Episode 4

How To Be Boss When You’re Afraid of Failing

January 27, 2015

In this episode of Being Boss Emily and Kathleen discuss the fear of failure, not having enough experience, leaping from the day job to the self-made dream job, and bridging the gap between where you are and where you want to be.

Episode Transcript
"It’s going to be messy – that’s how you learn."
- Emily Thompson

Discussed in this Episode

  • Emily shares her entrepreneurial journey which she started right out of college (which started with a degree in geography and a tanning salon!)
  • Kathleen shares her entrepreneurial journey which started with a day job in advertising
  • Work and life is messy and you’ll make mistakes whether or not you work for yourself or someone else
  • How to deal with naysayers
  • How to take advantage of the side-hustle while you’re at a day job
  • How to build your creative community, find mentors, and cultivate your creative pack
  • How to gain experience when you feel like you don’t have enough (like having a mentor and other resources for learning)

Resources Mentioned

Hosts + Guests

Emily Thompson
Emily Thompson


Almanac Supply Co

Kathleen Shannon
Kathleen Shannon


Braid Creative