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Discomfort and Making Yourself Proud

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I wasn’t born with grit, but I have learned to cultivate it.

As a kid, I used to give up on things whenever they got hard. Ballet. Gymnastics. Iceskating. Even in the early days of entrepreneurship, I used to want to give up on my business every six months or so. At first sign of any setback or challenge I would throw my hands up and head to LinkedIn to look for a stable job. But then one of my business mentors, Brooke Castillo, said something that changed my life. She said there is no better feeling than working through discomfort and making yourself proud (great podcast episode on this topic linked here). It was such a simple concept, but something inside of me shifted when I heard it. I became sold on making myself proud. Here’s what helped me get there:


Picture the Finish Line

In order to stick with something, it’s imperative that you envision the finish line. Picture the specific result you want and flush out all of the details until it feels vivid and exciting and real. Write it down. Daydream about it. Tell people you trust. Imagine how you will feel when you get there. Believe me, I never would have been able to spend six months of my life waking up at the crack of dawn to write my first manuscript if I hadn’t first fully cultivated my dream of becoming a published author.

Get Comfortable With Discomfort

Discomfort is a tough sell, but fully required for any form of true growth or evolution to happen. I’ve learned to expect and embrace discomfort whenever I go after a new goal. Knowing that you are capable of navigating through tough emotions like anxiety or self-doubt – or even panic – is wildly empowering. Trust me, I still feel like I might pass out before a big public speaking gig, but I’ve experienced discomfort enough times now to trust that it will pass and I will be better for it.

Start Small

If you’re used to avoiding discomfort like the plague, start super small and work your way up to larger challenges. If you dream of starting a business, challenge yourself to write a business plan. If you want to run a marathon, start with a quick morning jog. If you want to become a more organized person, practice not losing your keys. You get the picture.

P.S. Writing and publishing a book was one of the hardest things I have ever done, but also one of the most rewarding. If you’ve ever even daydreamed about what it would be like to have your own work in print, I’m co-hosting a book publishing workshop with the wildly talented author, designer, and illustrator Audrey Smit. We’ll be breaking down every thing you need to know about the publishing world and answering all of your questions live (replay available). You can enroll RIGHT HERE. Xx

Photography Credit: Vivian Johnson

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9 comments on “Discomfort and Making Yourself Proud

  1. Omg this soooo resonated with me today. I just took a brand new job that is completely out of my comfort zone. I am 9 days in today and was about to go back to LinkedIn and start looking for another job, thank you for the reminder that nothing great comes without a little bit of discomfort!

    1. So glad to hear! Stepping out of your comfort zone requires a lot of courage and resilience but typically great things await on the other side! Xx

  2. Thank you, Shira, for this blog post. It’s so timely for me. It’s just yesterday that I woke up to realise I’m holding back from taking action on what the woman inside me truly wants to be and do because of the discomfort I feel. This post and its message about making myself proud as I get comfortable with the discomfort is an appreciated and helpful support. Thank you! Here’s to me moving forward despite that discomfort. 😬

    1. So happy to hear that it resonated. I’ve truly found that discomfort is a normal and necessary part of growth. You’ve got this! Xx

  3. Hi Shira,

    Thank you for the good and practical advice and energy you put into your posts!

    Just wanted to reach out and let you know my mentor is Tonya Leigh- who is Brooke Castillo’s best friend.
    Small world🤍.

    Have a fabulous weekend!

    Theresa Palmer

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