Other Side of 40 · Atlanta, Georgia
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.
Our Mission
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
Change is not a setback. It is the whole point. We build on every version of ourselves that came before.
No one else gets to write the terms of your second act. The only permission you need is your own.
You are allowed to build something meaningful and enjoy the journey. Those are not opposites.
The world will give you a hundred reasons to play it safe. We are not interested in those reasons.
We do not cut corners on the things we care about. Quality is the form that integrity takes in practice.
The measure of a good life is not what you accumulated. It is what you gave away along the way.
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
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.
The OS40 Letter
One original essay. Three things worth your time. Written for people who are still building, still learning, still becoming. No noise. No fluff. Just signal.
Other Side of 40 · The Podcast
"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.
Topics We Cover
Episodes
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.
New episodes every week. Subscribe to be notified the moment they land.
Season 1 — In Production
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Get NotifiedOther Side of 40 · Culture & Influence
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.
Current Rotation
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.
The Record Shelf
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.
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.
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.
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.
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.
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.
Beyond Music
The conversations, films, books, and ideas currently living in the background of everything I'm building.
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.
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.
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.
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.
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.
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?
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.
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.
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.
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.
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.
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.
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
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.
Collection One
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.
Signature
"You Are Still Becoming" Tee
Relaxed fit. Minimal front print, OS40 sleeve mark, "The Other Side of 40" on the back. Maximum message, minimal noise.
"Life Didn't Peak. It's Unfolding." Tee
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.
Limited
"You Are Still Becoming" — Seasons Edition
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.
Hero Piece
The Becoming Knit Hoodie
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.
The Becoming Knit Hoodie — Cream
Same premium knit, lighter colorway. "Keep Becoming" stitched across the cuffs in script. Made to last, made to become.
Hero Piece
The Journey Aviator
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.
The Second Act Snapback
Structured fit, flat embroidery, adjustable snapback. "The Journey Continues" stitched under the brim. Five front options — built different, built for more.
Hero Piece
The Journey Trucker Jacket
Heavyweight 12.5oz denim, custom antique brass hardware, leather OS40 patch. Classic shape, modern details. Built for the other side of 40.
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
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.
Best Seller
"Can't Let Nobody Hold Me Back" Tee
Raglan sleeve, moisture-wicking, built for the gym floor. Bold statement front and back. Discipline builds freedom.
Fan Favorite
"My Ambitions as a Jogger" Tee
For the OS40 runners with a sense of humor about it. Script front print, clean OS40 back mark. Nobody cares — work harder anyway.
Storm Collection
"Storms Don't Stop The Journey" Tee
"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.
Store Opening Soon
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