The Best Leadership Newsletter Ever | Jeff Matlow | Substack

👉🏽 Become the type of leader people want to follow in just one click

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!

Turns out that I couldn’t embed a video in the email… so here we are.

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

Recommendations

Work Chronicles

Work Chronicles

Ruben Dominguez

Now I New I Next

Tobin Trevarthen

Marissa Goldberg

The Creativity of Work

Allison Stadd 🥁

Uncomfortable Truths

365. This Is The Start Of Where It All Ends

Your values end the moment you stop caring about them being violated.

Mar 30

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

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

Subscribe now! Get access to roundtables, webinars and more.

Recent posts

4:57

We're In A Loneliness Epidemic

It's not about how you do the writing, it's about how your words resonate in the end. So stop judging people for using AI as a writing partner.

Mar 27

[AI Prompt] What They Say After You Leave The Room

You've got a think about you - and everybody sees it but you. It's what they say after you leave the room. It's time you learned what it is.

Mar 24

6:10

Stop Judging Me For The Way I Write

It's not about how you do the writing, it's about how your words resonate in the end. So stop judging people for using AI as a writing partner.

Mar 20

[AI Prompt] What You’ll Regret at 80 (If Nothing Changes)

Nobody lies on their deathbed wishing they'd answered more emails. You're already creating your regrets. Today we put a stop to it.

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

5:08

[Audio Thoughts] Why The Important Stuff Never Gets Done

Your To Do list is your enemy. You think it's your source of productivity, but it's not. And it's about time you recognized that.

Mar 13

[AI Prompt] The Prompt That Finds Your Breaking Point Before It Finds You

You've got a psychological breaking point - we all do. The question is whether you're ready to find it before it finds you.

Mar 10

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

5:03

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

Listen now | Learn the reason why employees don't trust their leader. (I hope the leader isn't you.)

Mar 6

[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

7:01

[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

#nojs-banner { position: fixed; bottom: 0; left: 0; padding: 16px 16px 16px 32px; width: 100%; box-sizing: border-box; background: red; color: white; font-family: -apple-system, "Segoe UI", Roboto, Helvetica, Arial, sans-serif, "Apple Color Emoji", "Segoe UI Emoji", "Segoe UI Symbol"; font-size: 13px; line-height: 13px; } #nojs-banner a { color: inherit; text-decoration: underline; } This site requires JavaScript to run correctly. Please turn on JavaScript or unblock scripts