem

You think this will never happen to you. But that's the whole point. When it does, you won't notice.

Feb 23

359. The Pattern You Can't See (That Everyone Else Can)

You’re secretly running two parallel systems, and the pattern you can't see is the one killing your company.

Feb 16

358. The Most Dangerous Word In Leadership

It isn't "quit" or "fail" or "lost". The most dangerous word in leadership is not what you think.

Feb 9

354. How Leaders Destroy Their Best Teams

There’s one way leaders quickly destroy their best teams - and it's not how you think.

Jan 12

350. AI Isn't The Problem. Your Decisions Are.

Company leaders are treating AI as the solution, but they haven't even defined the problem. Spoiler Alert: your decisions are the problem.

Dec 8, 2025

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Recent posts

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Mar 18

363. The Reason Your Team Doesn't Listen

You can't fix a listening problem with more talking. So stop trying.

Mar 16

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362. Most Decisions Are Just A First Date

Most leaders get something wrong about most of their decisions. As it turns out, you can learn a lot from dating.

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[Audio Thoughts] Stop Calling It A Strategy When It's Just A Story.

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[AI Prompt] The Prompt That Proves Time Travel Exists

It turns out time travel exists. And you can do it... today. Right now. It starts with one prompt.

Mar 3

361. The Reasons You're Not A Micromanager

You're not a micromanager - we both know that. You just need to understand the reasons why you aren't one.

Mar 2

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[Audio Thoughts] A Thousand Small Acts Of Courage

I don't think you really understand bravery. It's not what you've been told.

Feb 27

[AI Prompt] The Prompt That Made Me Rethink the Last 20 Years

You are the person you are. But then there's the person you really want to be. The space between the two had me rethink the last 20 years.

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360. You're Solving The Wrong Problem

You think this will never happen to you. But that's the whole point. When it does, you won't notice.

Feb 23

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