You Don’t Lose Until You Quit

Oct 27, 2025 1:18 pm

Good morning, ,


This week's Unstuck Career podcast episode is live! We visit with Dave from North Carolina—a product manager who turned his passion for watches into a thriving side business.

What You'll Learn:

  • The Power of Side Hustles: Dave shares how he jumped from dropshipping t-shirts to designing and shipping his own watch line—all while working a day job.
  • Lessons in Resilience: Even when business went into the red, Dave’s mantra was simple: “You don’t lose until you quit.” Persistence is key!
  • Career Growth: Running a business taught Dave skills that made him more valuable at work and deepened his leadership perspective.
  • Balancing Act: From sneaking in work after bedtime to having a supportive partner, Dave reminds us: support systems matter.

Key Takeaway:

Don’t fall into “possibility blindness”—there’s always another option out there, even if you don’t see it yet.

Catch the full episode: https://www.buzzsprout.com/2443605/episodes/18053253


Stay curious and never settle.


You've got this!


Ken


PS. Want to have a deeper conversation? Let's chat. I keep my open availability updated here: or follow this link: https://zcal.co/kenwilliams/breakthrough

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