The Scary Side of Self-Employment

Halloween isn’t exactly my favorite time of year. Scary movies, scary costumes, scary thoughts of my kid not looking before Self-employmentrunning across the street to the next house’s candy stash—it’s all a little unnerving.


This year, I’m facing my fears head-on by volunteering at local nonprofit theater organization’s “Zombie Fest” event. I’ll be dressing as a zombie. I’ll be assisting at a photo station, snapping pics of other people dressed as zombies. And I’ll be helping to set up and clean up after a showing of the popular cult classic Night Of The Living Dead.


My skin crawls and I get goose bumps just thinking about it.


Standing up to fear. That’s something small business owners and solopreneurs do every day. Starting and running your own business is a scary proposition. It’s an endeavor fraught with uncertainty and the unexpected.


Here are a just a few of the fears you face when you’re self-employed:


  • Rejection
  • Income that fluctuates
  • Unreasonable clients
  • Entering networking functions alone
  • Competition
  • Losing a client
  • Cost of health care insurance
  • No paid vacation
  • Delivering your elevator speech to a roomful of people
  • Scope creep
  • No sick days
  • Charging too little
  • Trolls on social media
  • Too little billable work
  • Too much work


It takes courage, a willingness to work hard, and an overarching attitude of optimism to overcome these fears so they don’t disable you with dread.


As I don my zombie garb and go beyond my comfort zone this Halloween, I’ll think of you, my self-employed friends. Stay brave and show those things that go bump in the night who is boss.

Your turn! What other fears have you had to overcome as a solopreneur or small biz owner?

2 comments on “The Scary Side of Self-Employment
  1. You hit it on the head, Dawn. Owning your own business can be scarier than Freddy Kreuger! 🙂 I will say that I’ve been lucky enough not to run across any trolls, yet (online OR in real life!).

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