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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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“The Sklar Kirsh team was a truly magnificent legal and commercial resource to have on our side for our fast paced journey.  It wasn’t easy and it was certainly a rollercoaster.  They were smart as a whip, crisp and to the point and always had our back.  You guys are rock stars!”

— Michael Anderson, President of InnovateMR
This testimonial does not constitute a guarantee, warranty, or prediction regarding the outcome of your legal matter.