5 Reasons Being an Entrepreneur Was a Pain in My Ass

I’ve had many careers. My resume is as eclectic as my wardrobe. And as my blog name denotes, I have a bit of a monkey mind and am prone to adventuring on a whim. That has led me down some interesting paths.

So here I am again, leaping into a new life experience, following the inner nudging of my soul and doing what feels right for me right now. I’ve been a freelancer off and on for many years, and it just so happens that for all the reasons I have loved the entrepreneurial lifestyle, there are many more for which I have found it exhausting. This is MY experience, and many people are able to make freelancing work beautifully. But not this gal.

Sure sleeping late every day, sporting pajamas at your desk and streaming Netflix in the background is great. But even that gets old. Trust me. The flexibility to work around your life and not vice versa is also a huge convenience. But for me, those positives became negatives, and my inability to find balance and structure led me to accept an office position as a staff writer.

Tomorrow I start a new adventure where yoga pants are not acceptable work attire, and eating ice cream with a serving spoon while hosting a client call might violate office etiquette. In case you’re wondering why I’ve chosen to trade the entrepreneurial path for a more traditional route, here are 5 Reasons Being an Entrepreneur Was a Pain in My Ass…

  1. Teen Boys

Need I say more? So yes, most moms enjoy being home with their babies, watching them spit and coo and be all “miracle of life” like. But when your babies grow beards, order pizzas and host video game parties in the next room, you find yourself denouncing motherhood. The entrepreneurial lifestyle might allow you to be home more often, but with teen boys, that’s not always a treat.

  1. Freedom

Working from home meant I was free to start my work day at any hour. No alarm clocks, no time clocks, no schedules set in stone. Boom. That meant I could lament with dear friends who needed advice —anytime. I could accompany my mother to various appointments. I could give you a ride to the auto shop to pick up your vehicle, or be your airport Uber in a pinch. Yup, I was free to do all these things. FREE! But yeah, freedom comes with a price. And in my case, it meant I’d work well past midnight on days when life interrupted my work. So while my friends and family were nestled in bed, I was up working. Yay me.  

  1. The Roundtable

Ahh, the roundtable — the formal discussion of ideas and plans among colleagues. The brainstorming until brains become numb. Some people hate meetings, but as a freelancer, I found myself missing the input of other creatives, and the varying perspectives that come from working with a team. Sure, my obese cat is great company, but he’s no conversationalist.

  1. The Commute

No, I don’t miss rush hour traffic or the mad dash to make it to work on time. But ultimately, I know that putting space between my home and my office will be a good thing. Home will be home. Work will be work, and there will no longer be this temptation to meld the two. No more proofreading while watching movies with my kid, or answering client calls on the treadmill (multi-tasking is not always a good thing). 

  1. Pay Day

As a freelancer, I was privileged to work for a great media company and an awesome publisher who paid me a set wage on time every month. But that income just barely paid the bills. So I also had a lot of other “eggs in my basket,” including one-time projects and short-term assignments from clients. And that meant chasing paychecks too. I have lots of friends in the freelance working world. Some are freelance writers, health/business coaches, or entrepreneurs in similar industries. One thing we all have in common is the occasional struggle to get paid. Not everyone respects freelancers enough to pay on time (or at all). Chasing checks is good exercise, but I prefer my treadmill and my mat.

So wish me luck in my new endeavor! Tomorrow I trade my yoga pants and glitter T for something a bit more “business casual.”

Do you work from home? Tell me your experience…

8 Comments
  • jeremy
    October 23, 2016

    good luck tomorrow!

  • Roxanne Jones
    October 24, 2016

    Best of luck as you start this new chapter! I’ve felt some of the same frustrations in my nearly 22 years of freelancing, but never to such a degree that I’ve wanted to return to a corporate environment (maybe if I had teenage boys at home I’d feel differently!). I trust you’ll keep us informed about your transition through your blog…?

    • Rica Lewis
      October 29, 2016

      Hi Roxanne! It’s been a week and I’m thrilled to say, I’m loving the new structure and environment. Thanks for reading and commenting! I’ll keep you posted as I navigate the changes. 💓🙏🏼

  • Md Arman
    November 5, 2016

    When I started Blogging I was lacking knowledge. And at that time i was failing again and again . But your blog helped me a lot. I was considering myself as Ekalavya. And I was Following this blog silently. And was waiting for new post. And I aquired noteworthy knowledge which helped me immensely. Thanks For Being guide. This Post was also awesome.

    • Rica Lewis
      November 6, 2016

      Well thank you for being a silent reader, Arman. I’m glad you decided to speak up and say hello! All the best to you and I hope to see you around more often. 🙂

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