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My Entrepreneur Challenge


A little over two years ago, I had a job working as an attorney in downtown Salt Lake City. One day, after spending about 30 hours reviewing a stack of discovery for a case I was working on, I looked out the window and asked myself, what am I doing with my life? And a terrifying thought passed through my mind: I was happier in college as a truck driver than I was as an attorney.

Unlike being a truck driver, however, I was in a massive load of debt. I was stuck in this career path I had chosen. I was miserable. I hated my job. I hated waking up every morning and driving to the office. Most days, I woke up before it was light outside, and didn’t leave work until it was dark. I worked for a tyrant who had been ruined by the legal profession and was doing his best to ruin me. The only thing I looked forward to at work was going to exercise during lunch.

Upon coming to this realization, I did what anyone would do: I started looking for a new job.  I hit up everyone in my network, talked to all of my colleagues, and I applied for every open position I could find.  When none of that worked, I did what any reasonable person would do: I called my older sister, who just happens to be the CEO and owner of Freshly Picked.  What occurred next was the easiest job interview that I have ever had.  

Me: Hey sis how are you doing?

Susan: I’m well. How are you?

Me: I’m fine.  Hey, do you know of any companies right now that are looking to hire an attorney, or any position where I can apply my skill set?

Susan: You’re looking for a job?

Me: Yea.

Susan: I’m actually looking for someone to do operations. Do you want to do it?

Me: Are you serious?

Susan: Yes.

Me: Yea, I want to do it.

Susan: When can you start?

Me: Today.

And the rest is history. Just like that, I had a new job working at Freshly Picked as its Director of Operations and in-house counsel. For the first time in my adult life, I truly loved my job. I loved being involved in developing products and working with a team in such a great environment.  Each day was challenging and rewarding.  I met interesting people, and I was able to see amazing places, such as Italy, Guatemala, and New York. It really was the perfect job for me at the time. 

Now I have the opportunity to begin a new chapter of my life, to pursue a dream of starting my own business.  I am going to give myself a year to start a company.  This is something I have always dreamed of doing, and now I have the opportunity and means to do it.

My first obstacle in starting a company is to find something I love doing.  I believe Steve Jobs said it best:

You've got to find what you love...Your work is going to fill a large part of your life, and the only way to be truly satisfied is to do what you believe is great work.  The only way to do great work is to love what you do.  If you haven't found it yet, keep looking.  Don't settle. As with all matters of the heart, you'll know when you find it…So keep looking until you find it.  Don't settle.  http://news.stanford.edu/news/2005/june15/jobs-061505.html

I am taking Steve Jobs' advice and for the next year I am going to search for work that I love doing.  Over the next year, I am going to launch three separate ideas that I will take from concept to working products.  I plan on covering these ideas in more depth in later posts, but the first idea is a backpack that I came up with while traveling in Italy. The second idea has to do with drones.  And the third idea deals with men’s shoes.  My plan is to fund these separate ideas through crowdfunding campaigns on Kickstarter.  

My hope is that while I go through this process I will be able to startup a sustainable company that allows me to do work that I love.     

So here we go!