A former lawyer turned fitness powerhouse, Robin Arzón’s journey is one of resilience and inspiration. After surviving a traumatic hostage situation in college, she turned to running as a way to heal and challenge herself. She went from casual runs to completing marathons and ultra-marathons. Despite being diagnosed with Type 1 diabetes, Robin refused to let it define her. She embraced the mantra, "Why not me?" and continued challenging herself to achieve more. In this episode, Robin shares with...
Jan 02, 2025•41 min
Naveen Jain believes that no idea is too crazy to pursue. With the right questions and focus, you can turn big ideas into life-changing solutions. After his father's battle with stage 4 pancreatic cancer, Naveen wondered why early cancer detection wasn’t possible. This led him to apply his 'Why me? Why this? Why now?' framework, sparking innovation in early cancer detection and chronic disease management. In this episode, Naveen talks with Ilana about the mindset that drives him to solve the wor...
Dec 31, 2024•57 min
Jeff Krauss went from being a shy kid with no prior experience in event planning to a trusted name in celebrity event management. Despite facing setbacks, including financial struggles and failed ventures in nightlife, Jeff learned the ropes of event planning and built a reputation for trust and hospitality. Over time, he expanded his network by forging key relationships and organizing high-profile events for celebrities like George Clooney and Saturday Night Live. In this episode, Jeff shares h...
Dec 26, 2024•47 min
Jessica Jackley grew up with values of generosity and compassion, which inspired her passion for helping others. Initially uninterested in business, she had a life-changing moment after hearing Dr. Muhammad Yunus speak about microfinance. This led her to East Africa, where she saw firsthand how small loans helped entrepreneurs escape poverty. In 2005, Jessica co-founded Kiva, a groundbreaking platform that enables individuals to lend small amounts directly to entrepreneurs worldwide. In this epi...
Dec 24, 2024•34 min
Spencer Rascoff’s career is a masterclass in navigating crises. After co-founding the travel site Hotwire, the 9/11 tragedy devastated the travel industry. Spencer helped steer the company through this crisis, leading to its $685 million sale to Expedia. He then co-founded Zillow, guiding it through the 2008 housing crash and growing it to a $20 billion market cap. His third venture, Pacaso, a luxury vacation home co-ownership platform, launched just before the pandemic. Despite initial fears ab...
Dec 19, 2024•47 min
Tom Bilyeu’s journey is a powerful story of transformation, from self-doubt to self-mastery. His early years were shaped by fear of failure, a lack of direction, and doubts from those around him. After struggling to break into the film industry, he joined a startup with the goal of getting rich, but found himself unhappy and in a strained marriage. Taking a leap of faith, Tom walked away from millions to pursue something more meaningful. This gave rise to Quest Nutrition, a billion-dollar compan...
Dec 17, 2024•57 min
Chris Savage is a master at pivoting. He co-founded Wistia with his best friend in his living room, originally aiming to create an online filmmaking competition platform. When that didn’t work, they shifted to portfolio tools and later to secure video hosting for businesses, which became Wistia’s core offering. Chris wasn’t afraid to turn down major clients like HBO when their goals didn’t align. Despite running a $300k monthly loss and receiving multiple life-changing acquisition offers, he rej...
Dec 12, 2024•52 min
At age 12, Russell Brunson was inspired to become an entrepreneur after watching an infomercial about making money. Over the years, he faced massive personal and professional setbacks, from losing 60% of his staff to battling infertility, financial struggles, and nearly going to jail. But instead of giving up, he turned each failure into a lesson, tweaking his approach and ultimately co-founding the multi-billion-dollar company, ClickFunnels. In this episode, Russell shares with Ilana how he tra...
Dec 10, 2024•54 min
Known for seizing “big, scary opportunities,” Bryan Power has defined his career by embracing risk, adapting to change, and staying focused under pressure. After turning down a promotion at Google for a new challenge at Square, he quickly realized he was in over his head. But it was in facing that discomfort head-on, that he experienced his most significant growth moments. In this episode, Bryan joins Ilana to discuss the importance of tackling challenging opportunities, the practices that lead ...
Dec 05, 2024•48 min
Andrew Lacy stumbled into entrepreneurship after failing to land a tech job. His first company did so well that he eventually sold it to Disney. Believing he had business all figured out, he launched another company, only to realize that success wasn’t guaranteed. For his next venture, Prenuvo, Andrew took a more thoughtful approach, but investors repeatedly rejected the idea. Determined to make it work, he bootstrapped and secured loans to launch a clinic in Silicon Valley. Today, Prenuvo is re...
Dec 03, 2024•47 min
Dan Ariely didn’t just accept the hand life dealt him. He turned it into something powerful. After a traumatic burn accident that scarred 70% of his body, he struggled to find his place in the world. This journey led him to study human psychology and behavior, focusing on how people cope with pain and trauma. Later, when false rumors spread about him on social media, Dan chose to understand and empathize with the “misbelievers.” In this episode, Dan joins Ilana to share his journey from personal...
Nov 28, 2024•51 min
Howard Behar went from making $300,000 a year to working at Starbucks for a third of that. Driven by his passion for the business, he rose to become president of Starbucks North America and later the founding president of Starbucks International, helping grow the company from 28 to over 15,000 stores worldwide. Despite these achievements, Howard faced a deep depression after retiring, prompting him to reevaluate his life’s purpose. He realized that his true calling is to serve and uplift others,...
Nov 26, 2024•53 min
In a world that imposes expectations, Lisa Bilyeu is all about defying them. Raised in a traditional Greek Orthodox family, her path was set: get married and raise a family. But after eight years as a stay-at-home wife, she could no longer ignore the inner voice telling her she was meant for more. So, she co-founded Quest Nutrition with her husband and built a billion-dollar business. In this episode, Lisa talks to Ilana about setting ambitious goals, trusting your decisions, and finding self-wo...
Nov 21, 2024•1 hr 11 min
Convinced that technology was the future of advertising, David Jones set out to build Brandtech. But again and again, investors rejected his model, doubting the potential of AI and digital technology in an industry where traditional models worked so well. Despite countless ‘no’s,’ David pressed on, believing he could redefine the industry. And that's exactly what he did. Today, he leads a billion-dollar company that blends tech and creativity to reshape advertising. In this episode, David shares...
Nov 19, 2024•57 min
Harley Finkelstein didn’t set out to be an entrepreneur. He had no choice. With his father out of the picture, he had to pay for university and support his mother and sisters. So, he turned to his go-to problem-solving tool: entrepreneurship. Starting a t-shirt business changed his life, eventually leading him to Shopify, where he became one of their first merchants and later, its president. In this episode, Harley shares his incredible journey, highlighting key lessons on how entrepreneurship c...
Nov 14, 2024•56 min
From struggling in school because of his dyslexia to starting a magazine at just 15, Richard Branson has always found ways to turn his challenges into unique opportunities. Even his iconic airline started as a joke when he was stranded in Puerto Rico after his canceled flight. He hired a plane, wrote "Virgin Airlines" on a blackboard, and offered seats to other stranded passengers. Soon enough, Virgin Atlantic was born. In this episode, Richard shares his incredible journey with Ilana, highlight...
Nov 12, 2024•23 min
Jeff Dudan started his first business in college, painting apartments to pay the bills. The business grew beyond his expectations, allowing him to support his younger brother and create jobs for other college athletes. Years later, he moved to South Florida to help with disaster recovery after Hurricane Andrew struck. Having learned to see opportunity in adversity, he started AdvantaClean, which eventually grew into a national franchise. In this episode, Jeff talks to Ilana about spotting hidden...
Nov 05, 2024•49 min
One day, while watching her baby somersault, Katrina Spade thought about how quickly time flies. Then it hit her like a ton of bricks that she would be in her 70s by the time he turned 40. This reflection sparked an interest in the funeral industry, ultimately leading her to design a new death experience. Despite facing legal hurdles and industry challenges, she founded the world’s first human composting company. In this episode, Katrina shares how she turned a simple grad school project into a ...
Oct 29, 2024•46 min
Russ Ruffino spent his 30th birthday sobbing into his bourbon because he felt like a failure. He had spent the last decade bartending while clinging to his dream of becoming a movie star. So, how did he go from bartender to CEO of a $100 million business? He took his first step by applying his acting skills to writing persuasive sales copy. In this episode, Russ shares his incredible journey, offering lessons on leveraging unique skills, taking bold risks, and building a values-driven team to bu...
Oct 22, 2024•51 min
Chris Voss excelled as a lead FBI international kidnapping negotiator. At the start of his career, he thought it was all about being tough and direct. But over time, he discovered the secret to cracking negotiations—tactical empathy. Today, he teaches business leaders how to read emotions, build trust, and avoid leaving money on the table. In this episode, Chris explains why empathy is a world-changing skill and shares tactics for getting what you want in business and life. Chris Voss is a forme...
Oct 15, 2024•44 min
Before building a global snack empire, Anne Beiler’s dream was to have her own family like the loving one she grew up in. Like a fairytale, she met the man of her dreams. But years later, she found herself stuck in a place of darkness after tragically losing her daughter and enduring years of abuse. Through this pain, however, Anne found a new purpose. With no money, no formal education, and no business plan, she started the iconic pretzel brand, Auntie Anne’s. In this episode, Anne shares power...
Oct 08, 2024•56 min
Early in his career, Scot was told that he wasn’t “tough enough” for the media industry. He didn’t fit the traditional image of a hard-nosed executive. But instead of changing who he was, Scot embraced his own authentic style of leadership, ultimately proving that enthusiasm and a focus on collaboration are just as powerful for success. He went on to lead groundbreaking marketing campaigns for major networks like CNN and HLN. In this episode, Scot shares his leadership lessons from building a su...
Oct 01, 2024•56 min
Fascinated with science as a young child, Kira Radinsky was driven to make a meaningful impact on the world through technology. She faced rejection after rejection while building her first startup, but her resilience paid off when eBay acquired the company. Kira didn’t stop there—she developed AI models that successfully predicted cholera outbreaks in Cuba and today, she continues to push the boundaries of AI and healthcare. As inspiring as her journey is, it’s been far from easy. In this episod...
Sep 24, 2024•47 min
Frustrated by how women’s voices were being ignored in the corporate world, Sally Helgesen started documenting the leadership styles of successful women. Her efforts culminated in the groundbreaking book, The Female Advantage, which changed the course of her career. Despite the uncertainty, Sally left her dream job for the male-dominated space of leadership coaching and speaking. Today, she is recognized as the world’s premier women’s leadership expert. In this episode, Sally shares powerful lea...
Sep 17, 2024•51 min
Brian Tracy went from struggling with a series of menial jobs to achieving remarkable sales success. A relentless self-learner, he transformed his life by mastering the science of sales. Then, he dedicated himself to studying, researching, writing, and speaking in the fields of economics, history, business, philosophy, and psychology. Today, he is a legendary self-development expert and world-renowned bestselling author. In this episode, Brian shares his top principles and strategies for unlocki...
Sep 10, 2024•1 hr 20 min
Kelly Roach built a seven-figure side hustle before leaving her corporate role. How did she do it despite an intense workload and failed product launches? Strategic planning, smart time management, and an unyielding drive fueled by a childhood embarrassment on the free lunch line. In this episode, Kelly shares her inspiring journey, emphasizing the importance of patience, persistence, and the willingness to take imperfect action. Kelly Roach is a business coach, CEO, podcast host, and bestsellin...
Sep 03, 2024•42 min
Even when met with skepticism, Geoff Smart pushed forward with his vision to transform hiring through powerful data-driven methods. He created the WHO Method through his leadership consulting firm, emphasizing drive and cultural fit over skills. This approach not only brought success to his clients but also propelled his firm to global success. In this episode, Geoff reveals the key strategies behind the WHO Method, including how to prioritize drive over skills and ensure cultural alignment in h...
Aug 27, 2024•58 min
Eynat Guez leaped from a comfortable corporate job to co-founding Papaya Global. Despite numerous investor rejections, she stayed true to her vision, proving the market need for her innovative solutions. Balancing motherhood and entrepreneurship, she turned her startup into a global payroll and HR solutions powerhouse valued at $3.7 billion. In this episode, Eynat reveals the highs and lows of her entrepreneurial journey, underscoring the importance of resilience and adaptability in achieving su...
Aug 20, 2024•50 min
As Charlie Engle's teenage sons dropped him off at the gates of federal prison, he faced his lowest point. Sentenced to 21 months for mail fraud, he had lost his career, reputation, and freedom. Despite his history of overcoming addiction and running across the Sahara, this challenge was the hardest. Initially consumed by anger and fear, Charlie turned to running daily. He inspired fellow inmates, earning the nickname "Running Man" and forming a running group. In this episode, Charlie reveals th...
Aug 13, 2024•1 hr 5 min
Feeling creatively stifled in his stable but unfulfilling job, Adam Cheyer pursued entrepreneurship, even with his limited business knowledge. He co-founded Siri to realize his dream of a voice-activated assistant and the project was so promising that Steve Jobs called out of the blue. Despite initially turning down his offer, Jobs persisted. Today, Siri is integrated into billions of Apple devices. In this episode, Adam shares the key moments and mindset shifts that turned his vision into reali...
Aug 06, 2024•42 min
