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Description
Entrepreneurship isn’t just a career—it’s a relentless, all-consuming way of life.
Welcome to Founder2Founder a raw and unfiltered podcast where host Aaron Spivak pulls back the curtain on what it really takes to build something from the ground up. No sugarcoating, no overnight success stories—just deep, honest conversations with some of the most driven, underrated, and game-changing founders of our time. From brutal setbacks to game-changing mindset shifts, Aaron goes beyond the polished success stories to uncover the unglamorous, deeply personal side of building a business.
As a seasoned entrepreneur himself, Aaron goes beneath the surface and gets into the nitty-gritty of what it truly takes to succeed. He’ll dive into the habits, behaviors, and routines that set elite founders apart, the tactics and strategies that are working today, and the mindset shifts required to push through the hardest moments. Through raw personal stories, late-night struggles, and breakthrough moments, guests open up about what it really means to grow, not just as a founder, but as a person.
Each week, Aaron sits down with visionary entrepreneurs from high-growth startup founders to seasoned CEOs, for real, unfiltered conversations about the highs, lows, and everything in between. Whether you're scaling a company, launching your first venture, or just looking for inspiration, this podcast will give you the insights, motivation, and real-world advice you won’t get just anywhere. If you're ready to strip away the illusion and get real about what it means to build, sacrifice, and thrive, this is the podcast for you. Join us every Wednesday!
27 Episodes
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In this episode of Founder2Founder Aaron Spivak sits down with Lucy Nelles, leading community-building expert and co-founder of Coffee & Chill Miami, the wildly popular bi-weekly sober wellness party that now draws over 1,000 guests per event. With over 100 sold-out events and collaborations with top global brands, Lucy has cracked the code on making in-person gatherings profitable, scalable, and deeply impactful. She shares how she went from feeling isolated in a new city to building a m...
In this episode of Founder2Founder, Aaron Spivak sits down with Chris Mead, co-founder of CROSSNET and Founders Club, for his most open and personal conversation to date. From a small Connecticut town, to building one of the fastest-growing backyard sports brands in America, Chris unpacks the highs, lows, and lessons of scaling a startup from scratch. They dive into the origins of CROSSNET, the $1M mistake during an acquisition, the toll of leadership decisions, and how those experiences shap...
In this special episode of Founder2Founder, Aaron Spivak sits down with Harley Finkelstein, President of Shopify, for a no-fluff, behind-the-scenes conversation recorded live with over 100 Founders Club members. Harley unpacks the deep connection between personal identity and building lasting companies, while discussing how founders can grow smarter and why success demands unshakable character and long-term thinking. This isn’t a surface-level chat, Harley dives into the psychological drivers...
In this episode of Founder2Founder, Aaron Spivak sits down with Steve Schwartz, Master Tea Blender, best-selling author, and founder of Art of Tea—an award-winning tea brand based in Los Angeles. After dropping out of college to care for his mother, Steve discovered Ayurvedic medicine and began a journey that would take him across the globe sourcing and blending the world’s finest teas. Starting with $2,500 in credit card debt, Steve built a vertically integrated company that now supplies ico...
In this episode of Founder2Founder, Aaron Spivak sits down with Megan Klein, founder of Little Saints, the sugar-free, mushroom-powered non-alcoholic cocktails and spirits brand redefining the way we drink. A former environmental attorney turned two-time brand founder, Megan’s journey is one of radical pivots, personal reinvention, and unshakable self-belief. She shares how she went from shutting down her first startup to investing her last million, selling her own apartment to fund it, and s...
In this special episode of Founder2Founder, Aaron Spivak brings you an unfiltered masterclass with legendary entrepreneur and investor, Mark Cuban. Recorded live for members of The Founders Club, this exclusive session covers Cuban's raw insights on building billion-dollar companies, the unglamorous truths of scaling, and how AI is rewriting the rules for modern founders. From sleeping on floors to exiting for $5.7 billion, Cuban reflects on his journey and the mindsets that separate the winn...
In this episode of Founder2Founder, Aaron Spivak sits down with Larysa Nakonecznyj, CEO of Nako Creative, an award-winning digital marketing agency known for driving measurable results through innovation and tailored strategy. With a background in communications and advertising, Larysa has helped global brands grow fast and grow smart. She’s been recognized with the 2024 Global Recognition Award and was nominated for the Women Empowerment Foundation’s “Rising Star” award. Larysa unpacks the e...
In this episode of Founder2Founder, Aaron Spivak is joined by Austin Copeland—a 21-year-old founder who’s already built and sold two companies, including COMPREADY, acquired by CosmicWire. From founding a nonprofit at 13 that delivered over 13,000 shoes to kids in Africa, to managing a 25-person team at global esports giant TSM, Austin’s journey is driven by one mission: improving people’s lives. He unpacks how he went from gaming enthusiast to building an analytics model that led to six-fig...
In this episode of Founder2Founder, Aaron Spivak sits down with Swan Sit, a trailblazing operator and creator at the intersection of corporate leadership, digital transformation, and consumer connection. With an impressive background as the Global Head of Digital Marketing at Nike, Revlon, and Estée Lauder, Swan now advises startups, sits on public company boards, and brings value to millions as a creator and speaker. Swan shares her journey from a disciplined immigrant upbringing to transfo...
In this episode of Founder2Founder, Aaron Spivak sits down with his own mother, Rachel Spivak, for an intimate and powerful conversation that spans generations, continents, and entrepreneurial journeys. Born in the small Israeli town of Ofakim as one of 13 siblings, Rachel shares her story of resilience, ambition, and unwavering love for her family. From leaving her home at age 13 to go off to school, to raising five boys in Canada, her life is a testament to grit, sacrifice, and entrepreneur...
In this episode of Founder2Founder, Aaron Spivak speaks with Mark Shapiro, founder of Shapiro Capital, a seasoned real estate investor with over four decades of experience. Mark shares his journey from selling gum in elementary school to building a multimillion-dollar real estate empire. He offers valuable insights into the mindset, drive, and strategies that led him to success, as well as the lessons learned from both his victories and setbacks. Mark delves into his early real estate experie...
In this episode of Founder2Founder, Aaron Spivak sits down with Shelby Sapp, the founder of She Sells Academy, the world’s largest all-women remote sales academy. After beginning her career in door-to-door pest control sales, Shelby realized traditional sales models weren’t built for women or the lifestyle they wanted. With She Sells, she’s built a community of over 3,000 women mastering high-ticket remote sales, unlocking financial independence and freedom along the way. Shelby discusses her...
In this episode of Founder2Founder, Aaron Spivak sits down with Gaston Becherano Cohen, CEO of Smorgasburg—the largest weekly open-air food market in the U.S. Gaston shares how a solo trip to Japan reignited his entrepreneurial drive and ultimately led him from shaved ice vendor to acquiring the entire Smorgasburg brand. His journey includes launching, and losing, a café during COVID, starting over in Miami, and building markets that now draw millions of visitors. He speaks candidly about sca...
In this episode of Founder2Founder, Aaron Spivak sits down with Rajia Abdelaziz, Founder & CEO of invisaWear—a groundbreaking company creating discreet safety tech inside stylish jewelry. A Forbes 30 Under 30 cover honoree and a standout in the personal safety space, Rajia has built an eight-figure brand, raised over $3 million, and secured major partnerships with ADT and TELUS. Rajia shares how she turned down a job at Google to pursue a college project that would go on to save lives. Sh...
In this episode of Founder2Founder, Aaron Spivak sits down with Jason Wong, founder of Paking Duck, a packaging company trusted by leading DTC brands like Arrae, Quest Nutrition, and Madhappy. Jason shares his journey from a teenager running affiliate blogs and viral meme businesses, to building a powerhouse in the packaging space, blending creativity with operational excellence. Jason dives into how packaging became his passion, why it’s one of the highest-leverage parts of the customer jou...
In this episode of Founder2Founder, Chris Meade sits down with Kevin O'Leary, a successful entrepreneur and investor also known as "Mr. Wonderful”, appearing on shows such as Dragons' Den and Shark Tank. Kevin dives into the current landscape of advertising, explaining why he's pivoting his portfolio companies towards television through his new platform, WonderAds. He breaks down how TV has become a powerful yet under-utilized channel for brands looking to scale cost-effectively, offering a c...
In this episode of Founder2Founder, Aaron Spivak sits down with Will Nitze, Founder & CEO of IQBAR, the leading brain-and-body nutrition startup in America. Will shares how his competitive spirit and obsession with winning drove him to build a thriving brand dedicated to brain food and cognitive nutrition. He reflects on his journey from playing competitive sports to attending Harvard, where he first realized that building something impactful was more important than just making money. Wi...
In this episode of Founder2Founder, host Aaron Spivak sits down with Josh Goldstein. Josh was a high-level college baseball player and MBA student when a once-in-a-lifetime opportunity to appear on reality TV changed everything. After the tragic and very public loss of his sister on national television, Josh turned unimaginable grief into powerful growth. Now, just a few years later, he’s built a seven-figure online fitness business empowering thousands of women, launched a supplement brand r...
In this episode of Founder2Founder, host Aaron Spivak sits down with Dominic Purpura. Dominic Purpura is the founder and owner of MELA, a rapidly growing watermelon water company. After acquiring the business in 2021 following a successful cryptocurrency investment, he completely rebranded it, transforming a $25,000 monthly operation into one approaching $1 million monthly with national 7-Eleven distribution on the horizon. Influenced by his entrepreneurial father and uncle, Purpura implement...
In this episode of Founder2Founder, host Aaron Spivak sits down with serial entrepreneur David Segal, best known for building DAVIDsTEA into a $200M brand and now serving as President of Highbeam. David shares the full arc of his entrepreneurial journey, starting with the humble beginnings of DAVIDsTEA, through the grind of expansion and the thrill of going public, to the surprising emotional lows that followed a major exit. With refreshing honesty, he opens up about his feelings after sellin...
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