TLS #60: small biz fears, struggles, & doubts with becky murphy

Today on the Lively Show, I’m having a very open, honest conversation with illustrator, graphic designer, author, and friend, Becky Murphy about the “not-so-Instagram-y” side of small business.

In more of a dialogue than an “interview,” we dive into the doubts, struggles, and mistakes we’ve made on our paths as entrepreneurs.

This episode is perfect for anyone looking to learn about challenges of small business, or for small business owners who are looking to feel a little less alone when things feel hard.









  • How Becky went full-time with her freelance career.
  • What the first year of business was like for Becky as a freelancer and the stresses she faced internally.
  • How pride gets in our way and causes undue stress based on our assumptions about our business growth.
  • Why getting a book deal was actually an obstacle (in some ways) for her business.
  • What to do when you are fixated on a version of success that is making you miserable.
  • The challenges and breakthroughs that come with letting go of expectations in your business.
  • The shiny penny I’ve been grappling with lately that I’ve learned I need to let go of in order to find peace.
  • What Becky would tell someone just starting out on this journey.




I’d Rather Be Short

Elizabeth Gilbert Ted Talk about success

Jon Acuff, Start: Punch Fear in the Face, Escape Average and Do Work That Matters

Lean In: Women, Work, and the Will to Lead

The E-Myth Revisited

The Go-Giver: A Little Story About a Powerful Business Idea

Essentialism: The Disciplined Pursuit of Less





 Want more? Check out more Lively Show episodes here.


PS – The Life With Intention Online Intention Setting Mini Series is going on now and is ending soon! Sign up to get the free training here.


PPS – If you liked this show, you may also like:





This Post Has 16 Comments

  1. Ellie-The Head Chick

    great chat today! We really do put ourselves under such great pressure, in every aspect of our lives. I took the leap to be fully self employed about 4 years ago. I compared myself to others out there (who had been working for years before me), struggling with my inner dialogue of “you can’t do this!!” My husband actually helped me a lot coaching me along my self doubt journey “you CAN do this. Take it one day at a time.” I turned my focus back onto myself in a positive way and not to worry about what everyone else is doing. I’m still learning the self employment ropes but I have a much better foundation underneath me and it was about me being me and living in the moment (not worrying about the future and the past mistakes).

    1. This is so wonderful to hear, Ellie! Thank you for sharing your journey, lessons, and growth with us. So good!

  2. Great episode! Loved it and I think social media is full of those shinny pennies, this was refreshing to say the least. Have a great week Jess!

  3. Maritza Diaz

    Great podcast. I’m not ready to be a full-time freelance yet (I have at times) but holding a job and creating a side business is critical. I’m in the midst of holding both and sustaining a brand. Would like to have tips on how to handle a job and a side business? Keeping in mind in holding my head afloat and not losing my brand. Thanks as always!

  4. I loved today’s podcast, especially your honesty and vulnerability about letting go and taking a moment to be okay with what is right now. So many of your interviews have really hit home and have been so inspiring – every week I think, oh this one was my favorite. Everything shared is so very much appreciated.
    Looking forward to following along with you this year!

    1. This is so kind of you to say, Erin! I’m so glad you loved this episode – along with the others you’ve enjoyed, too! : )

      I can’t wait to share what I’m cooking up for 2015 for TLS!

  5. Audrey Risius

    I am from Iowa and graduated as a Cyclone, too!! Loved hearing her story, especially since we’re from the same area. As always, great episode, Jess!

  6. Dani Alencar

    I want to thank you and Becky for this interview, I am exactly at the moment of feeling I won’t be able to do it in six months as I thought it would. At first I thought getting a day job would be failure and I’ve been learning that it is necessary and I need to keep doing. Becky’s sincere talk makes me feel more relaxed on letting things be what they are and not attatching failure feelings to it. Great show.

    1. That’s so wonderful to hear, Dani.

      I’m glad Becky helped you feel less alone in the struggles we all face. I think there is a lot of peace and wisdom in the approach like you said, to let things be where they are. : )

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