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Ilana Golan · Business

Leap Academy with Ilana Golan

Leap Academy with Ilana Golan is a podcast for ambitious professionals who know they're capable of more and want their next move to be bigger, whether that's a C-suite role, a board seat, an advisory role or a portfolio career. Every week, Ilana talks with founders, CEOs and executives about the leap that changed their career, what pushed them to make it and how they made it work. Guests have included Shopify President Harley Finkelstein, Peloton co-founder Tom Cortese, Richard Branson and Gary Vaynerchuk. Ilana is a tech executive, entrepreneur, board director and investor in more than 100 companies, and she won Startup of the Year in 2023. She asks her guests about moves she has made herself. New episodes every Tuesday.

Episodes

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The Lean Startup: Eric Ries Reveals the #1 Mistake New Founders Make | E160

26 May 2026
1h 16m
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Entrepreneur Magazine’s Jason Feifer: How to Build a Career Beyond Your Job Title | E159

19 May 2026
1h 1m
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Tim Draper: How I Spot Billion-Dollar Companies Before Anyone Else | E158

12 May 2026
54m
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Kickstarter Co-Founder: How Yancey Strickler Built a $7B Platform That Transformed Crowdfunding | E157

05 May 2026
57m
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Elena Cardone: Overcoming Trauma and Loss to Build a $5 Billion Business | E156

28 Apr 2026
1h 2m
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The Dark Truth About Venture Capital: Confessions of a Unicorn Founder | Ra'anan Cohen | E155

23 Apr 2026
1h 4m
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9x Founder Kim Perell: How I Turned a $10K Loan Into a $235M Company | E154

14 Apr 2026
56m
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How Basecamp's CEO Lost 30% of His Team, Faced Backlash, and Came Back Stronger | Jason Fried | E153

07 Apr 2026
1h 3m
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Qualcomm CMO Don McGuire: How to Stay Relevant, Resilient, and Ready for Change | E152

31 Mar 2026
1h 1m
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What It Takes to Scale a Company Without Breaking It | Mike Seckler, Justworks CEO | E151

24 Mar 2026
52m
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Benchmark Partner, Bill Gurley: The Strategy That Makes You Stand Out in a Crowded Job Market | E150

17 Mar 2026
56m
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Behavioral Design Expert: The Hidden Belief Blocking Your Growth | Nir Eyal | E149

10 Mar 2026
52m
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From Burned-Out Doctor to Global Wellness Founder: Dr. Amy Shah's Bold Career Pivot | E148

03 Mar 2026
1h 3m
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Discover Your Working Genius and Beat Career Burnout | Patrick Lencioni | E147

24 Feb 2026
1h 7m
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From Homeless Shelter to Building a Billion-Dollar Mortgage Company | Damian Maldonado | E146

19 Feb 2026
52m
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From Pastor to Million-Dollar Days: Eileen Wilder on Charging Your Worth | E145

17 Feb 2026
56m
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Inc. & Fast Company CEO: How Stephanie Mehta Redefined the Path from Editor to CEO | E144

10 Feb 2026
1h 0m
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Zoom CMO Kim Storin on Leading Through Brand Change When the Stakes Are High | E143

03 Feb 2026
48m
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OpenAI's Former Head of GTM: What Leaders Get Wrong About AI & What’s Coming Next | Zack Kass | E142

27 Jan 2026
51m
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From Childhood Trauma to Building High-Performance Leaders | Mick Hunt | E141

20 Jan 2026
48m
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