Career Blindspot
Career Blindspot
Juan Kingsbury
Rejection Hurts/Helps
12 minutes Posted Mar 30, 2026 at 3:00 am.
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Show notes

Why did you dump me in 2004?

That's how this episode starts.

But this isn't just a relationship story. It's about rejection — in love, in leadership, in sales, and in career growth.

We talk about:

  • Why rejection feels isolating (even when it's necessary)
  • The difference between being rejected and being freed
  • How rejection forces the next chapter
  • Why leaders must normalize "no"
  • Sales, negotiation, and the flinch test
  • The shame that keeps people silent
  • Why if you're not getting rejected, you're probably not swinging big enough

Rejection hurts.

But it also clarifies.
It strengthens.
It redirects.

And if you don't learn to process it, you'll avoid the very risks that move you forward.

Rejection isn't a gift in the moment.
It's a gift in hindsight.

Embrace the blind spot.