The Aspire Playbook: Mark Cuban’s Day-1 Blueprint for Startup Success and How AI is Changing Entrepreneurship Forever

Why do most startups fail, and how can you avoid it? In this episode of the Aspire podcast, Mark Cuban breaks down exactly what new founders get wrong, how to take an idea from nothing to something, and the critical Day 1 steps every entrepreneur must get right. He also explains why mastering AI isn’t optional anymore and how it’s completely changing how businesses are built. Whether you’re just starting out or scaling up, Mark offers raw, tactical advice on sales, mindset, money, and how to build a business that works. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoices

In this raw and deeply honest conversation, Charlamagne tha God joins Emma Grede to reflect on his remarkable journey—from a troubled youth in South Carolina to becoming one of the most influential voices in media. Charlamagne opens up about his early run-ins with the law, the wake-up calls that changed his path, and the mindset that helped him build an empire across radio, books, podcasts, and TV.   He shares hard-earned lessons on purpose, peace, and perseverance, discusses the role of therapy and plant-based medicine in his healing, and speaks candidly about masculinity, marriage, and fatherhood. With signature wit and wisdom, Charlamagne reveals how his greatest success lies not in controversy, but in clarity—and why doing right by his family is the most powerful move he’s ever made. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoices

Emma Grede sits down with trial-lawyer-turned–viral communication coach Jefferson Fisher—author of the New York Times bestseller The Next Conversation—to unpack the single skill that drives every success: how you speak. Together they explore why social-media overload is eroding real dialogue, then trade real-world fixes that work from the boardroom to the dinner table. Jefferson explains how a smile and an open question transform first impressions, why cutting “sorry,” “just,” and other verbal fluff instantly boosts authority, and how flipping your “no” (lead with it, end with gratitude) sets healthy boundaries without guilt. Emma probes the toughest moments—family conflicts, workplace clashes, digital misreads—and Jefferson delivers tools such as framing conversations around a shared goal, letting your breath be the first “word,” and wielding strategic silence so people hear their own tone. Brimming with memorable metaphors (be a “well,” not a waterfall, in email) and Emma’s candid reflections on her own communication wins and misses, this episode hands you the script—and the mindset—to make your very next conversation resonate. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoices

Emma sits down for an intimate, inspiring conversation with former First Lady Michelle Obama and her big brother, Craig Robinson. In this special episode, Michelle and Craig open up about family, leadership, and the values that shaped them, from their early years sharing on Chicago’s South Side to the White House. Michelle reflects candidly on balancing motherhood, public life, and personal ambition, while Craig shares heartfelt stories that highlight the emotional intelligence and unwavering support they learned from their parents. Together, they discuss how everyone can create meaningful change—starting exactly where they are. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoices

Meghan, Duchess of Sussex, isn’t just launching a brand—she’s rewriting what it means to build one under relentless public scrutiny. In her first wide-ranging interview about her new company As Ever, Meghan joins Emma for a candid conversation about the pressure, the pivots, and the power of betting on yourself when the world is watching.They get into it all: why a humble jar of jam became her first product, how a Netflix partnership changed the scale overnight, and what it’s like to run a startup when your name is the headline. Meghan opens up about the lessons she learned selling scrunchies as a kid, what she would change about her public narrative, and the real cost of ambition in plain sight. This is a masterclass in building boldly—when you can’t move quietly. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoices

In this episode of Aspire, Emma dives deep into one of her favorite topics: money! She sits down with bestselling author and financial expert Nicole Lapin to break down why we so often avoid money talk—and how that silence holds us back. Nicole reveals how she conquered her own debt using the “avalanche” method (tackling high-interest balances first) and how to master simple money lingo—ROI, APY, EBITDA—so you never feel lost in a finance convo again. We also cover how just $200 a month in an S&P 500 index fund at age 35 can balloon into roughly $500K by retirement, and why the “age in bonds” rule—your age in bonds, the rest in stocks—is a solid starting point. Plus: automating “set and forget” investments, keeping crypto under 1% of your net worth, and calculating the real “opportunity cost” of a home down payment (hint: sometimes renting wins). This isn’t just about numbers—it’s about mindset. Nicole shares her story of losing her home in the Los Angeles wildfires and turning scarcity into abundance, proving that talking openly about money is the first step to freedom. Whether you’re drowning in debt or ready to make your first investment, this episode is packed with practical tips to help you take control of your finances—and finally feel good about your money. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoices

In this deeply personal solo episode of Aspire, Emma Grede gets real and shares the ten foundational principles that have shaped her journey as an entrepreneur, leader, and mother. Drawing from over two decades of experience, Emma opens up about the power of embracing vulnerability, leveraging your unique strengths, and facing your past head-on. She discusses the critical importance of authenticity, personal responsibility, and the transformative role risk plays in achieving success. Emma’s practical insights will help you clearly identify what truly matters, focus your energy on what you can control, and develop a learning mindset that bridges the gap between good and great. Tune in to discover the powerful guiding principles Emma relies on that can help you forge your own path to fulfillment and success. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoices

Emma sits down with Jay Shetty—a global media force, a spiritual leader, bestselling author, entrepreneur, and someone who's building a career with no blueprint — all while staying rooted in purpose and inner peace.   In this episode, Jay opens up about what it really takes to create a life no one else has modeled — and how he's maintained his well-being in the face of massive ambition. Emma and Jay go deep on everything from meditation and mindfulness to business and betrayal, asking questions we rarely hear answered honestly:   How do you protect your peace when the world keeps pulling at you?Can you chase success without burning out?Can you be ruthless in business without losing your center?   This isn’t just a conversation — it’s a masterclass in building a purpose-driven personal and professional life. Whether you’re launching a new venture, redefining success, or simply trying to keep it together while aiming higher, this episode will leave you ready to tackle your goals, all while staying grounded. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoices

Model, entrepreneur and media mogul Karlie Kloss sits down with Emma for a rare, wide-ranging conversation about the bold pivots, personal principles, and hard-won lessons that have shaped her journey from the runway to the boardroom. With baby number three on the way, Karlie opens up about the balancing act of motherhood and mogulhood, the trade-offs she makes, and the guilt she’s learned to manage. Emma and Karlie dive deep into her transition from fashion icon to tech and media entrepreneur, her mission to empower women in STEM through Kode with Klossy, and her bold foray into publishing with the relaunch of i-D. Karlie also shares what drives her as an investor, her evolving relationship with money, and how she navigates being underestimated in male-dominated rooms. Whether you’re multi-passionate, mid-pivot, or just need the push to take a leap, Karlie’s story is proof that reinvention is always within reach. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoices

Emma is joined by the relentless entrepreneur Michael Rubin, founder and CEO of Fanatics for a deep dive into his extraordinary journey from a self-described "god-awful athlete" to one of the most successful business minds in the sports industry. Michael pulls back the curtain on the mindset and drive that fuels his success, revealing how outworking the competition has been a cornerstone of his career.   From launching his first business at age 8 to building Fanatics into a global powerhouse, Michael shares how his obsession with business—and his ability to thrive during the toughest times—has shaped his rise. Whether it's pushing through failures or seizing opportunities in the face of adversity, Michael’s relentless work ethic and ability to pivot when needed have been crucial to his journey. He talks about the sacrifices he's made, the lessons he's learned about leadership, and how his obsession with staying ahead of the competition fuels both his personal and professional life. Emma and Michael also explore the importance of being in tune with your audience, identifying untapped markets, and building a team of game-changers who share your vision. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoices