Backstage w/ Matt Stone

Matt Stone Enterprises

A backstage pass to The Bigger Stage, where host Matt Stone covers the behind-the-scenes lowdown on his journey to build The Bigger Stage brand, business, and show, and the business and life lessons he's learning along the way. mattstone.substack.com

  1. Learning Forward (Not Bouncing Back)

    15 MAY

    Learning Forward (Not Bouncing Back)

    Thirty-eight days until summer, and welcome to Backstage’s new Friday cadence. Matt’s breaking in a new format like new shoes, seeing what works best. This week started with a networking event with trades owners in southeastern Pennsylvania—flooring, painting, roofing companies. The vibe: more competition, people getting more bids and hanging on longer, not pulling the trigger as quickly. General unease about the economy. If you’re feeling like things aren’t moving, it’s likely not just you. Economic forces bigger than you individually are at play. When you’re hyper-focused on deals you’re getting or not getting, it can feel desperate. Just know there are forces out there impacting your business. He met Paul, a former chef who switched to real estate decades ago. That chef identity is still inside him, yet he’s all in on real estate—finding ways to bring his culinary background into the work. Differentiation in places like Manhattan is critical, and Paul’s creative edge lets him use kitchen metaphors people relate to. Reminder: if you’ve made a big pivot, you don’t lose that career. It continues inside you. Matt thinks about his law background—he struggles deeply with having a law license and not practicing, even years later. There’s a little bit of regret. If you’re feeling like that, it’s normal. Paul showed him what it looks like to go all in on a new career without losing the old one entirely. It’s an identity issue, a matter of reframing and being in full acceptance that you’re already enough. Yesterday: slew of meetings with unique, interesting people. Reminder—networking questions like “how long have you been doing that?” are fine, better than staring into oblivion. But when you ask “What are you excited about? What are you working on? What’s floating your boat right now?”—conversations get more interesting much more quickly. Our past is important, but it’s far more interesting if we bring it up selectively and intentionally. Same with the future—asking what someone’s excited about unlocks more than asking where they’ve been. Now something deeply personal: his 95-year-old grandfather passed away early this week. Matt’s one of the luckiest grandsons on the planet—firstborn grandchild, had an active grandfather in his life for 51 years. Gramps supported him when he wanted to travel Vietnam for a month, gave him his first car (a Volkswagen Diesel Dasher Wagon), valued education so much he’d do almost anything to help with it. More than anything, Gramps loved people. After Matt’s grandmother died years ago, every year he’d go on and on about how much he missed her. There were never strangers, only people you had to get to know. Random people would roll into the family sphere. They did home exchanges in Europe, have French family not blood-related but closely tied because of them. What a gift. Gramps will forever live inside him, and Matt will never stop trying to impress him—that’s a good thing. No matter what hardships you’re going through—business, life, economy—it’s always about the people. That’s how we get through this period. Three things for getting through difficult times and building something new: (1) Create healthy feedback loops, especially with great clients who give clear information back. (2) Have something you can control—gardening, baking, gym, parasailing, whatever. (3) Remember to stop, rest, celebrate. Last week he had his birthday party with a dozen people in a Manhattan lounge—one of the most joyful nights. It’s important to gather people and celebrate what you’ve done. There are so many difficult things—loss, market changes, loss of relevance from external factors. We don’t bounce back, we learn forward. The pain stays with you, but through it, if you connect and learn and grow, you become stronger. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit mattstone.substack.com

    19 min
  2. 51, Grateful, and Balancing Confidence with Humility

    8 MAY

    51, Grateful, and Balancing Confidence with Humility

    Title: 51, Grateful, and Balancing Confidence with Humility Subtitle: On birthday reflections, upcoming celebrity guests, structured interviews as the secret to books and courses, and showing up meaningfully Description: Forty-five days until summer, and Matt’s celebrating his birthday today—51 years old, grateful to be healthy with so many wonderful people in his life. He shares the same birth date (year and day) with Enrique Iglesias. After trivia about Harry Truman (1884), Don Rickles the roaster (1926), Melissa Gilbert (1964), and Coca-Cola going on sale (1886), he dives into what’s been a consequential week. The Bigger Stage podcast has exciting guests coming: an executive at a music AI company (focusing on his journey through the industry, not the company itself), a founder from the Dominican Republic who built a global business helping small businesses with loans, and a Hollywood celebrity—former game show host and contestant (won over $100k many years ago), came through improv at Second City, had a show on Travel Channel, been in movies, TV, lots of voice acting. Won’t say the name yet. The conversation will be about reinvention, creativity, human psychology—staying curious, being a generalist, learning things you didn’t before. That’s how we adapt, apply creativity. Several episodes in the can waiting to be edited, sticking with every-other-Saturday cadence for now. Working with clients, he’s seeing that everyone—regardless of pinnacle reached—faces some level of imposter syndrome, a view of themselves that’s not completely accurate. One of the great joys of this work is helping people reframe how they look at and talk about themselves, balancing humility with confidence. You can be highly confident and still humble. That combination of confidence, clarity, and humility is powerful. Right now there’s going to be increasing thirst for people who embody this—because we’re not seeing it from certain people with levers of power. Arrogance blinds you, makes you less self-aware, the bubble gets thicker, obscures reality, kills the feedback loop. Why do you want to be well-known? For fame or to make a difference? In-person events are coming into picture—curating the right IRL experiences will be more important. That’s a priority for later this year. And here’s the confirmation of a founding assumption: busy business owners wanting to write books, handbooks, workbooks, courses struggle with blank pages. Structured interviews over time are a great place to start. The data you collect, the transcripts—with the right AI tools—give you an incredible way to start filling out outlines for books, courses, keynotes, articles. Doesn’t do the whole job, but makes it easier to move forward. A refuge where you can reflect verbally and be far ahead of the game. This is proving really effective. On his birthday, the biggest feeling is gratitude—for his amazing wife, the clients, the partners. Moved to NYC over four years ago with wonderful friends around the world, and now has a New York metro group of creative, brilliant people he’s honored to call friends. Life keeps getting richer. His job is to give the world his very best and show up in the best way he can. The question: How do you want to show up this weekend and beyond? What would be most meaningful for you? Iconic Conversations in May—only 20 slots, email matt@mattstone.co to get on the list. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit mattstone.substack.com

    14 min
  3. Wheels Up: Takeoff, Landing, and the Most Dangerous Part

    28 ABR

    Wheels Up: Takeoff, Landing, and the Most Dangerous Part

    Fifty-four days until summer, and Matt’s got a feeling they’re going straight from late winter into the Hades era of heat. Welcome to Backstage—he likes the art, hopes you do too, sticking with it for a while. After sharing trivia about the yellow fever vaccine (1932—back when vaccines were seen as positive), Charles de Gaulle resigning (1969), and A Chorus Line closing after 6,137 performances (1990), he dives into the flight analogy that’s been on his mind. Flying has always been exciting since he was a kid—first plane ride probably when his father was deployed to Europe, TWA, smoking on the plane where the only difference between smoking and non-smoking was the seat number. Flight is a great analogy for starting a new venture. The Bigger Stage is a few months old, still an infant. The plane has left the tarmac, back wheels are off the ground. Great. But here’s the thing: takeoff and landing are the most dangerous parts of a flight, when most crashes happen. Like car crashes in parking lots near your home, not on the freeway. It’s normal to feel very vulnerable after takeoff because you are vulnerable. It’s precarious—you’ve got to believe the parachute will deploy. Usually there’s a first round of excitement from people you know closest (like angel investors or family and friends), then you’ve got to raise money from people who don’t know you as well. That’s where they’re at with The Bigger Stage. But here’s what’s exciting: the operator-to-icon shift is really resonating. People get it viscerally. The more he sees the world through this lens—what is iconic, how to become iconic in your lane, industry, community, company—it’s such a great frame. It’s where we’re at in the market. People want to know people they can trust even more than brands. They want to see your work, how you think. Sharing that can come in many expressions. There’s going to be more art than ever in the age of AI. Headlines on what’s launching: (1) Iconic Introduction workshop with colleague Mike Verrett—eight-step process to develop your perfect pitch, then capture it on camera with clips you can use for your website, less than $1,000, super high value. (2) Iconic Interviews—small group (max 21 people), once a month with special guests, private workshop environment with breakout discussions around developing iconic energy, messaging, presence. (3) Exclusive invite-only dinners in Manhattan. The creative process of putting all this together brings great joy. First truly celebrity guest coming to The Bigger Stage—stand-up comedian from Second City. If you’re interested, email matt@mattstone.co and reference Backstage for preferential priority. Thinking one day a week (Friday morning) for this podcast, maybe two. Let him know what you think. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit mattstone.substack.com

    13 min
  4. Soda Fountains, AI Editors, and Getting Better at Humaning

    24 ABR

    Soda Fountains, AI Editors, and Getting Better at Humaning

    Fifty-eight days until summer, still chilly, and it feels like they’re going straight from late winter into summer with something brutal in between. Welcome to Backstage—the podcast is officially rebranded. Cadence still TBD, aspirationally five days a week but thinking three for consistency. Things are changing, lots more activity. Planning a very exclusive, very cool invite-only dinner concept, probably launching in June. After sharing trivia about the Library of Congress being established (1800) and the soda fountain patent (1833—almost 200 years of bubbles), he reflects on yesterday’s 21st anniversary of the first YouTube video. In the grand scheme, 200 years isn’t that long either. Here’s what’s taking shape with The Bigger Stage: shows, the main podcast, networking and community events, plus he’s adding opportunities for people to record themselves talking about what’s important for their business—doing their pitch, having a conversation about it, getting artifacts to help integrate it into their psyche and go off-book faster. Yesterday he met with people from LinkedIn, talked about AI challenges and threats, but also how everyone’s using it. Nobody’s saying they’re not. So the question becomes: how can humans best collaborate to do what only humans can do? That’s what The Bigger Stage is all about. Example: He doesn’t have time to manually write podcast descriptions every day, so AI takes his transcript and turns it into a description. He reads it, sometimes makes changes, but the ROI isn’t there to spend forever on it. He’s grateful for that. However, the only reason it works is because it’s taking a transcript of what he’s already said without AI. When AI takes things you’ve done that are original work, great. But if you surrender your thinking to AI, that’s not going to produce something he wants out in the world. Even when using it to help write, he writes pretty fulsome pieces, then treats AI as his editor, not his writer. The Bigger Stage is creating stages for people to express themselves more effectively, entertainingly, engagingly—bringing out more humanity in messaging as we build businesses, movements, influence to make the world better. The question: What are you doing today to cultivate collaborative relationships? Partnership isn’t as easy as it sounds. It takes real intention and humility to pull off truly great collaboration—different incentives, even with good people. Things have to be very aligned, high trust. But we’re going to need more partnerships moving forward, not fewer. So we’ve got to get better at humaning. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit mattstone.substack.com

    9 min
  5. 21 Years Since the First YouTube Video

    23 ABR

    21 Years Since the First YouTube Video

    Title: 21 Years Since the First YouTube Video Subtitle: On burgeoning friendships, the ground shifting faster than ever, and bridging where technology meets human creativity Description: Fifty-nine days until summer, and Matt’s pondering frequency—maybe three days a week instead of five. Let him know what you think. Last night he had dinner with David Kalinowski (author of The Sacrifice Paradox), a podcast guest who’s become a burgeoning friend. One of the great joys of podcasting: meeting people who become part of your life. After sharing trivia about the Church of England annulling Henry VIII’s marriage (1533), Natalie Wood showing up to accept Harvard’s worst performer citation (1966—bold move), and the first YouTube video being uploaded 21 years ago today (2005), he dives into what’s on his mind. Twenty-one years. He can remember pre-YouTube like it was yesterday, yet he can also go long periods thinking YouTube always existed. It’s become integral. Maybe it’s like when TV first came out—but TV projected entertainment into your home, a one-way street. YouTube is semi-open source. Anyone with a little equipment can play, whereas television wasn’t like that. Reality has changed. And here’s the thing: imagine 21 years from now—how much will be different then. There’s no resting on your laurels, no “I got this, I figured things out, I’ve learned all I can learn.” Not if you want to play in the world, grow, have opportunity. The one thing he knows for sure: there’s a lot he doesn’t know. He continues to marvel at creative things people are doing—some he wants to learn from, some he doesn’t. But knowing what’s out there is powerful. Everyone is touched by changes in technology. With The Bigger Stage, he’s trying to bridge where technology meets the best of human creativity—where’s the stage the human belongs, and what technology supports getting there, spreading the word, being most creative and most human. Finding that at any given moment is critical, with the understanding it’ll keep changing. So triple down on learning new things. Doesn’t mean spending thousands on courses—there’s free information everywhere. For him it starts with curiosity: asking people what they’re doing, what they’re seeing, what they’re paying attention to. Often they’re noticing things he’s not, sometimes things he didn’t know existed. Keep learning, stay curious, keep building. The ground is shifting always, faster now. You can’t control it, so get on with making relationships, learning, leaving a legacy of curiosity, service, connection, love. That’s what it’s all about. New podcast art—officially the Backstage podcast now, behind the scenes of The Bigger Stage. Shout out to his sister Katie who helped inspire the name. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit mattstone.substack.com

    10 min
  6. Backstage: The Rebrand and a New Dinner Concept

    22 ABR

    Backstage: The Rebrand and a New Dinner Concept

    Fifty degrees and chilly in NYC, and Matt went underdressed to last night’s fantastic networking event—froze afterward grabbing a slice with a friend, but good times. After sharing trivia about the first White House Easter egg roll (1878—still creepy with the bunny), Jacques Cousteau’s diving apparatus patent (1952), and the Blues Brothers’ first SNL appearance (1978), he dives into what’s shifting. The networking event was run by Lisa, truly one of the best facilitators he’s ever seen. She even did a meditation at the end, which reminded him of facilitating a global distributor meeting in Rome years ago for a Japanese cosmetics company—he felt self-conscious doing a meditation then, worried people would think he was woo-woo, but maybe they liked it. Here’s the shift: this show, which started as a daily journal while building The Bigger Stage, has a different function now—refined, elevated. He’s rebranding the Substack channel to “Backstage”—the backstage of The Bigger Stage. The show will be the Backstage podcast, where he can publish written material and really build it out. Coming week he’ll finish the rebrand, get artwork made (maybe AI first, then have someone make it well). Now here’s the big idea: he wants to curate a dinner in Manhattan every month—very curated, new fabulous or quirky location each time (undiscovered gems). He’s partnering with someone who specializes in finding these places and his friend Meredith from improv. The concept: interactive, fun, maybe not even in a restaurant per se—bring in food, people pre-order, but make it about content creation. Interview each other, make videos, but in a fun way that makes it easier. Because we’re more creative in league with other people. Everyone walks away with not just an unforgettable memory but artifacts they can use for marketing or business. They’ll cast for the dinners. If you’re in NYC and interested, email matt@mattstone.co. Right now his brand is like a house where the bathroom on the second floor works but not everything’s connected and unified. So much progress, but it’s never done. Frequency of the podcast is shifting too—maybe three times a week on committed days. Not going away, just elevating, maturing, moving to the next stage. The question: What’s your next stage, and what do you need to get there? This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit mattstone.substack.com

    12 min

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A backstage pass to The Bigger Stage, where host Matt Stone covers the behind-the-scenes lowdown on his journey to build The Bigger Stage brand, business, and show, and the business and life lessons he's learning along the way. mattstone.substack.com