Lost in Tech

Humane AI, Wearables & The Fear of Leaving Your Tech Job | EP 19


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This week on Lost in Tech, Mamuna Oladipo and Lola Oyelayo-Pearson break down the Humane AI Pin and the state of wearables—what problems are they actually solving, and why do some founders seem to lack clarity? Is the $699 Humane Pin the future, or is it an overhyped experiment? We also explore Apple’s dominance in the wearable ecosystem and how controlling the vertical stack gives them an edge.

Then, we shift gears to discuss career transitions in tech. Many people feel trapped in high-paying jobs yet fear the instability of making a move. We unpack the golden handcuffs dilemma, the anxiety around overpromotion, and the real question: What would it take to leave?

📌 Inside This Episode:
🔹 The Humane AI Pin:

  • What problem is it solving—if any?
  • Is the $699 price tag justified, or are expectations just too high?
  • How does Apple dominate the wearable ecosystem, and what does that mean for competition?
  • Are founders building for the right problems, or is this just another hype cycle?

🔹 Leaving Your Tech Job: Fear vs. Reality

  • “I want to leave, but I’m afraid”—what’s really holding people back?
  • The golden handcuffs of stock gains & compensation in big tech.
  • What happens when you’re overpromoted and underprepared?
  • Finding clarity: Can I actually do this, and what would it take?

💡 We made this show for YOU! Got a tech challenge? Need career advice? Send your dilemmas to [email protected] or DM us on @LostInTechPodcast on Twitter.

👍 Like, Subscribe & Follow for real conversations about tech, career growth & everything in between!


Show Notes:

  • https://www.youtube.com/watch?v=TitZV6k8zfA&themeRefresh=1
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Lost in TechBy Lost in Tech