Working from the beach seems like a dream, but Jessica Wynn shows how being a digital nomad is mostly Wi-Fi nightmares and visa hell on Skeptical Sunday!

Welcome to Skeptical Sunday, a special edition of The Jordan Harbinger Show where Jordan and a guest break down a topic that you may have never thought about, open things up, and debunk common misconceptions. This time around, we’re joined by Jessica Wynn!

Full show notes and resources can be found here: jordanharbinger.com/1191

On This Week's Skeptical Sunday:

• Digital nomads are remote workers, not vacationers — they need real skills and jobs to sustain constant travel while managing clients across time zones and unreliable Wi-Fi connections.
• The digital nomad lifestyle costs more than advertised due to short-term housing, visa fees, coworking spaces, storage, and constant travel expenses. So-called "financial freedom" is often just financial reshuffling.
• Beware the "digital nomad course industrial complex." Scammers sell empty promises to desperate people, creating pyramid schemes that prey on those seeking lifestyle change.
• Digital nomads can harm local economies by driving up rents and displacing residents, turning neighborhoods into overpriced Instagram backdrops that locals can no longer afford.
• If pursuing digital nomadism, start with solid remote work skills and reliable income. Go off the beaten path, support local businesses, learn basic language skills, and respect that locals aren't resort staff.
• Connect with Jordan on Twitter, Instagram, and YouTube. If you have something you'd like us to tackle here on Skeptical Sunday, drop Jordan a line at [email protected] and let him know!
• Connect with Jessica Wynn at Instagram and Threads, and subscribe to her newsletter: Between the Lines!

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