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

The Remarkable Story of Stacy Brown-Philpot Outgrowing Her Circumstances | Ep. 174

13 Oct 2026

1h 6m

The Emotional Story of Carleigh Bodrug’s EXPLOSIVE PlantYou Success | Leap Academy with Ilana Golan - Ep. 173

06 Oct 2026

50m

Shopify President: The Golden Age of Entrepreneurship Has Arrived | Harley Finkelstein | EP53

29 Sep 2026

53m

AI processed

Entrepreneurship serves as a powerful tool for problem-solving and personal survival rather than just a pursuit of passion. Harley Finkelstein, President of Shopify, illustrates this through his own trajectory—from a teenage DJ business born of necessity to scaling a $100 billion commerce platform. Key leadership strat...

Neil Patel: From Crushing Failures to Building a Global Marketing Empire | EP62

22 Sep 2026

46m

CEO of MyFitnessPal Mike Fisher: He Applied for 1 Job, Then Became CEO | EP172

15 Sep 2026

1h 5m

Peloton Co-Founder Tom Cortese: Building an $8.1B Brand & Knowing When to Walk Away | EP171

08 Sep 2026

1h 27m

Sir Richard Harpin: How He Turned £50K Into a £4 Billion Business | EP170

01 Sep 2026

55m

Lovesac Founder Shawn Nelson: The Entrepreneurial Mindset That Built a Billion-Dollar Brand | EP168

25 Aug 2026

1h 4m

Manu Sai Bakshi: From Starting Over to Recruiting Wall Street’s Top Talent | EP167

18 Aug 2026

1h 4m

From Losing Everything to Startup of the Year: Ilana Golan’s 5 Shifts to Reinvent Yourself

11 Aug 2026

30m

Milk Bar CEO Christina Tosi: How a Home Baker Built One of America's Most Beloved Brands | E165

04 Aug 2026

1h 16m

Google X's Astro Teller: Why the Biggest Breakthroughs Start with Failure | EP167

28 Jul 2026

1h 0m

The Corporate Ladder Is On Fire: How David Rogier Built MasterClass and What He’d Build Now | E165

21 Jul 2026

58m

From Blue Collar Hustles to Billion Dollar Businesses: The Journey of David Royce

23 Jun 2026

55m

From Skype to Wix: Mark Tluszcz’s Formula for Turning Bold Bets into Billion-Dollar Successes | E163

16 Jun 2026

1h 15m

Self-Made Billionaire: How John Paul DeJoria Built Paul Mitchell with $700 | E162

09 Jun 2026

1h 9m

Former WWE President: The Hard Decisions That Built a Global Media Business | George Barrios | E161

02 Jun 2026

1h 12m

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