Matt Brown Show

Send us a textIn this episode of The AI Advantage, Matt Brown sits down with Ran Berger, Co-Founder and CEO of Flat Rock Technology, to explore how businesses can stay ahead in a world where AI is reshaping industries at lightning speed. Ran shares insights from his 17 years leading an IT services and software development company, including how to adapt through continuous “micro changes,” balance AI productivity with governance, and navigate the gray areas of intellectual property in the AI era. They also discuss the shift from on-prem to cloud to AI, the financial and security challenges enterprises face, and why companies that fail to embrace AI risk being left behind. Support the show

Send us a textIn this episode of The AI Advantage, Matt Brown sits down with Jeanne Sheehy, Chief Marketing Officer at Bostrom, to explore how AI is reshaping the marketing landscape inside associations. Jeanne shares how her nine-person marketing team is experimenting with tools like Synthesia for video production, Hey Orca for smarter social media management, and analytics platforms that personalize communications and improve campaign performance.She explains how Bostrom created an AI Council to establish guardrails, policies, and readiness frameworks that help associations adopt AI responsibly without compromising confidentiality or trust. From reducing video production timelines to tailoring content for member engagement, Jeanne outlines how AI is helping marketers do more with less while also highlighting the importance of transparency and ethical use.Support the show

Send us a textIn this episode of The Threshold, Matt, Brent, and Rich dig into what it means to live well without getting lost in the grind. Rich shares his shift from chasing a big, complicated business to building a “tiny epic business” that supports a big, simple life. Brent reflects on the soul-filling joy of watching the sunrise in the Karoo, the power of shared experiences, and why the best moments often cost nothing.They explore the idea of being a “reluctant adult” — making deliberate choices to hold on to playfulness, belly laughs, and long-form time with friends in a short-form world. Along the way, they unpack the difference between ritual friends and adventure friends, why fewer but deeper relationships matter, and how live, in-person moments are becoming more valuable than ever.It’s part philosophy, part storytelling, and part gentle reminder that success isn’t just about money or growth — it’s about designing a life you don’t want to escape from.Support the show

Send us a textIn this episode of The Matt Brown Show – AI Advantage, Matt sits down with Vivienne Wei, COO of Salesforce’s AgentForce platform, to explore how AI agents are transforming the enterprise. From crossing one million live conversations to building empathy into automated workflows, Vivienne shares how Salesforce is redefining customer experience, data governance, and AI adoption at scale. They discuss overcoming fear and inertia in AI deployment, creating agent–human collaboration, and the leadership mindset required to guide this next era of digital labor. Whether you’re a startup founder or a Fortune 500 executive, this conversation offers practical insights on building secure, trusted AI systems that empower people, not replace them. Support the show

Send us a textIn this episode of The Matt Brown Show – The AI Advantage, Matt speaks with Michael Gebhardt, Investment Principal at New York-based private equity firm VSS. Michael shares how AI is reshaping private equity—from sourcing and evaluating deals to reducing risk and unlocking new value in portfolio companies. He discusses real-world examples, including AI-powered language interpretation, the challenges of integrating AI into professional services, and the impact on business models and leadership skills. The conversation also explores ethical considerations, market disruption risks, and why strategic thinking will be the most critical skill for future CEOs. Support the show

Send us a textIn this episode, Matt Brown sits down with John Jeffcock, Chief Executive of the award-winning C-Suite network business Winmark, to explore how AI is reshaping executive leadership and business strategy. John shares insights from working with over 2,000 CXOs worldwide, including practical AI case studies, the push toward one-person business functions, and the evolving role of augmented leadership. The conversation covers the acceleration of AI adoption, challenges in finding high-quality implementation examples, the widening skills gap, and how education must adapt for the next generation of leaders. John also offers bold predictions about AI’s future impact on industries, government, and everyday life. Support the show

Send us a textIn this AI Advantage episode of The Matt Brown Show, Matt speaks with Tish Squillaro, Founder & CEO of Candor, about how to lead effectively in an AI-driven world. They discuss why core leadership traits like empathy, adaptability, and communication still matter, how AI can complement—but not replace—human judgment, and the risks of losing entry-level talent to automation. Tish shares insights from over two decades of management consulting, explaining how leaders can balance technological adoption with people-first strategies to future-proof their organizations.Support the show

Send us a textIn this episode of The AI Advantage, Matt Brown talks with Courtney Matson, Managing Partner of BroadBranch Advisors, about how leaders can overcome their blind spots, uncover hidden market intelligence, and make smarter strategic decisions. They explore how AI fits into the discovery process, why nimbleness beats rushing to build, and how companies can close the gap between what they know and what they can’t see. Support the show

Send us a text In this episode of The Matt Brown Show – AI Advantage, Matt speaks with Deb Stambaugh, founder and CEO of Brave New World, about how AI is reshaping marketing and business strategy. Deb shares her perspective on using AI as a tool to speed up content creation, enhance operational efficiency, and unlock strategic capacity — without losing authenticity or originality. They explore the ethics of AI-generated content, overcoming fear in AI adoption, and real-world examples from brands like Walmart and Sephora. Whether you’re a founder, CMO, or executive, this conversation offers practical insights for integrating AI into your business as a genuine accelerator, not a replacement. Support the show

Send us a textIn this episode, Matt, Brent, and Rich dig into what really makes customers stay and why most companies get it completely wrong. Rich goes off on how customer experience is not about service scripts or clever features, but about creating emotional memories that anchor people to your brand. He breaks down why nostalgia works, how people remember how it felt, and what it means to build trust before someone even becomes a customer. Brent challenges the idea of customer-first by asking whether companies even understand their customers’ inner world, and Matt brings it back to the disconnect between intent and execution, especially in fast-scaling environments. The result is a layered, honest conversation about brand, memory, experience, and the moments that actually matter. Support the show

Send us a text In this episode, Matt, Brent, and Rich unpack the real fear behind the rise of AI. It is not just about job loss or productivity. It is about identity. What happens when machines start doing the work we once tied our value to? What are we without the grind, without output, without being needed? From creative anxiety to performance panic, the guys explore how AI is not just changing how we work, but forcing us to confront who we are without it. Support the show

Send us a textIn this cracking episode of The Threshold, Matt, Rich, and Brent go deep on the metaphor that’s guiding their lives: puppies and cobras. From the fears that drive ambition to the comforts that breed complacency, they unpack how motivation, status, and success intersect in life and business. Rich admits he operates best with a cobra close by, Brent shares his plan to earn his way to the puppies, and Matt reflects on systems, motorcycles, and the fear that fuels him. Along the way, they debate Porsches, purpose, and whether it's smarter to sprint through the hard times or savor the present. A brutally honest, hilarious, and thought-provoking conversation about what it means to want more, need less, and choose wisely. Support the show

Send us a textIn this thought-provoking episode of The AI Advantage series on The Matt Brown Show, Matt speaks with Carol Fishman Cohen, co-founder and CEO of iRelaunch, a pioneering organization helping professionals return to the workforce after career breaks. With over 125,000 relaunchers in their community and nearly two decades of impact, Carol shares powerful insights on how AI is reshaping talent acquisition, career paths, and leadership.They explore:The challenges and opportunities of returning to work in the AI eraHow AI is affecting entry-level hiring and mid-career valueWhat business leaders need to understand about reskilling and adaptabilityThe ethics of AI-driven recruitment, resume writing, and career guidanceA vision of the future where avatars of experts become our everyday advisorsWhether you're navigating a career break, building a future-ready workforce, or rethinking the role of humans in a world of automation, this episode is packed with wisdom and optimism.Support the show

Send us a textIn this episode of The AI Advantage on The Matt Brown Show, Matt sits down with Bill Weathersby, Chairman of Next Stage Trajectory, to explore how artificial intelligence is transforming the way startups scale. With experience helping companies grow from $1M to over $10M in revenue, Bill shares his insights on leveraging AI tools, agents, and data-driven strategies to drive frictionless growth.They unpack:Why a third of his portfolio companies are AI-drivenThe rise of the “three-person unicorn” powered by botsHow AI is changing the investor mindset and risk calculusThe key leadership traits founders need in an AI-native worldIf you’re serious about scaling your business in the era of AI, this is a must-listen conversation packed with practical insights and forward-thinking strategy.Support the show

Send us a textIn this premiere episode of The AI Advantage series on The Matt Brown Show, Matt sits down with Simon Taylor, Founder and CEO of HYCU—the world’s fastest-growing SaaS data protection company. Together, they explore the double-edged nature of AI in cybersecurity, the looming “SaaS Data Apocalypse,” and why regulation, humanity, and leadership are more critical than ever.Simon reveals how HYCU is leveraging AI to scale integrations from years to weeks, why AI is accelerating cyber risk at an unprecedented rate, and the ethical dilemmas businesses now face as automation reshapes every industry. From the importance of apprenticeships in an AI-driven workforce to how elder care could be transformed, this conversation is packed with insight, foresight, and practical wisdom for leaders navigating the AI era.Everyday AI: Your daily guide to grown with Generative AICan't keep up with AI? We've got you. Everyday AI helps you keep up and get ahead.Listen on: Apple Podcasts   SpotifySupport the show

Send us a textMatt discusses lies and misconceptions around entrepreneurship and how you can work around these by using the QBE (Qualified By Experience) method where you put yourself out there and execute on a daily basis. Support the show

Send us a textIn this episode of The Threshold, Matt, Rich, and Spilly dive deep into near-death moments, the power of shared adventure, and what it means to live without regret. From harrowing motorcycle trips and panic attacks to reflections on atheism, fame, and personal fulfillment, this is a raw and honest look at fear, purpose, and connection. Tune in as the trio explores how life’s edge moments shape our perspective — and why choosing adventure might just be the most meaningful decision of all.PodMatchPodMatch Automatically Matches Ideal Podcast Guests and Hosts For Interviews Everyday AI: Your daily guide to grown with Generative AICan't keep up with AI? We've got you. Everyday AI helps you keep up and get ahead.Listen on: Apple Podcasts   SpotifySupport the show

Send us a textIn this thought-provoking episode of The Threshold, the team explore why society is obsessed with nostalgia—and what it means for how we build, create, and connect today. From architecture and vinyl records to memes, digital artifacts, and the power of shared memories, they unpack the tension between disposability and timelessness. The conversation also delves into how we can support each other in meaningful ways, the psychology behind feeling useful, and the lessons hidden in old books, classic films, and forgotten brands. Tune in for insights on leaving a legacy, building for the future, and finding utility in the moments that matter. PodMatchPodMatch Automatically Matches Ideal Podcast Guests and Hosts For Interviews Everyday AI: Your daily guide to grown with Generative AICan't keep up with AI? We've got you. Everyday AI helps you keep up and get ahead.Listen on: Apple Podcasts   SpotifySupport the show

Send us a textMatt drops a big reveal... What follows is a raw and reflective conversation with Rich and Spilly about walking away from ventures you no longer love, the emotional weight of ownership, and building something that aligns with who you are. From Rogue Heroes to Rogue Entrepreneurs, this episode dives into community, relevance, and what it means to create work that matters. Support the show

Send us a textIn this episode of The Threshold Podcast, Matt and Spilly dive deep into the mindset of success, wealth, and the hidden rules of elite networks. From exclusive Porsche buyer clubs to billionaires measuring wealth on a ski lift, they explore how scarcity, connections, and sheer perseverance shape financial and personal success. They also tackle a fundamental question—how much is enough? Whether you're hustling for growth, building your network, or just figuring out your next move, this episode will challenge your perspective on success, scale, and finding balance in the game of life.Support the show