Timeless & Timely | Scott Monty | Substack

The Ethics of Efficiency

The machines are learning, but are we?

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Musically Speaking

Mar 21

Whisky Tango Foxtrot — The Alphabet of War

Mar 7

Habits of Happy and Successful People

May 22, 2021

A Tale of Two Layoffs

Nov 4, 2022

Timeless & Timely

Character outlasts chaos. Show it:

Timeless & Timely

A Late Night Model of Modern Leadership

This isn’t about comedy. It’s about how one man made people in his orbit feel — and what that asks of the rest of us.

May 22

The Bird They Watched

Frank Wild, the Endurance, and what we model to the most significant audience ever

May 22

Why Success Requires Working Together

Or: what the flock?

May 20

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Recent posts

A Late Night Model of Modern Leadership

This isn’t about comedy. It’s about how one man made people in his orbit feel — and what that asks of the rest of us.

May 22

Why Success Requires Working Together

Or: what the flock?

May 20

The Sense in Human Nonsense

When we put ourselves into our communications, we breathe life into our work that no machine can emulate

May 13

Why Is a Real Relationship Worth the Trouble?

AI never gets bored, never pushes back, and never asks anything in return. That's exactly the problem.

May 6

Sunday Journal #23

Where is your attention this week?

May 24

The Bird They Watched

Frank Wild, the Endurance, and what we model to the most significant audience ever

May 22

Reading Is Child’s Play

Why we need to be children again

May 16

Sunday Journal #22

Never forget the tireless work of women, particularly mothers.

May 10

⏱️ Stopwatch

2:05

Efficiency Report

The numbers are in

Feb 9

Difficult Conversations Call For This

It's something you can learn

Dec 19, 2025

2:12

Don’t Confuse Broetry with Wisdom

True wisdom requires more than formatting

Nov 14, 2025

1:14

Try Doing This the Next Time You’re Stuck

Hint: it's been tested throughout time

Nov 7, 2025

2:06

The Essence of Leadership During a Crisis

People will be able to tell

Oct 31, 2025

1:20

🕖 Off the Clock

Reading Is Child’s Play

Why we need to be children again

May 16

Wait Till You Get a Load of This

The toll of till, 'til and til

May 2

Yes, the Pope Was Pontificating

Spoiler alert: that’s his job. From tyrant to lord: what leadership words remember that leaders forget

Apr 18

The Old Serendipity Shop

Fight the algorithm with a digital-analog approximation

Apr 4

💡 Timeless Reflections

Something to Think About

With four out of five companies using AI in their businesses — and five out of six of them not seeing “a tangible bottom-line impact,” one has to wonder…

Dec 9, 2025

Dignity Connects Us

If we want to work together well with others, we need to acknowledge their dignity as human beings.

Jan 28, 2025

The Blackest of Days

America traditionally celebrates Black Friday on the day after Thanksgiving.

Nov 29, 2024

Unassailability

Don't give people a reason to doubt

Nov 18, 2024

Reality Is Calling

Are you picking up?

Sep 13, 2024

Artificial Intelligence

The Sense in Human Nonsense

When we put ourselves into our communications, we breathe life into our work that no machine can emulate

May 13

Why Is a Real Relationship Worth the Trouble?

AI never gets bored, never pushes back, and never asks anything in return. That's exactly the problem.

May 6

Why Are People Reaching for Typewriters and Vinyl?

The analog revival isn’t a revolt. It’s a reckoning. And the bill is coming due for leaders.

Apr 17

When Progress Forgets People

Man may have been made to mourn, but we’ve built machines that have made it worse

Feb 4

Something to Think About

With four out of five companies using AI in their businesses — and five out of six of them not seeing “a tangible bottom-line impact,” one has to wonder…

Dec 9, 2025

Empathy

A Late Night Model of Modern Leadership

This isn’t about comedy. It’s about how one man made people in his orbit feel — and what that asks of the rest of us.

May 22

What Heroes in the Stars Tell Us

A powerful reminder at a precarious time

Apr 9

The Case for Goodness in a World Addicted to Outrage

In a cynical world, leading with kindness, love, and dignity builds trust

Feb 13

When Progress Forgets People

Man may have been made to mourn, but we’ve built machines that have made it worse

Feb 4

Character

A Late Night Model of Modern Leadership

This isn’t about comedy. It’s about how one man made people in his orbit feel — and what that asks of the rest of us.

May 22

Sunday Journal #13

Remembering who you are will guide your every action

Dec 8, 2025

Flattery and the Fragile Leader

When tyrants and sycophants are mutually exposed

Dec 5, 2025

Does Character Still Matter?

Rediscovering the virtues that shaped our leaders — and what they can still teach us today.

Nov 12, 2025

The Grace of Power & the Power of Grace

Victory without magnanimity is no victory at all.

Nov 5, 2025

Trust

Why Is a Real Relationship Worth the Trouble?

AI never gets bored, never pushes back, and never asks anything in return. That's exactly the problem.

May 6

The Case for Goodness in a World Addicted to Outrage

In a cynical world, leading with kindness, love, and dignity builds trust

Feb 13

Consistency and Accountability

Following a process may seem mundane, but it builds trust

Mar 26, 2025

Is Some Transparency Too Much to Ask?

A royal screw-up

Mar 15, 2024

Find & Fill In Your Gaps

Bricks without mortar are unstable

Mar 6, 2024

Timeless & Timely

What’s old is new again. Because character doesn’t change with the headlines.

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