Career Resilience in the Age of AI with Ilana Golan episode artwork

EPISODE · May 11, 2026 · 1H 3M

Career Resilience in the Age of AI with Ilana Golan

from Make It Happen Mondays - B2B Sales Talk with John Barrows

The career ladder is burning. And if you are still waiting for the right moment to adapt, you are already behind.In this episode, John sits down with Ilana Golan, founder of Leap Academy, to unpack what it actually takes to own your growth in a world where 92 million jobs are projected to be displaced in the next two years. From growing up a shy kid in Israel and becoming one of the first women to lead a flight instructor squad in the Israeli Air Force, to hitting rock bottom after a co-founder betrayal and building back stronger, Ilana brings a rare combination of raw honesty and practical frameworks to this conversation.They cover the 555 rule for cutting through decision paralysis, what it means to build a portfolio career, and why people will no longer pay for knowledge but will always pay for transformation.If you are ready to stop being a one-trick pony and start building something that holds up regardless of what AI throws at you, this conversation is the one to watch. Visit www.jbarrows.com and learn how you can Make It Happen.What You’ll LearnWhy hard work still beats raw talent in any eraHow to use the 555 rule to escape decision paralysisWhat it looks like to lose your identity and rebuild from nothingThe case for building a portfolio career before you are forced toWhy people will not pay for knowledge but will pay for transformationIlana Golan was an F-16 Flight instructor in the Air Force and the first female commander in her squad, a tech executive, and now the founder of Leap Academy, one of the fastest-growing companies in America.Leap Academy is disrupting professional education and is the only platform in the world today that helps individuals create portfolio careers and get ready for the future of work. Her disruption of professional education has caught the attention of leaders such as Richard Branson, Garyvee, and the Presidents of some of the biggest companies in the world.Ilana won Inc 500, Startup of the Year for 2023, CEO World Award, 40 Women to Watch, and has been on the biggest stages in the world, including Tech Crunch Disrupt, Google Startup Accelerator, Inman Connect, Executive MBA Programs, and more. Ilana was also invited to give a private talk for Richard Branson and a very selected CEOs on his private island.Connect with Llana!LinkedIn: https://www.linkedin.com/in/ilanagolan/Instagram: https://www.instagram.com/ilanagolanleapWebsite: https://www.ilanagolan.com/Learn more about Leap Academy: https://www.leapacademy.com/Join her free 3-day training: www.leapacademy.com/makeithappenJohn Barrows is a sales trainer, speaker, and founder of JB Sales with over 25 years of experience in the industry. He has made hundreds of cold calls a week, led startups to acquisition, and trained high-performing teams at companies like Salesforce, LinkedIn, Amazon, and Okta. Through JB Sales, John focuses on practical sales execution—helping reps fill pipeline, close deals, and build trust with buyers in today’s AI-driven sales environment.Connect with John Barrows:LinkedIn: https://www.linkedin.com/in/johnbarrows/ Instagram: https://www.instagram.com/johnmbarrows/TikTok: https://www.tiktok.com/@johnmbarrowsCheck out John's Membership: https://go.jbarrows.com/Join John's Newsletter: https://www.jbarrows.com/newsletter

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Career Resilience in the Age of AI with Ilana Golan

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This episode was published on May 11, 2026.

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The career ladder is burning. And if you are still waiting for the right moment to adapt, you are already behind.In this episode, John sits down with Ilana Golan, founder of Leap Academy, to unpack what it actually takes to own your growth in a...

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