I Was Wrong, 5 Things I Swore I’d NEVER Do

Jenna Kutcher 

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February 16, 2022


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Have you ever found yourself in a situation where you swear to yourself that you’ll never do something and then a month, a year, or a decade later, you’re laughing at yourself? Hello, it’s me, your friend Jenna, and I’m here to call myself out for exactly that. 

In this episode, Kylie is on the show to lead me through the things that I swore I would never do but now I am gladly doing. I hope this conversation shows the evolution of being human and why my preconceived notions about why these things on my “never” list might have been wrong in the first place. Ready for this?

I Will Never Outsource

Kylie laughed at this right off the bat because now I am the queen of outsourcing. I love it… But obviously that wasn’t always the norm for me and I fought against it. 

When you start a business and you need to earn money, money is the most important factor of how you show up and how you do the work. When I started my business as a side hustle first, I was just investing all of the money that I made back into the business. I was introduced to the idea of outsourcing during my photography days by a couple who outsourced their editing. I remember gasping and thinking, “I could never!”

I just remember thinking ‘good for them’. Not for me. I’m keeping all of my dollars. I’m never going to let the money go. One, that’s just the most unsustainable approach to business as possible. And two, it is the fastest track to burnout, which is both of the places that I ended up because of this belief.

I think if you’re in the stage of solopreneurship and you are wearing all the hats, there is a piece of you that believes that no one will care for it the way you do. And to be frank, people aren’t going to care about it the exact way that you do but that doesn’t mean that they’re not qualified or that they can’t be really, really good at it.

I Will Never Take Time Off

I look back at my early days of entrepreneurship and there was just so much of my life where I was so tethered to my computer. We go into entrepreneurship to not be that and to not do that – we go into entrepreneurship for freedom and choice but a lot of times we are the creators of the businesses that take those things away from us.

I learned that I needed to practice rest and teach myself how to unplug, but I didn’t get to that point until I hit the threshold of time versus money and what mattered more in my life.

Are you hitting this wall? It’s time to recognize that you started this whole thing to have more balance, to have more freedom, to have more choice, and if you don’t have balance, freedom, and choice today, then it’s maybe time to start looking at what you need to do to change that. 

I Will Never Commit to a Membership

I’m a commitment phobe. I don’t like committing to things that require me to show up at a date, time, and place in the future without knowing exactly how I’ll feel on that date and time. People who fill their calendars a year in advance? That stresses me out. After my career as a wedding photographer, I signed off from this type of business. I didn’t want my schedule to be dedicated by other people so far in advance.

So when it came to membership sites, I knew they weren’t for me. I didn’t want to be committed to live streams and scheduled sessions. And then my friend Brendan Burchard created GrowthDay and managed to change my thinking.

He told me about the amazing community behind it, the opportunity to get coached by the world’s best professional and personal development coaches, and the once monthly commitment on my part. I decided to try it out and I was absolutely shocked at how much I enjoy it. The consistency piece doesn’t feel like it’s trapping me. 

More from this Episode

I’ll never write a book, I’ll never have kids… Never say never, right? Tune into this Kylie and Jenna episode of the Goal Digger Podcast to hear more about all the things I swore I’d never do. Join me in the Goal Digger Podcast Insiders Facebook and share your “never do” list so we can all chuckle at our past-selves together. 

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Before you get any further... Hi! I'm Jenna Kutcher!

A small town Minnesota photographer, podcaster, educator and puppy rescuer, my happiest days are spent behind my computer screen sharing my secrets with the world. I'm glad you're here.

I’m an expert at online marketing, a nerd when it comes to the numbers, and my obsession is teaching others how to make a living doing what they love (without it taking over their life). 

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