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Oliver Buchannon
Greg Scheinman

Inside Our Biggest Conversation of the Year with Jesse Itzler

Dec 7, 2025

•

12 min read

Inside Our Biggest Conversation of the Year with Jesse Itzler

PLUS: How to Read a Book Every 10 Days, the Watch that Embodies the Midlife Male Ethos and more...

Greg Scheinman
Greg Scheinman
My Day with Jesse Itzler, Part One

Dec 3, 2025

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9 min read

My Day with Jesse Itzler, Part One

How to Prepare for Meeting a Role Model

Greg Scheinman
Greg Scheinman
I Used to Be Boring

Nov 30, 2025

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16 min read

I Used to Be Boring

PLUS: Roger Staubach's Remarkable Rise, 'How I See It' with Author Todd Diamond, How to Plan Your Best 2026, & More...

Greg Scheinman
Greg Scheinman
The Joy of Saying "Yes" to a Random "You In?" Text

Nov 26, 2025

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9 min read

The Joy of Saying "Yes" to a Random "You In?" Text

5 peaks. 20 miles.10 hours.

Greg Scheinman
Greg Scheinman
Competing with Halle Berry

Nov 23, 2025

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12 min read

Competing with Halle Berry

PLUS: Sherlock Holmes' Genius Mind Trick, Why Your Next 10 Years Won't Look Like Your Last 10, 6 Family Habits That Are Disappearing, & More

Greg Scheinman
Greg Scheinman
Meeting Rich Roll & 72 Hours in West Palm Beach at Eudemonia

Nov 19, 2025

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8 min read

Meeting Rich Roll & 72 Hours in West Palm Beach at Eudemonia

Plus: The Moment I Realized I Belong Here Too

Greg Scheinman
Greg Scheinman
The Power of Staying Ready

Nov 16, 2025

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15 min read

The Power of Staying Ready

PLUS: Jon on Why Everything is More Annoying, Rashaad Slowley on Training Seasons and Staying Versatile, Knowing Your FIRE Number and more...

Greg Scheinman
Greg Scheinman
The Porsche, the Wife and the Jedi Mind Trick

Nov 12, 2025

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9 min read

The Porsche, the Wife and the Jedi Mind Trick

It's not about horsepower, it's about heart...

Greg Scheinman
Greg Scheinman
To Beard or Not to Beard

Nov 9, 2025

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15 min read

To Beard or Not to Beard

PLUS: John Grisham's Untold Tale of Rejection, "How I See It" with Scott MacGregor, The Hidden Cost of Financial Infidelity, & More...

Greg Scheinman
Greg Scheinman
Return on Life vs. Return on Investment

Nov 5, 2025

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8 min read

Return on Life vs. Return on Investment

What Really Matters When Spending Money

Greg Scheinman
Greg Scheinman
Fight Club Was Right

Nov 2, 2025

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13 min read

Fight Club Was Right

PLUS: Being Simple Isn't Complex, 'How I See It' with Dr Drew Ramsey, Our New Favorite Finance Software, and More...

Greg Scheinman
Greg Scheinman
Behind-the-Scenes in Miami

Oct 29, 2025

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8 min read

Behind-the-Scenes in Miami

A Breakdown of our Excellent Adventure

Greg Scheinman
Greg Scheinman
Don't Be a Conversational Liability

Oct 26, 2025

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14 min read

Don't Be a Conversational Liability

PLUS: Inside the Hidden World of Luxury Costco, 'How I See It' with Chef Mark Allison, Make Money to Make Memories, & More...

Greg Scheinman
Greg Scheinman
How to Re-Engage Your Confidence in Middle Age

Oct 22, 2025

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11 min read

How to Re-Engage Your Confidence in Middle Age

Plus: The Simple Strategy We Used to Plan Our Miami Excellent Adventure

Greg Scheinman
Greg Scheinman
Miserable Midlife Millionaires

Oct 19, 2025

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16 min read

Miserable Midlife Millionaires

PLUS: What Jon Learned Writing "Mean" Joe Greene's Autobiography, 'How I See It' with Sean Hoess, The 28-Minute Reset that Actually Works, & More

Greg Scheinman
Greg Scheinman
Men, Take The Advice You Give Your Kids

Oct 15, 2025

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9 min read

Men, Take The Advice You Give Your Kids

PLUS: How to Do Boulder, CO

Greg Scheinman
Greg Scheinman
Why Is It Always the Guy's Fault?

Oct 12, 2025

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13 min read

Why Is It Always the Guy's Fault?

PLUS: Make Small Talk Great Again, 'How I See It' with Pro Boxer Ed Latimore, The Financial Revolution You Can't Afford to Miss, and More

Greg Scheinman
Greg Scheinman
You're Not Rich Enough to Quit

Oct 8, 2025

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7 min read

You're Not Rich Enough to Quit

Why Blowing Up Your Life is a Recipe for Disaster

Greg Scheinman
Greg Scheinman
Why 99% of Stats About Us Are Wrong

Oct 5, 2025

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12 min read

Why 99% of Stats About Us Are Wrong

PLUS: An Old Man's Masterclass in Forgiveness, 'How I See It' with Dr. James Kuan, The Emil Dungaree Jacket: Functional & Sharp, the Protein Waffle Taco, & More

Greg Scheinman
Greg Scheinman
9 Columns from Midlife Male Picked Just for You

Oct 3, 2025

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9 min read

9 Columns from Midlife Male Picked Just for You

Read the Very Best Viewpoints, Manologues & 'How I See It' interviews...

Greg Scheinman
Greg Scheinman
When It's Time to Burn the Boats

Oct 1, 2025

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8 min read

When It's Time to Burn the Boats

A 5-Year Check-in On My Midlife Pivot

Greg Scheinman
Greg Scheinman
The 5-Second Cure for Loneliness

Sep 28, 2025

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12 min read

The 5-Second Cure for Loneliness

PLUS: 7 Secrets from a Half-Billionaire, 'How I See It' with Steve Martocci, Why You Should Raise Your Rate, The Jacket that Gets Better with Time, & More

Greg Scheinman
Greg Scheinman
Fight or Flight

Sep 24, 2025

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7 min read

Fight or Flight

Coaching My Son Through His First Boxing Match

Greg Scheinman
Greg Scheinman
How to Stay the Course Amid the Chaos

Sep 21, 2025

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13 min read

How to Stay the Course Amid the Chaos

PLUS: The Lost Art of Owning Things, $495 Cargo Pants, Finding Your Zone of Genius & Why More Men Are Doing Business Outside

Greg Scheinman
Greg Scheinman
You're Not Having Enough Fun

Sep 17, 2025

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12 min read

You're Not Having Enough Fun

And It's All Your Fault

Greg Scheinman
Greg Scheinman
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