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PODCAST

Leap Academy with Ilana Golan

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

education self-improvement

All Episodes

45:49

Former Zillow CEO, Spencer Rascoff: Leading...

Leap Academy with Ilana Golan ·

2024/12/19

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 about

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56:00

Tom Bilyeu: How I Proved Everyone Wrong and Built a...

Leap Academy with Ilana Golan ·

2024/12/17

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 company

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51:01

Wistia CEO, Chris Savage: Master the Art of Pivoting:...

Leap Academy with Ilana Golan ·

2024/12/12

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

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52:45

Russell Brunson: From Rock Bottom to $100 Million in...

Leap Academy with Ilana Golan ·

2024/12/10

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

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46:19

Nextdoor’s Bryan Power: Turning Big, Scary...

Leap Academy with Ilana Golan ·

2024/12/05

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 to

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45:47

The Accidental Entrepreneur: How Andrew Lacy Turned...

Leap Academy with Ilana Golan ·

2024/12/03

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

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49:30

Surviving Lies, Rumors, and Digital Hate: Dan...

Leap Academy with Ilana Golan ·

2024/11/28

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

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51:56

Howard Behar, Former Starbucks President: Putting...

Leap Academy with Ilana Golan ·

2024/11/26

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,

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69:44

Lisa Bilyeu: Radical Confidence, My Journey From...

Leap Academy with Ilana Golan ·

2024/11/21

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-worth

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55:27

Taking Big Risks: How David Jones Built a...

Leap Academy with Ilana Golan ·

2024/11/19

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

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54:48

Shopify President: The Golden Age of Entrepreneurship...

Leap Academy with Ilana Golan ·

2024/11/14

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 can

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21:19

Richard Branson: The Journey to a Multi-Billion...

Leap Academy with Ilana Golan ·

2024/11/12

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, highlighting

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47:55

Jeff Dudan, Undercover Boss: How I Built a Thriving...

Leap Academy with Ilana Golan ·

2024/11/05

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

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44:51

Making Big Ideas Happen: How Katrina Spade...

Leap Academy with Ilana Golan ·

2024/10/29

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

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50:04

Going All In: How Russ Ruffino Went from Bartender to...

Leap Academy with Ilana Golan ·

2024/10/22

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 build

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43:08

How to Win: Master FBI Negotiator’s Secrets for...

Leap Academy with Ilana Golan ·

2024/10/15

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 former

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54:58

Turning Pain into Purpose: How Anne Beiler Built a...

Leap Academy with Ilana Golan ·

2024/10/08

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 powerful

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54:22

Your Authenticity is Your Superpower, Master The Art...

Leap Academy with Ilana Golan ·

2024/10/01

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

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45:33

How Forbes 30 Under 30 Kira Radinsky Turns Every ‘No’...

Leap Academy with Ilana Golan ·

2024/09/24

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 episode,

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49:33

The Woman Who Transformed How We Think About...

Leap Academy with Ilana Golan ·

2024/09/17

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

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144 results

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