Leap Academy with Ilana Golan - podcast cover

Leap Academy with Ilana Golan

Ilana Golanwww.leapacademy.com
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 enabled them to reinvent themselves & leap.  We take our audience on a journey that will not only inspire but also teach concrete lessons on how to leap careers: fast-track to leadership, jump to entrepreneurship, build a personal brand, portfolio career, and much more.

Episodes

How Shai Reshef Is Empowering Refugees and Underserved Students with Free College Education

Growing 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 with volunteer professors to create University of the People, the world’s first tuition-free, accredited online university. In this episode, Shai joi...

Apr 15, 202548 minEp. 73

How Rosanna Pansino Overcame Dyslexia, Risked Everything, and Built a YouTube Empire

Growing 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 over 14 million subscribers, bestselling cookbooks, and her own product line, Rosanna turned content creation into a thriving business. In this episode,...

Apr 10, 202554 minEp. 72

Breaking Limits: How John Hennessey Turned a Dream into the World’s Fastest Cars

John 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 trial and error, he founded Hennessey Performance Engineering, known for the Venom F5, the world’s fastest car. In this episode, John shares how passi...

Apr 08, 202553 minEp. 71

How to Win Investors: The Brutal Truth About Raising Capital | Elizabeth Yin

After 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 Hustle Fund, she now backs startups focused on speed and execution. In this episode, Elizabeth joins Ilana to share the challenges of starting a business, ...

Apr 03, 202556 minEp. 70

LeapCon 2025: Ilana Golan on Taking Bold Risks That Lead to Unstoppable Career Growth

After 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. In this 2025 LeapCon, Ilana shares her emotional journey from feeling stuck in her career to becoming an impactful leader. She provides actionable i...

Apr 01, 202535 minEp. 69

Emmy Nominee, Bastiano Ferrari: From Broke and Sleeping on Beanbags to Building Hollywood Success

Bastiano 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 pause acting to launch a tech company that ultimately gave him the financial freedom to return to Hollywood, where he earned an Emmy nomination. In this ...

Mar 27, 202539 minEp. 68

Former Obama Foundation President: How to Lead Through the Toughest Moments | David Simas

David 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, where he worked with global leaders to promote democracy and address critical global challenges. In this episode, David joins Ilana to share valuable ...

Mar 25, 202556 minEp. 67

Amy Porterfield: I Quit a Prestigious Job with Tony Robbins and Built a $100M Business

Amy 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 no backup, she left corporate life and built a $100 million online business. In this episode, Amy joins Ilana to share how she overcame imposter syndro...

Mar 20, 202551 minEp. 66

Styling Beyoncé, Cher, and J.Lo: Norma Kamali’s Rise from Losing Her Company to Dressing Icons

Norma 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, attracting lifelong, high-profile clients. Five decades later, she is still shaping the industry. In this episode, she joins Ilana to share how she ...

Mar 18, 20251 hr 5 minEp. 65

Ilana Golan: 7 Steps to Unlock Your Zone of Genius

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 do the same. In this episode, Ilana shares how to identify your strengths, stand out, and take control of your reputation. Ilana Golan is an entreprene...

Mar 13, 20259 min

Dr. Rajiv Shah: Working with Bill Gates, Barack Obama, and More to Tackle Global Crises

At 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 and leading global humanitarian efforts, he has tackled some of the world’s biggest challenges and won. In this episode, Rajiv joins Ilana to share ho...

Mar 11, 202551 min

Ilana Golan: 100X Your Personal Brand and Unlock Opportunity

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, board seats, and even the sale of her tech startup. In this episode, Ilana shares how she went from feeling stuck to unlocking massive opportunities th...

Mar 06, 20255 min

Grant Cardone: Reinventing at 50 to Build a Multi-Billion Dollar Business from Rock Bottom

At 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 growing bigger. That’s when he went all in. He scaled Cardone Capital, grew his brand, and turned his hard-earned lessons into a multi-billion-dollar bus...

Mar 04, 202543 min

This is the LEAP Academy

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, had a massive impact, built a reputation, and lived extraordinary lives. Together, we discover the untold truths, the emotions, and important lesso...

Feb 27, 20252 min

Steph Curry Enterprise: From Receptionist to Driving Business Success for a Sports Icon | Tiffany Williams

Tiffany 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 opportunities. Her work ethic caught the attention of Steph Curry, who personally reached out and brought her on to help build his business empire at Thirty Ink...

Feb 27, 202531 min

Seth Godin: Turning 800 Rejections into a Roadmap for Success

Where 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, and playing the long game. In this episode, Seth joins Ilana to reveal why most people quit before they succeed, how to market ideas people want, and w...

Feb 25, 202538 min

Gil Shwed: Building Check Point into a $20B Empire and Defining the Future of Cybersecurity

Gil 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 even existed. At 26 years old, he took the company public despite his doubts. Three decades later, he stepped down as CEO, having reshaped cybersecurit...

Feb 20, 202557 min

Too Broke for Bankruptcy: How Michael Hyatt Rebuilt Success Without Sacrificing His Life

After 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 family. That moment changed everything. Instead of choosing between work and life, he found a way to win at both. Now, through Full Focus, he helps others...

Feb 18, 20251 hr 5 min

How I Lost My Company and Built a $500M Business Instead | Brandon Dawson

At 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 on to build and sell his next company for $151 million. Today, he helps business owners do the same through Cardone Ventures, a $500 million business h...

Feb 13, 202546 min

Craigslist Founder, Craig Newmark: How I Transformed a Simple Email List Into a Billion-Dollar Business

After 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 joins Ilana to share his journey, from creating Craigslist without VC funding to stepping down as CEO to focus on customer service. He also discusses...

Feb 11, 202535 min

GaryVee: From Earning $2 an Hour to Running a $350M Digital Empire

Gary ‘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 million to $60 million. Realizing he didn’t own a piece of it, Gary walked away with nothing and started over. Now, as the founder of multiple ventur...

Feb 06, 202547 min

Trent Shelton: Your Pain Has a Purpose, Unlock Its Power

Trent 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 sharing raw, heartfelt videos. These eventually evolved into RehabTime, a global movement helping millions turn pain into purpose. In this episode, Trent ...

Feb 04, 202541 min

Crippling Anxiety: How I Beat Panic Attacks to Become a 3x USA Memory Champion | John Graham

John 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 others unlock their true potential. In this episode, John joins Ilana to share how he overcame severe anxiety through unconventional methods, the importanc...

Jan 30, 202551 min

If You Want to Have Life-Changing Conversations, Ask These Tough Questions | Topaz Adizes

After 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 honest dialogue can deepen relationships. In this episode, Topaz joins Ilana to discuss the art of asking questions that strengthen relationships and how...

Jan 28, 20251 hr

Shark Tank’s Matt Higgins: How I Beat Poverty, Loss, and Cancer to Become a Global Investor

Matt 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 others, Matt co-founded a private investment firm, RSE Ventures, appeared as a guest investor on Shark Tank, and developed military drones for the U....

Jan 23, 20251 hr 2 min

Bluestone Lane Founder: How Nicholas Stone Is Redefining the U.S. Coffee Culture With Zero Coffee Experience

It 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, Australia, inspired him to transform the U.S. coffee experience into a more personalized one. In this episode, Nick joins Ilana to share how he transformed...

Jan 21, 202556 min

Former Medtronic CEO: Leadership Secrets for Achieving Success Beyond Profits | Bill George

After 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 on the company’s mission to restore lives. In this episode, Bill takes Ilana through his leadership philosophies and shares lessons on building relatio...

Jan 16, 20251 hr

Former Managing Director of Facebook India, Kirthiga Reddy: How to Seize Life-Changing Opportunities

Kirthiga 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, scaling revenues to millions. She later made history as SoftBank Investment Advisers’ first female partner. Now, as CEO of web3 startup Virtualness, s...

Jan 14, 202547 min

How Lacy Garcia Conquered Financial Fear and Transformed Wealth Planning for All

Despite her background in financial services, Lacy Garcia faced significant financial challenges after her marriage ended. She struggled with imposter syndrome, advising clients on finances while dealing with her own financial issues. Too embarrassed to seek help and unable to find the right advisors, Lacy turned her fear and discomfort into a drive for financial education and empowerment. She founded Willow, a fintech company focused on making financial advice more accessible, especially for th...

Jan 09, 202548 min

Neil Patel: From Crushing Failures to Building a Global Marketing Empire

Neil Patel’s story shows how hard work, persistence, and learning from failure lead to success. As a teenager, he started businesses, including building websites, but struggled with ineffective marketing agencies. This pushed him to learn digital marketing, and by 16, he helped a client make $20M, marking the start of his career. After facing challenges with his earlier ventures, he shifted from starting businesses to acquiring and turning underperforming ones into successes. Now, as the founder...

Jan 07, 202544 min