The Leap Academy Podcast with Ilana Golan is all about honest and inspiring conversations about what it really takes to leap to bigger things, amazing careers, and craft the life you want. Stories and tips you won't find anywhere else. Ilana speaks with some of the world's most influential people, experts, and thinkers who created incredible careers, massive impact, built a reputation, and an extraordinary life. Together we discover the untold truths, the emotions, and important lessons that ...
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Dr. Josh Axe: From Healing My Mom of Cancer to Building a Multi-Million-Dollar Health Brand | E118
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49:46Dr. Josh Axe’s passion for health and wellness began when his mother’s breast cancer diagnosis led to chronic health issues after chemotherapy. Inspired by this, Josh pursued natural medicine, which helped her make a remarkable recovery when cancer returned. Years later, Josh faced a spinal infection that left him unable to walk. Doctors predicted …
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Sahil Bloom: The 5 Types of Wealth, How to Find True Success and Fulfillment Beyond Money | E117
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45:56Sahil Bloom was living the "dream" life, climbing the corporate ladder, earning well, and hitting all the career milestones. Yet, he felt unfulfilled. During a conversation with an old friend, he mentioned how he only saw his parents once a year. His friend's blunt remark, "You're going to see your parents 15 more times before they die," hit him ha…
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Christiana Figueres: Building a Lasting Legacy in Global Climate Action at the UN and Beyond | E116
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57:14When Christiana Figueres was a young mother, she longed to share her love of nature with her daughters, a love sparked by watching golden toads shimmer like coins under the moonlight in a Costa Rican forest. Hoping to show them this rare beauty, she returned to the same park, only to learn that the species had gone extinct due to rising temperature…
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GaryVee: The Mindset That Took Me from Zero to Multi-Million-Dollar Success | E115
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40:24Being scrappy wasn’t just a choice for Gary ‘Vee’ Vaynerchuk; it was his only way forward. After years of growing his family’s wine business, he was left with nothing of his own. With no money to rent an office or hire employees, Gary leveraged his grit, relationships, and opportunities to launch VaynerMedia. Overcoming the financial, mental, and e…
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Matt Abrahams: How to Conquer Anxiety and Lead Powerful Conversations Under Pressure | E114
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42:45Matt Abrahams's passion for communication was shaped by his parents during his childhood. In the corporate world, he noticed that great ideas often went unheard because people were too anxious to speak up, particularly in high-pressure situations. Realizing that fear, not a lack of ideas, was the barrier to success, Matt made it his mission to help…
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From Singing in Parks to Selling Out Arenas: AJR’s Adam Met on Building Success from Scratch | E113
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49:27As a teenager performing on New York’s streets and parks, Adam Met never imagined selling out arenas nationwide. Alongside his brothers Jack and Ryan, he formed the band AJR, playing for hours each summer while learning to capture the attention of indifferent passersby. A single tweet to Sia changed everything, launching their breakthrough. Balanci…
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From Near Bankruptcy to a $745M Exit: The Raw Truth Behind Kass & Mike’s Entrepreneurship Journey | E112
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58:02Kass and Mike Lazerow’s entrepreneurial journey began with a leap of faith and a lot of grit. They started Golf.com with funding from friends and family, only to be acquired by a company that later went bankrupt. Forced to raise capital and revive their business against all odds, they quickly learned that entrepreneurship means facing setbacks ever…
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NBCUniversal Vice Chairman, Bonnie Hammer: Breaking Myths About Climbing to the Top | E111
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55:28Bonnie Hammer’s passion for photography and storytelling led her to an internship on a TV production set, but instead of a glamorous role, her first job involved cleaning up dog poop. Despite these humble beginnings, Bonnie’s curiosity, strong work ethic, and willingness to tackle any task helped her rise through the ranks at NBC Universal, eventua…
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Gretchen Carlson: The Journalist Who Defied Fox News and Exposed Workplace Abuse | E110
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53:56In 2016, former Fox News host Gretchen Carlson made a bold move that transformed the conversation around workplace harassment. After enduring years of mistreatment, she filed a lawsuit against Fox News Chairman Roger Ailes for sexual harassment. Despite the immense personal and professional risks, this courageous act helped spark the #MeToo movemen…
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From $500 Startup to Open Source Pioneer: How Tim O’Reilly Built a Media and Tech Legacy | E109
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41:10Tim O'Reilly’s entrepreneurial journey began with odd jobs like being a janitor, cemetery caretaker, and dishwasher. With just $500, he founded O'Reilly Media, initially focusing on publishing tech manuals. After a major setback during the dot-com bust, which saw revenue drop by $20 million, Tim continued building his business and creating a huge i…
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Breaking the Glass Ceiling: How Adva Amir Became One of the Few Female Airline Captains | E108
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51:14As a curious eight-year-old, Adva Amir was mesmerized by the cockpit during a family trip, sparking a lifelong dream of becoming a pilot. After failing to become a military pilot in Israel, Adva felt broken. Shifting her mindset and picking up the pieces, she moved to the U.S. to pursue civilian flight training. Despite language barriers, naysayers…
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From School Teacher to Fitness Icon: What I Wish I Knew Before Quitting My Job | Brian Keane | E107
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1:05:31Brian Keane’s journey is a powerful example of embracing change and conquering fear. Originally a primary school teacher in London, Brian realized teaching wasn’t his true calling and made a bold leap into fitness, despite doubts from family and peers. With his mom’s support, he overcame numerous challenges to become a three-time bestselling author…
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Tony Khan: Building AEW into a Billion-Dollar Brand and Competing with Wrestling Giants | E106
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51:11Tony Khan was captivated by sports and wrestling from a young age. After immersing himself in sports analytics, he joined his father’s ventures, using his expertise to build a data-driven team at the Jacksonville Jaguars. Witnessing Fulham’s struggles, Tony saw an opportunity to apply his skills to improve the team and took it. His passion for wres…
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Tim Storey: Turning Setbacks Into Comebacks and Achieving Unstoppable Success | E105
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39:25Tim Storey grew up facing financial struggles, family instability, and a devastating loss at a young age. When his father tragically passed away in a car accident, it could have broken him. Instead, Tim leaned on his family for support and drew strength from his faith and community. This resilience led him to become a life coach, eventually earning…
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Bank of America's Bernard Hampton: The Leadership Secrets to Building High-Performing Teams | E104
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53:47Bernard Hampton’s journey from modest beginnings to Managing Director and The Head of The Academy at Bank of America is a testament to hard work, learning, and leadership. Raised in a middle-class family with a strong work ethic, Bernard’s early experiences shaped his leadership approach. From his start as a sales associate at RadioShack to leading…
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Turning Personal Grief Into a Global Mission for Happiness | Mo Gawdat | E103
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1:04:02Mo Gawdat was thriving in his career as Chief Business Officer at Google X, enjoying wealth, success, and a loving family. However, his life took a dramatic turn after the tragic loss of his son, Ali. This loss made Mo realize that happiness isn’t defined by external factors but by how we perceive and navigate life’s challenges. Letting go of every…
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Venture Capitalist, James Currier: Mastering Network Effects to Scale Your Startup | E102
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45:16James Currier was born an entrepreneur. Before turning 18, he had launched 18 businesses. After years in corporate jobs, he fully embraced his entrepreneurial calling. He co-founded Tickle, one of the internet’s first successful user-generated platforms, which grew to 150 million users before being acquired by Monster.com for $110 million. Now, as …
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The Power of Regret: Daniel Pink on The Unexpected Tool to Unlock Your Greatest Success | E101
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45:47After studying law, Daniel Pink transitioned into politics, serving as the chief speechwriter for Vice President Al Gore. However, he soon felt unfulfilled and realized his true calling wasn’t in a structured career with defined rules, but in writing. Despite the uncertainty, he made the leap, leaving politics behind to pursue writing full-time. Th…
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How Dr. John Demartini Crushed Life's Toughest Challenges to Unlock His Full Potential | E100
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54:42Dr. John Demartini’s childhood was marked by major obstacles, from a severe speech impediment and dyslexia to a rough start in school. Told that he would never read, write, or communicate, he defied the odds. At age 13, he left home and embarked on a journey that would take him from street life to a global career as a human behavior specialist and …
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Alex Carter: Negotiate Like a Pro, Powerful Techniques to Unlock Career and Business Growth | E99
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53:58As a shy kid, Alex Carter struggled to speak up for herself. Her parents’ divorce sparked her interest in advocacy and mediation, which led her to pursue a law degree. Despite facing self-doubt early in her career, Alex bet on herself and built a career as a Columbia Law professor and renowned negotiation expert. Now, she helps others find their vo…
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Chemi Peres: Overcoming Personal Challenges to Build Pitango, Israel’s Largest Venture Fund | E98
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57:36Chemi Peres’s journey to success was shaped by both professional challenges and personal loss. After losing his job, he felt humiliated and vowed never to face such a setback again. He pivoted to venture capitalism, co-founding Pitango Venture Capital, Israel’s largest venture fund. Despite his success, Chemi experienced the profound losses of both…
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Guy Kawasaki: The Tech Evangelist Who Built Apple and Canva into Iconic Brands | E97
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55:33Guy Kawasaki’s journey from a lower-middle-class neighborhood in Hawaii to becoming a Silicon Valley icon is clear proof of grit and transformation. After working in the jewelry business, he pivoted to tech and joined Apple as Chief Evangelist. There, he played a key role in launching the Macintosh, shaping Apple’s brand, and transforming how techn…
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How Shai Reshef Is Empowering Refugees and Underserved Students with Free College Education | E96
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48:01Growing up, Shai Reshef wasn’t the most enthusiastic student, but after earning a master’s degree in Chinese politics, he discovered the transformative power of education. Inspired by a UNESCO report predicting the future lack of access to higher education, Shai decided to act. He sold two businesses, leveraged open-source technology, and partnered…
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How Rosanna Pansino Overcame Dyslexia, Risked Everything, and Built a YouTube Empire | E95
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53:32Growing up with dyslexia and ADHD, Rosanna Pansino struggled to find her career path. After being fired from every job, she found her calling on YouTube, combining her love for baking with nerdy pop culture. Despite financial struggles, she invested her life savings into building her channel, Nerdy Nummies, which quickly became a sensation. With ov…
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Breaking Limits: How John Hennessey Turned a Dream into the World’s Fastest Cars | E94
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53:24John Hennessey’s passion for cars began as a child, sitting on his father’s lap as he drove and feeling the thrill of shifting gears. What started as a love for fast cars grew into a pursuit of speed and performance. Despite limited finances, John’s entrepreneurial drive led him to start a car modification business with no formal training. Through …
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How to Win Investors: The Brutal Truth About Raising Capital | Elizabeth Yin | E93
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56:02After quitting her job at Google, Elizabeth Yin took a bold leap into entrepreneurship by founding LaunchBit, an adtech company. Despite facing challenges with fundraising and customer acquisition, LaunchBit was acquired. Drawing on these experiences, Elizabeth joined 500 Startups, where she invested in early-stage companies. As co-founder of Hustl…
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LeapCon 2025: Ilana Golan on Taking Bold Risks That Lead to Unstoppable Career Growth | E92
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35:15After her first startup collapsed, Ilana Golan lost her job, salary, and investment. Feeling like a failure, she spiraled into doubt and uncertainty. But instead of giving up, she made a promise not to be the person who does nothing. That decision led her to reinvent herself and found Leap Academy, a community helping others make bold career shifts…
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Emmy Nominee, Bastiano Ferrari: From Broke and Sleeping on Beanbags to Building Hollywood Success | E91
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38:44Bastiano Ferrari’s journey is one of resilience and perseverance against all odds. At just 11 years old, he faced financial hardship when his father lost everything. Despite his family’s disapproval, he pursued his passion for acting, even when it meant sleeping on beanbags and struggling to eat. But with his mother to care for, Bastiano had to pau…
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Former Obama Foundation President: How to Lead Through the Toughest Moments | David Simas | E90
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55:51David Simas grew up in a Portuguese immigrant family in Massachusetts. His mother, who lost two fingers in a factory accident, instilled in him the power of resilience and the importance of community. These lessons shaped his career, from practicing law to advising President Obama on key national issues and eventually leading the Obama Foundation, …
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Amy Porterfield: I Quit a Prestigious Job with Tony Robbins and Built a $100M Business | E89
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51:05Amy Porterfield had a dream job working with Tony Robbins, one of the world’s top motivational speakers and business strategists. But deep down, she wanted to be her own boss. During a high-level meeting, she realized she was on the wrong side of the table, watching entrepreneurs build wealth instead of becoming one. With no plan, no clients, and n…
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Styling Beyoncé, Cher, and J.Lo: Norma Kamali’s Rise from Losing Her Company to Dressing Icons | E88
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1:05:10Norma Kamali built a business with her then-husband, but he controlled the money and decisions and even rehired the woman she had fired. Realizing the partnership was toxic, she walked away with just $98. No company. No safety net. No guarantees. Most people would have crumbled, but Norma reinvented herself. Within months, her bold designs took off…
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Ilana Golan knows what it means to start over. After losing her job, startup, and investment all at once, she faced uncertainty head-on. Instead of settling for what she was merely good at, she uncovered her ‘zone of genius’ and focused on what she truly excelled at. Through this journey, she rebuilt her career and created a system to help others d…
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Dr. Rajiv Shah: Working with Bill Gates, Barack Obama, and More to Tackle Global Crises | E86
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50:54At just 36 years old, Rajiv Shah got a call from Hillary Clinton. Days later, he was running USAID. Less than a week into the job, a massive earthquake leveled Haiti. He had no time to prepare. He had to act. That was one of many high-stakes bets in his career. From launching a $5 billion vaccine program with the Gates Foundation to fighting Ebola …
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Ilana Golan watched others rise while she felt stuck in her career. Her identity was built around job titles and companies until she lost it all. Realizing she had spent years growing businesses but not herself, she invested tens of thousands to master public speaking and build her brand. That decision led to high-paying keynotes, advisory roles, b…
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Grant Cardone: Reinventing at 50 to Build a Multi-Billion Dollar Business from Rock Bottom | E84
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43:29At just 10 years old, Grant Cardone lost his father. This moment flipped his world upside down. He spiraled into teenage addiction, hitting rock bottom in his mid-twenties. Determined to change, he got clean, mastered sales, and began building wealth. It wasn’t until his fifties, during the 2008 financial crisis, that he realized survival meant gro…
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The Leap Academy Podcast with Ilana Golan is all about honest and inspiring conversations about what it really takes to leap to bigger things, amazing careers, and craft the life you want. Stories and tips you won't find anywhere else. Ilana speaks with some of the world's most influential people, experts, and thinkers who created incredible career…
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continue reading

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Steph Curry Enterprise: From Receptionist to Driving Business Success for a Sports Icon | Tiffany Williams | E83
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30:45Tiffany Williams started as a part-time receptionist with the Golden State Warriors, just looking to get her foot in the door. Two weeks later, she was offered a full-time role and quickly rose into business development. In 2015, she led the planning of the Warriors’ NBA Championship parade, an experience that fueled her drive for bigger opportunit…
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Seth Godin: Turning 800 Rejections into a Roadmap for Success | E82
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37:57Where most people give up after a handful of rejections, Seth Godin got rejected 800 times by editors before finally making a big break. For him, every “no” was a clue. He adapted and mastered the system, and soon, the same editors who dismissed him were calling him first. His success wasn’t luck or passion. It was built by showing up, iterating, a…
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Gil Shwed: Building Check Point into a $20B Empire and Defining the Future of Cybersecurity | E81
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57:23Gil Shwed built Check Point into a $20 billion cybersecurity giant, but it all began with a flaw he spotted as a programmer in the Israeli military. Tasked with connecting classified networks, he uncovered a vulnerability, and the idea for a firewall was born. A few years later, he launched Check Point, betting on internet security before the web e…
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Too Broke for Bankruptcy: How Michael Hyatt Rebuilt Success Without Sacrificing His Life | E80
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1:05:03After the crash of his company, Michael Hyatt was determined to rise again. Returning to his old publishing firm, he took on a failing division and turned it into the most profitable. His hard work paid off with a massive bonus check. But when he rushed home to celebrate, his wife was in tears. He had put his all in at work, at the cost of his fami…
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How I Lost My Company and Built a $500M Business Instead | Brandon Dawson | E79
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45:49At 29 years old, Brandon Dawson was on top of the world. He had taken his company public, stood on the American Stock Exchange floor, and rang the bell. He felt unstoppable until his private equity investors sold his company against his will. Most people would have quit, but Brandon learned from this setback, cracked the code to scaling, and went o…
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Craigslist Founder, Craig Newmark: How I Transformed a Simple Email List Into a Billion-Dollar Business | E78
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35:06After Craig Newmark moved to San Franciso in 1995, he had a simple idea: a mailing list to share local events with friends. It wasn’t fancy and certainly wasn’t meant to change the world. However, as the list grew, people began calling it “Craigslist,” unknowingly naming what would become a billion-dollar digital marketplace. In this episode, Craig…
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GaryVee: From Earning $2 an Hour to Running a $350M Digital Empire | E77
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46:56Gary ‘Vee’ Vaynerchuk was born to be an entrepreneur. At six years old, he was already running a lemonade stand like a boss, later flipping baseball cards for cash. By age 14, he had made thousands when his father put him to work in the family liquor store for $2 an hour. He hated it, but years later, he rebranded the business and scaled it from $4…
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Trent Shelton: Your Pain Has a Purpose, Unlock Its Power | E76
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40:40Trent Shelton hit a low point after his NFL career ended, leaving him lost and questioning his purpose. Tragedy struck when his best friend, overwhelmed by his own struggles, took his life. The loss shook Trent to his core. Determined to honor his friend’s memory and empower others facing similar challenges, Trent picked up his phone and began shar…
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Crippling Anxiety: How I Beat Panic Attacks to Become a 3x USA Memory Champion | John Graham | E75
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51:18John Graham went from being a shy, anxious kid to becoming a three-time USA Memory Champion and performing before 400 million viewers in China. Despite these achievements, John faced severe anxiety and daily panic attacks, which led him to confront and release suppressed emotions. Today, he has transformed his struggles into strength, helping other…
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If You Want to Have Life-Changing Conversations, Ask These Tough Questions | E74 | Topaz Adizes
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59:33After his parents’ divorce, Topaz Adizes discovered the power of connection through the camera. His drive to explore human connection led him to become a filmmaker. From filmmaking to his work with The Skin Deep, Topaz focuses on creating real, vulnerable conversations in a digital world. His viral documentary The And shows how shared space and hon…
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Shark Tank’s Matt Higgins: How I Beat Poverty, Loss, and Cancer to Become a Global Investor | E73
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1:01:36Matt Higgins grew up in abject poverty, caring for his sick mother at just 9 years old. At age 16, he dropped out of high school to focus on financial growth, eventually earning his GED and getting into college. While balancing work, life, and caregiving, he lost his mother unexpectedly on the day he began a new job. Despite these challenges, among…
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Bluestone Lane Founder: How Nicholas Stone Is Redefining the U.S. Coffee Culture With Zero Coffee Experience | E72
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55:59It seemed like all was lost after Nicholas “Nick” Stone was cut from three different teams during his sports career. However, he used this setback to transition into finance, eventually founding Bluestone Lane, a successful coffee shop chain. Despite having never made coffee before, his love for the premium coffee culture of his home country, Austr…
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Former Medtronic CEO: Leadership Secrets for Achieving Success Beyond Profits | Bill George | E71
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59:52After losing seven elections in college, Bill George realized that leadership is about building relationships and helping others grow. Personal losses, including the deaths of his mother and fiancée, taught him resilience and the value of purpose. Though on track to become CEO at Honeywell, Bill chose a more fulfilling path at Medtronic, focusing o…
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Former Managing Director of Facebook India, Kirthiga Reddy: How to Seize Life-Changing Opportunities | E70
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47:13Kirthiga Reddy’s legacy is built on bold decisions and breaking barriers. Defying cultural norms, she became a top engineering graduate in a society where her mother was denied an education. After moving to the U.S., her career soared, until she took a 40% pay cut to join a startup. That gamble led her to become Facebook’s first employee in India, …
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