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From Waiting Tables to Building a Global Media Empire to Re-Investing in the Travel Industry

In this episode of The Kirsh Connection, Andrew Kirsh sits down with Jon Skogmo, CEO of Way Capital and founder of Jukin Media, to discuss his journey from waiting tables in Hollywood to building Jukin Media into a global company and achieving a nine-figure exit. Jon also shares why he started over with Lost In, a travel media company focused on inspiring travelers through authentic storytelling—not telling you where to go, but why to go.

Episode Highlights:

  • Jon’s Hollywood story: moving to LA from Chicago and needing a headshot just to get a waiter job.
  • Building Jukin Media from his apartment into a 300-person global company.
  • The current state of the travel industry.
  • Why Jon launched Lost In and the growing demand for premium, experience-driven travel content.
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“Sklar Kirsh provides top notch service to their clients. Black Equities Group has been working with Sklar Kirsh lawyers for years and we hope it continues from many years to come. The lawyers at Sklar Kirsh are professional, timely and they always put their clients first.”

— Zach Zalben, Black Equities Group
This testimonial does not constitute a guarantee, warranty, or prediction regarding the outcome of your legal matter.