The One Away Show

The One Away Show

I believe one moment can change everything. On The One Away Show, I sit down with entrepreneurs, creatives, and leaders to talk about the pivotal experiences that reshaped their path—personally or professionally. These conversations go beyond the surface. We explore the decisions, turning points, and inner shifts that define who we become and how we show up in the world. If you're drawn to stories of growth, identity, and purpose, I think you'll feel at home here. New episodes drop every Tuesday and Friday. I'm glad you're here.

  1. 5d ago

    One Barbecue Away From Building a $200 Billion Empire

    Matt Fleissig didn't find his life's work in a boardroom. He found it at a community barbecue in the Catskills — talking about snow plowing. That casual conversation with Steve Braverman, the man whose family invented the powder-free latex glove and sold it to Kimberly Clark for $1.4 billion, turned into a Monday morning meeting in Fort Lee, New Jersey. Which turned into a founding partnership. Which turned into Pathstone — a firm with nearly 1,000 employees overseeing over $200 billion in assets for ultra-high-net-worth families. Oh, and the other guy named Matt almost didn't hire him because of the name conflict. In this episode, Matt breaks down: The barbecue moment that changed his entire trajectory — and why he almost didn't get the job What Steve Braverman taught him about culture, mentorship, and treating people like partners from day one Going from 19 families to 2,500 — and what it actually takes to scale without losing who you are Why "terminal velocity" is the greatest insult you can tell a founder — and what they did about it The moment he realized out-hustling everyone wasn't enough anymore Why ultra-high-net-worth families need more than an investment manager — and how Pathstone built around that The uncomfortable feeling in your stomach when you pick up the phone — and why that's the size of your business growing What it means to never say no for a living If you believe the best opportunities in life show up when you least expect them — this one's for you.

  2. Oct 16

    One Poker Game Away From Building His Next Big Thing

    Raj Singh spent almost a year and thousands of dollars on coaching, therapy, breathwork, and meditation. It was transformative. It was also completely inaccessible to most people on the planet. Then he sat down at a poker table in Venice next to Mark Manson — author of The Subtle Art of Not Giving a F*ck — and everything clicked. Both of them had been circling the same idea: what if the world's best personal advice didn't have to cost a fortune? What if AI could deliver the kind of deeply personalized guidance that only the top 1% can currently afford — and bring it to everyone else? That conversation became Purpose — an AI-powered personal growth companion built to be the mentor, coach, and thought partner that most people never get access to. In this episode, Raj breaks down: The year-long sabbatical that changed how he sees personal growth — and what he learned about himself that surprised him most Why the best advice in the world doesn't scale — and how AI changes that equation for the first time Starting his first AI company in 2014 — a decade before it was cool Why every adaptation eventually becomes maladaptive — and what to do about it The social media trap: how platforms hijacked the comparative mind and the mental health cost we're all bearing Why he's wildly optimistic about AI — and what he thinks it will finally get right The 300 notifications a day problem — and how AI might actually give us our attention back If you believe the best version of yourself is just one right conversation away — this one's for you.

  3. Oct 8

    One Phone Call Away From Giving Up on Everything

    It was just before Christmas 2008. Eddy Arriola had spent the entire year building a community bank from scratch — the team, the investors, the strategy, everything. Then the phone rang. Florida regulators told him their priority wasn't opening new banks. It was shutting down the ones already failing. He wasn't their problem to solve. Eddy was devastated. And then his brother said four words that changed everything: you just keep going. That perseverance — forged first on wrestling mats, then in the depths of the financial crisis — carried Eddy all the way to founding Apollo Bank, building it for over a decade, and eventually selling it on his own terms. In this episode, Eddy breaks down: What it actually felt like to start a bank during the worst financial crisis in modern history Why he always knew the exit before he even opened the doors How wrestling taught him that the most skilled person rarely wins — the most persistent one does The silver linings he could only see in retrospect — and what that taught him about trust Why relational leadership is the only framework that actually scales What happened to his identity after the sale — and how he found his way back The pool moment: why presence is the real luxury most successful people never allow themselves The bronze medal analogy that reframes everything about what it means to make it If you've ever gotten a phone call that felt like the end — and had to find a reason to keep going anyway — this one's for you.

  4. Sep 30

    One Frozen Yogurt Shop Away From a Life in Business

    Rich Thompson learned everything he needed to know about business behind the counter of a frozen yogurt shop in Northern California. His parents ran it. All five kids worked it. And from the time he was four years old, Rich watched his parents show up every single day — opening, closing, fixing orders, building relationships with every customer who walked through the door. That foundation followed him through a career in finance, into founding his own investment fund Caprice, and eventually into leading Dreamliner — a staffing and workforce solutions company with 600 employees — where he still shows up every day, in the trenches, the same way his parents did. In this episode, Rich breaks down: What a frozen yogurt shop in NorCal taught him about customer experience and community Why he's always bet on the jockey, not the horse — and what that means for how he invests The decision to leave corporate finance and build something on his own terms How athletics shaped his competitive edge and work ethic long before business did Why the owner in the trenches always outperforms the owner in the ivory tower The balance framework he uses to make decisions when hundreds of families are depending on you Why his next chapter is about helping founders who have the idea but don't know who to call What watching someone grow from individual contributor to leader does for him If you believe the best businesses are built on relationships, not spreadsheets — this one's for you.

  5. Aug 26

    One Drive West Away From the Life He Was Meant to Build

    Harold Jurado packed everything he owned into a small Subaru Crosstrek, left his family in Chicago, and drove west with almost no money and no plan. He didn't know where he'd land. He ended up in San Francisco — and a job at Google running their noodle cafe, Threads, changed everything. Serving 2,000 people a day, watching lines stretch out the door rain or shine, Harold saw something most chefs never see: consistent, year-round demand. Not seasonal. Not trendy. Just people who always wanted a great bowl of noodles. That data point became a restaurant. That restaurant became Ramen Well. And now Harold is building his second company — Umami Hadi, a frozen ramen and chili oil brand built to go national. In this episode, Harold breaks down: Why leaving Chicago with almost nothing was the most important decision of his life What cooking at Google taught him about demand, scale, and proof of concept Why he chose ramen over sushi, steakhouse, or fine dining — and what that says about who he wants to serve The gastropub philosophy: taking everyday food and elevating it without losing accessibility What it's like running two companies at once — two rents, two payrolls, two babies The short term goal (one grocery store) and the long term vision (national, nine figures, exit) Why he thinks going out to restaurants more is one of the best things you can do for society If you've ever packed up your life and driven toward something you couldn't quite name yet — this one's for you.

  6. Aug 21

    One Marker Away From Landing the Plane

    Andy Hilger never planned on a corporate career. English and philosophy major. Master's in creative writing. Spent his 20s working in a group home and an environmental company — pretty sure the corporate world wasn't for him. Then he took a job at Allegiance Group just to pay the rent. And one chaotic meeting changed everything. A flip chart marker rolled in front of his chair. He reached down to pick it up. His boss pulled his chair away. And suddenly the behind-the-scenes note taker was standing in front of four angry people being told to "land the plane." What happened next set the trajectory for a 25-year career that took him from note taker to President of Allegis Group — one of the largest staffing companies in the world. In this episode, Andy breaks down: The one moment that pulled him out of the background and into the arena Why the best leaders breathe in stress and breathe out calm How a startup with "fire, fire, fire, ready, aim" energy became a billion dollar company The agility vs. ability framework — and why your degree's half life is about 2.5 years Why careers are still being run on waterfall when the world has gone agile What lifelong learners have that makes them nearly AI-proof How he's spending his next chapter: teaching at Duke, writing, and helping people retain their agency in a world that keeps changing If you've ever felt like a square peg in a round hole — and wondered if that might actually be your superpower — this one's for you.

5
out of 5
123 Ratings

About

I believe one moment can change everything. On The One Away Show, I sit down with entrepreneurs, creatives, and leaders to talk about the pivotal experiences that reshaped their path—personally or professionally. These conversations go beyond the surface. We explore the decisions, turning points, and inner shifts that define who we become and how we show up in the world. If you're drawn to stories of growth, identity, and purpose, I think you'll feel at home here. New episodes drop every Tuesday and Friday. I'm glad you're here.