Two Years Later

May 31, 2018

Looking Back on Two Years of Self Employment I Meghan Donovan of wit & whimsy

As I approach the milestone of marking two years of self employment this week on June 1st, I’ve been reflecting a lot on the past 24 months. In some ways, writing this post feels like just yesterday (and actually I wrote that post over the course of about six months!) The past two years have brought a wild ride of accomplishments, pride, challenges and many emotions so today I thought I’d share a bit more about the journey.

Looking Back on Two Years of Self Employment I Meghan Donovan of wit & whimsy

Looking Back on Two Years of Self Employment I Meghan Donovan of wit & whimsy

Looking Back on Two Years of Self Employment I Meghan Donovan of wit & whimsyThis Spring Quickbooks reached out about partnering and I was so excited because it has been a tool I’ve used since day 1 of my self employment. It is how I invoice all my consulting clients and how I keep track of expenses. I work within it with my accountant as well and it constantly makes the intimidating financial parts of owning and operating your business feel less daunting.

The partnership was particularly of interest because it involved getting to go to an event in partnership with Dell during Small Business Week. Quickbooks arranged a series of panels that allowed entrepreneurs who use the tool to share advice and talk about how they’ve built their brands and businesses. The event brought together small business owners and self-employed people like myself to discuss business hacks, tips & tricks and personal journey stories. The panelists included:

  • Gina Noy, Noy Tax
  • Erica & Will Messmer, Darke Pines
  • Jon Ackers, Kansas City Hatters
  • Stacey Moeller, Tiny Acre Farms
  • Farnoosh Torabi, SO Money
  • Hannah & Renee England, Wash.It.Later
  • Kristen Stiles,
  • Rachel Blumenthal, Rockets of Awesome

A few of my favorite takeaways and quotes of the day included:

  • “When looking at your books remember your goals. What are you trying to achieve? Remember to embrace your strengths and recognize your weaknesses. Get help in the areas you’re intimidated by.” – Gina Noy, Noy Tax
  • Find as many tools as possible to empower you. Quickbooks, HelloSign, Dropbox, Google Drive, Instagram…ask around to other small business owners and see what works for them.
  • Your side hustle can be the on ramp to working for yourself. Don’t try to jump off the bridge right away. Working for yourself doesn’t happen overnight. It takes a lot of planning.
  • “Entrepreneurship is inherently vulnerable. And vulnerability is a muscle that you have to flex every day. Let your fear be your fuel. “ – Stacey Moeller, Tiny Acre Farms
  • “The more you can develop an appetite for fear and risk, the more successful you can be.” – Farnoosh Torabi, SO Money

Remember when I shared this post about how my life has changed since being self employed? Well it was so nice to hear from fellow business owners that some of my fears and triumphs are shared experiences – no matter what type of brand or company you are building.

This event validated the fears and anxieties I experience are OK and to be expected. And it was comforting to hear other entrepreneurs emphasize that it is ok to not have all the answers at all times. The event also made an interesting point about defining what looks like success for you and what feels like fulfillment. I think one of the reasons I love running my consulting business alongside wit & whimsy is because it allows me to put passion and effort into two things I really, truly love. Both feel fulfilling and give me a lot of drive. Plus, it ensures no two days are the same and that really inspires me to seize each day.

One thing I’ve come to really learn about working for yourself is that you have to consistently seek opportunities to be inspired. Attending this event gave me a dose of drive and purpose that was very welcomed and reminded me of how many people are out there taking chances, pursuing what they love and working to become masters of their own career happiness.

There’s not a day that goes by that I don’t feel grateful to do what I do. Being my own boss has empowered me and also breathed new life into my blogging and it was feeling necessary having started wit & whimsy back in 2006. Life is so short and if you don’t love what you do, you have to change it. If you relate to that, know that things won’t change overnight so start taking baby steps to get you to where you want to be. Goals are powerful motivators.

p.s. 5 ways to prepare for self employment and a brief history of my time in NYC.

This post is in partnership with Quickbooks. Thank you for supporting the brands I love to work with!

[Carter Fish Photography]

comments +

  1. Jessica says:

    Congrats on two years!

    xo Jessica
    My Style Vita

  2. Carly says:

    Can’t believe it’s been two years since we had coffee that one day and talked about your next step!!!

  3. Amber says:

    This post was so great! I’ve been toying with the idea of expanding my side hustle to something full time and think it could be a real possibility by this time next year. I’ve loved all of the self employment insights you’ve shared and they’ve made me feel so much better and informed about planning for the leap!

    I’d love to hear about ways that you stay inspired –your content always inspires me to keep creating. Thanks for sharing 🙂

    • Meghan says:

      Amber this comment has made my whole WEEK! Thank you so much for sharing the kind words and YAY for planning to turn side hustles into full time dreams. GET IT, GIRL! I will definitely pencil down a post about how I find inspiration and motivation – stay tuned 🙂

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