Episode 44 – Travel Media Reinvented: Inside Lost In Travel’s Strategy with Jon Skogmo

What happens when the mind behind viral sensations like Pizza Rat and FailArmy turns his attention to travel media? In this episode, we sit down with Jon Skogmo, founder of Lost In Travel and former CEO of viral media powerhouse Jukin Media, to explore how he’s shaking up the travel publishing world.

Jon shares his journey from clearing VHS tapes for clip shows to building a 300-person media empire—and why he’s now focused on reinventing travel content for a digital-first, community-driven audience. We dig into how Lost In Travelgoes beyond tourist traps, highlighting hidden gems, subcultures, and local creators to inspire today’s “premium economy traveler.”

We also get candid about the challenges of influencer culture, the future of SEO in travel, and why legacy travel publishers are missing the mark. Plus, Jon opens up about Lost In Travel’s multi-platform approach—from physical guidebooks and live events to neighborhood-focused editions and global collaborations.

If you care about where travel media is headed—or how to build an authentic, loyal audience in a crowded space—this is a must-listen conversation.

In this episode:

• The surprising link between viral videos and travel

• Why authenticity beats clickbait in today’s travel media

• The evolution of Lost In Travel and its unique editorial strategy

• How they’re building real-world travel communities through books and events

• Jon’s take on the future of digital content, influencers, and travel demand

Follow Lost In Travel, Travelgram, and View From My Window to see more from Jon’s team.

https://lostin.com/

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