Other Side of 40  ·  Atlanta, Georgia

Life Didn't Peak. It's Unfolding.

Still Learning. Still Building. Still Becoming.

OS40 exists for people who refuse to believe their best years are behind them. A brand, a podcast, a community — built for the dreamers, the builders, the late bloomers, and the second-act creators.

Dream Anyway· Walk Anyway· Fly Anyway· Keep Becoming· Life Didn't Peak· Still Learning· Still Building· Still Becoming· Your Best Chapter May Still Be Ahead· Dream Anyway· Walk Anyway· Fly Anyway· Keep Becoming· Life Didn't Peak· Still Learning· Still Building· Still Becoming· Your Best Chapter May Still Be Ahead·

Our Mission

To ask the questions
ordinary people live with
every day — but rarely get
clear answers to.

OS40 sits at the intersection of journalism, storytelling, philosophy, technology, work, and personal growth. We believe that better questions create better conversations — and better conversations create better futures.

The audience is working people, parents, entrepreneurs, dreamers, creators, students, and anyone trying to make sense of a rapidly changing world.

The goal is not to tell people what to think. The goal is to help people understand what is happening — and what is possible.

"The questions we should have been asking all along."



What We're Built On

Seven pillars. One direction.

01
Growth
You are never finished becoming.

Change is not a setback. It is the whole point. We build on every version of ourselves that came before.

02
Freedom
Define your own life.

No one else gets to write the terms of your second act. The only permission you need is your own.

03
Joy
Success should not require misery.

You are allowed to build something meaningful and enjoy the journey. Those are not opposites.

04
Courage
Dream anyway.

The world will give you a hundred reasons to play it safe. We are not interested in those reasons.

05
Craftsmanship
Do things well because they matter.

We do not cut corners on the things we care about. Quality is the form that integrity takes in practice.

06
Service
Leave people better than you found them.

The measure of a good life is not what you accumulated. It is what you gave away along the way.

07
Presence
Cherish the journey.

The destination is real, but so is the road. We practice showing up fully — in the work, in the moment, in the life.

The Podcast

The questions
we should have been
asking all along.

Not a self-help show. Not a political show. A journalism-driven conversation about the things ordinary people live with every day — but rarely get clear answers to.

  • What does it actually mean to work in America today?
  • How does AI affect ordinary people — and their jobs?
  • Why does healthcare work the way it does?
  • What happens after someone gets fired?
  • What does human purpose look like when machines do more?
  • How do ordinary people build meaningful lives in a changing world?
  • What kind of society are we building for our children?

Other Side of 40  ·  The Podcast

Conversations about the questions
we should have been asking.

"The goal is not to tell people what to think. The goal is to help people understand what is happening — and what is possible."

A journalism-driven podcast inspired by the traditions of Edward R. Murrow, 60 Minutes, Serial, and The Daily. Intelligent but accessible. The host as guide, investigator, and translator between experts and ordinary people.

Spotify
Apple Podcasts
YouTube
Amazon Music

Topics We Cover

Work & Labor in America
Artificial Intelligence
Healthcare & Insurance
Entrepreneurship
Economics & Wages
Education
Technology & Society
Aging & Reinvention
Family & Purpose
Workers' Rights
The Future of Jobs
Personal Growth

Episodes

01

Episode 1  ·  Season 1

To Build a Better World

A question that isn't left or right, Democrat or Republican — just human. As AI, robotics, and automation reshape work itself, what happens to identity, dignity, ambition, and meaning? If machines do more of the work, how do humans still thrive?

Welcome to Other Side of 40. I'm Anthony. And today, I want to ask a question.

Not a political question. Not a left-versus-right question. Not a Democrat versus Republican question. A human question.

What kind of world are we trying to build?

Because whether we realize it or not, we're standing at the edge of one of the biggest transitions in human history. Artificial intelligence. Robotics. Automation. Technology that can think, learn, create, and perform work at a scale we've never seen before.

Some people are excited. Some people are terrified. Most people are somewhere in between.

But here's what I keep coming back to: for more than a hundred years, we built society around a simple idea. You work. You get paid. You work harder. You get paid more. That's the deal. That's the social contract.

But what happens when machines can do more and more of the work? What happens when productivity keeps rising, but fewer people are needed to produce the same results? What happens when technology can generate enormous wealth while displacing millions of workers?

Those aren't science fiction questions anymore. Those are questions happening right now. And yet, most of our leaders aren't talking about them. Most of our politicians aren't talking about them. Most of our institutions aren't preparing for them.

We're moving faster technologically than we are philosophically. And that's dangerous. Because technology doesn't just change what we do. It changes who we think we are.

For generations, we've tied identity to work. The first thing people ask when they meet you is: "What do you do?" Not who are you. Not what do you love. Not what are you building. What do you do?

But if the nature of work changes, then the nature of identity changes too. And maybe that's the real conversation. Not whether AI is coming. It's already here. The question is: what happens to us? What happens to human dignity? What happens to ambition? What happens to purpose? What happens to meaning?

And most importantly — how do we make sure that the future works for everybody? Not just the people at the top. Not just the people who own the technology. Everybody.

Because I believe something. I believe we have an opportunity. An opportunity to reduce poverty. An opportunity to reduce disease. An opportunity to reduce unnecessary suffering. An opportunity to build a world where people have more time to create, learn, love, travel, raise families, and become more fully themselves.

But none of that happens automatically. The future isn't something that happens to us. It's something we build. And if we're going to build a better world, we need to start asking better questions.

That's what this show is about. Not fear. Not panic. Not politics. Questions. The questions we forgot to ask. The questions nobody seems to be asking. And the questions that might determine what comes next.

So let's start there. Let's start with one simple question:

If machines do more of the work… how do humans still thrive?

Welcome to Other Side of 40.

02

Coming Soon  ·  Season 1

More conversations coming.

New episodes every week. Subscribe to be notified the moment they land.

Season 1 — In Production

New episodes every week.

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Other Side of 40  ·  Culture & Influence

Pull up a chair.
Here's what's inspiring me.

This is not a reviews section. It's a living journal — music, books, films, and ideas that are shaping how I think, what I'm building, and who I'm becoming. Updated as life moves.

Now Playing

One Love

Nas

Illmatic  ·  1994

I come back to Illmatic the way some people return to scripture. Not for the lyrics alone — for the atmosphere. Nas was 19 years old building a world out of words, and you can feel the weight of every choice he made. When I'm in the middle of writing something difficult, this record reminds me that restraint is a form of power. Say less. Mean more.


What's been in the headphones this week.

Not ranked. Not reviewed. Just what's been playing while I work, think, and move.

Hip-Hop / Classic

The Low End Theory

A Tribe Called Quest

The jazz underneath the drums. Phife and Q-Tip talking to each other like brothers. This album never gets old — it only gets deeper.

Soul / R&B

What's Going On

Marvin Gaye

I put this on when the news gets too heavy. Marvin was making sense of a world that didn't make sense — and somehow it still sounds like now.

Hip-Hop / Independent

The Listening

Little Brother

Phonte and Big Pooh rapping about real life — work, relationships, ambition, doubt. This was the blueprint for saying something with your music.

R&B / Classic

Where I Wanna Be

Donell Jones

Late night, windows down. One of those records that holds a specific feeling in place — like a photograph you can hear.

Soul / Classic

Songs in the Key of Life

Stevie Wonder

Two discs. Zero filler. Stevie was 26 when he made this. I listen to it and feel both humbled and inspired at the same time.

Hip-Hop / Gospel

Formerly Known

Andy Mineo

Andy rapping about identity, transformation, and faith with real artistry. This record has followed me through a few seasons of becoming.


Albums that shaped how I think.

Not reviews. Stories. These are the records tied to seasons of my life — the ones that got me through something, changed how I saw something, or arrived at exactly the right moment.

01

Hip-Hop  ·  Identity

Illmatic

Nas  ·  1994

There is a version of me that never fully understood what literature could do until I heard Illmatic. Nas proved that poetry lives wherever language is honest and precise. I've thought about that every time I sit down to write.

02

Soul  ·  Social Conscience

What's Going On

Marvin Gaye  ·  1971

Marvin fought with Motown to make this record. They told him nobody wanted a concept album about Vietnam and poverty. He released it anyway. It became one of the greatest albums ever made. I think about that when someone tells me my idea is too ambitious.

03

Rock  ·  Resilience

Aerosmith's Greatest Hits

Aerosmith  ·  Various

Aerosmith came back from addiction, internal chaos, and being written off completely — and then made some of the best music of their careers. The second act is real. I've always believed that.

04

Hip-Hop  ·  Craftsmanship

Midnight Marauders

A Tribe Called Quest  ·  1993

This record taught me that cool is not an accident. Every decision — the samples, the sequencing, the tone — felt intentional without feeling precious. Craftsmanship looks effortless from the outside. It almost never is.

05

Soul  ·  Genius

Songs in the Key of Life

Stevie Wonder  ·  1976

The most complete artistic statement I've ever heard. Joy and grief and politics and love and spirituality — all in the same record, all working together. Stevie wasn't making albums. He was making worlds. That's what I want OS40 to be.


What else is shaping the thinking.

The conversations, films, books, and ideas currently living in the background of everything I'm building.

01

Currently Reading

Meditations

Marcus Aurelius

A Roman emperor writing private letters to himself about how to be a better person. He never intended for anyone to read this — and that's exactly what makes it so honest. I keep it on the nightstand.

02

Foundational

Man's Search for Meaning

Viktor Frankl

Frankl survived the Holocaust by choosing his response to unimaginable circumstances. The idea that meaning can be found in any condition — including suffering — changed how I think about hard seasons.

03

Business & Building

The War of Art

Steven Pressfield

Resistance is real. Every person building something creative knows the feeling Pressfield describes — the force that keeps you from doing the work. This book names it. Naming it makes it smaller.

04

Journalism & Storytelling

The Elements of Style

Strunk & White

Seventy-one pages. No fat. Every rule in here exists for one reason: to make the reader's experience easier. I come back to it whenever my writing gets too complicated.

01

Film  ·  Storytelling

Do the Right Thing

Spike Lee  ·  1989

Spike made a film about a single summer day in Brooklyn and captured something universal about tension, community, and what happens when systems fail people. It still hits like it was made yesterday.

02

Television  ·  Craft

The Wire

David Simon  ·  HBO

The most serious journalism ever done in the format of a television show. David Simon was asking the same questions OS40 asks: what happens to ordinary people when institutions fail them?

03

Film  ·  Resilience

Rocky

John G. Avildsen  ·  1976

Not about winning. About going the distance. About proving to yourself that you can take the hits and keep standing. I watch this at least once a year and it works every time.

01

Documentary  ·  Music

What Happened, Miss Simone?

Netflix  ·  2015

Nina Simone didn't separate her art from her convictions. She paid for it, and kept going anyway. A masterclass in what it costs to be fully yourself — and why it's worth it.

02

Documentary  ·  Labor

American Factory

Netflix  ·  2019

A Chinese company takes over a shuttered GM plant in Ohio. What follows is a story about work, dignity, culture, and what happens when the economy changes faster than people can. Essential viewing for anyone thinking about the future of labor.

03

Documentary  ·  Identity

13th

Ava DuVernay  ·  2016

A documentary that traces a line from the 13th Amendment to the modern prison system and asks you to look at the whole picture. It's the kind of journalism that changes what you see when you look at the world.

01

Podcast  ·  Journalism

The Daily

The New York Times  ·  Michael Barbaro

Twenty-five minutes. One story. Done well. The Daily proves that depth and accessibility are not opposites. It's a model for the kind of journalism I want OS40 to do.

02

Podcast  ·  Storytelling

Serial

Sarah Koenig  ·  This American Life

Serial proved that a podcast could hold an entire country's attention for months. It's not the crime that makes it compelling — it's the questions. The uncertainty. The humanity. That's what great storytelling does.

03

Podcast  ·  Long-form

Hardcore History

Dan Carlin

Six-hour episodes about moments in history — the kind of depth that makes you realize how shallow most media is. Dan Carlin taught me that the audience will follow you anywhere if you trust them enough to go deep.

Other Side of 40  ·  The Collections

Two sides of one
second act.

OS40 lives in two worlds: the quiet discipline of building something new, and the loud, sweaty work of becoming someone new. Quiet Luxury for the moments of reflection. Training for the moments of work.

Quiet Luxury
Training

Collection One

OS40 Quiet Luxury

The luxury isn't loud. It's in the stitching, the weight of the cotton, the antique gold hardware, the words stitched somewhere only you know to look. Built for the man who's done performing and started building.

You Are Still Becoming tee Signature

"You Are Still Becoming" Tee

Heavy Cream  ·  Premium Cotton

Relaxed fit. Minimal front print, OS40 sleeve mark, "The Other Side of 40" on the back. Maximum message, minimal noise.

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Life Didn't Peak It's Unfolding tee

"Life Didn't Peak. It's Unfolding." Tee

Heavy Cream  ·  Burnt Orange Ink

Premium heavyweight cotton, relaxed fit. A small sunrise mark on the chest, the full statement across the back. Built to be lived in, not just worn.

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You Are Still Becoming seasonal landscape tee Limited

"You Are Still Becoming" — Seasons Edition

Heavy Cream  ·  Fall-to-Winter Artwork

A hand-illustrated landscape moving from autumn into winter — fall to winter, letting go into discipline. OS40 coordinates and "The Journey Continues" on the back.

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The Becoming Knit Hoodie in black Hero Piece

The Becoming Knit Hoodie

Midnight Black  ·  Antique Gold Hardware

Heavyweight knit, refined and built for the journey. "Dream Anyway · Walk Anyway · Fly Anyway" stitched inside the hood. "Keep Becoming" on the cuff. Subtle messages — for you, not for everyone.

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The Becoming Knit Hoodie in cream

The Becoming Knit Hoodie — Cream

Winter Cream  ·  Antique Gold Hardware

Same premium knit, lighter colorway. "Keep Becoming" stitched across the cuffs in script. Made to last, made to become.

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The Journey Aviator jacket Hero Piece

The Journey Aviator

Premium Navy Leather  ·  Cream Shearling

Built for new chapters, bold moves, every mile. "Life Didn't Peak. It's Unfolding." lines the interior. "Keep Becoming" stitched in gold thread. Made for the journey, not the destination.

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The Second Act snapback hat

The Second Act Snapback

Alexandrite / Cream / Orange

Structured fit, flat embroidery, adjustable snapback. "The Journey Continues" stitched under the brim. Five front options — built different, built for more.

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The Journey Trucker Jacket in burnt copper Hero Piece

The Journey Trucker Jacket

Burnt Copper  ·  10 Colorways Available

Heavyweight 12.5oz denim, custom antique brass hardware, leather OS40 patch. Classic shape, modern details. Built for the other side of 40.

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The Journey Trucker Jacket in ten colorways

The Journey Trucker Jacket — Ten Colorways. From Classic Indigo to Forest Green to Merlot Wine. Every color tells a different part of the story. Same denim, same details, same journey — the colorway is just how you choose to tell it.

Collection Two

OS40 Training

Discipline builds freedom. This is the gear for the early mornings, the heavy sets, the miles nobody sees you put in. Loud where Quiet Luxury is quiet — because some days you need a shirt that talks back.

Can't Let Nobody Hold Me Back training tee Best Seller

"Can't Let Nobody Hold Me Back" Tee

Black  ·  Performance Fabric

Raglan sleeve, moisture-wicking, built for the gym floor. Bold statement front and back. Discipline builds freedom.

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My Ambitions as a Jogger training tee Fan Favorite

"My Ambitions as a Jogger" Tee

White  ·  Performance Fabric

For the OS40 runners with a sense of humor about it. Script front print, clean OS40 back mark. Nobody cares — work harder anyway.

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Storms Don't Stop The Journey tee Storm Collection

"Storms Don't Stop The Journey" Tee

Black  ·  Lightning Graphic

"Walk Through It" across the back over a full lightning strike print. Dream Anyway · Walk Anyway · Fly Anyway on the lower back. For the days that test you.

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Store Opening Soon

The drop isn't live yet. Your seat at the front is.

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