Forget Scary Ghosts and Goblins: What do Small Business Owners Really Fear?
October 30, 2016
Halloween: It’s the one time of the year where we feel obliged to binge on scary flicks and pay admission into spooky, haunted houses. The problem is, most of us end up staring at the ceiling for three nights straight.
But as a small business owner, what actually keeps you up at night? Your quick response may be the 1950s thriller you watch on Halloween night, though there’s probably much more that’s rattling your mind—and much of it relates to your business.
Luckily, it’s our job to address those fears, and then guide you to a simple, easy-to-execute solution. To make running your business less scary, we’ve rounded up some of our favorite FreshBooks blog posts to help you face your entrepreneurial fears head-on.
Fear #1: Not Getting Paid on Time
- Ghosted: What to Do When a Client Doesn’t Pay Up
Running any small business, the good comes with the not-so-good. Besides not having the security of a traditional job, one of the downsides of freelancing is the risk that your client won’t pay on time and is seemingly unreachable.” (Read)
- Keep Cash Flowing: Avoid Invoicing Mistakes that Keep You from Getting Paid
We agree—billing is a time-consuming chore but it’s one of the most crucial functions of any business. If you neglect to do it right, it will affect your cash flow. (Read)
Fear #2: Growing too Fast… or Not Fast Enough
- Is Your Business Growing Too Fast? (Yes, There’s Such a Thing)
What happens when the workload becomes more than you can handle? As far as problems go, this one might sound like a great one, but rapid growth can actually be as disastrous as a business that never really takes off. (Read)
- Is Failing to Have a Long-Term Business Plan, Planning to Fail?
What will your business look like in five years? What kind of work will you be doing? How many clients will you have? How many people will you employ? How much will your company earn? If your answer is a wince or a shrug, it’s time to develop a better business plan. (Read)
- Closed Up Shop: The Reasons Why Many Small Businesses Fail Before Year #5
The reasons why small businesses fail are ubiquitous. The root of the problem nearly always points at management or finances, so the explanations for business failure aren’t nearly novel. But why? (Read)
Fear #3: Personal Identity
- Don’t Let Imposter Syndrome Stymy Your Success
Ever achieved a business milestone—a successful book launch or an income goal perhaps—and thought “I just got lucky”? Or maybe you worried that someday people would realize you weren’t as smart or as competent as they thought you were? That inability to “own” your accomplishments could be imposter syndrome. (Read)
- Andy J. Miller to Creative Professionals: What to Do if Your Work Isn’t Working
Often in creative commercial careers, we spend the most time and energy trying to secure our position in the market when we don’t actually have the right tool—the actual work—we need to break through. (Read)
- Andy J. Miller: How to Break Through Creative Anxiety
I believe that anxiety is the antithesis of creativity. Trying to be creative from a place of anxiety is like trying to plant a garden on concrete. (Read)
Fear #4: The Year is Almost Over. That means… Tax Season!
- 10 Tax Tips When Running a Business from Home
When you file taxes as a solo business owner, things are more complicated than those days when you may have a received a tax form (W2 in the US) from a single employer. (Read)
- Hobby or Business? Why it Matters to Know the Difference
It seems like everyone has a side hustle these days, but is your side hustle a hobby or business? Even if you consider it a business, in the US, the IRS may not agree. (Read)
- FreshBooks Tax Help
In this world, there are only two things that are certain: death and taxes. With Halloween officially upon us and two months left in the calendar year, you’ll be preparing yourself for the dreaded time of the year that every small business owner must face: Tax Season. (Read)
about the author
FreshBooks. Before joining the team, Megan was the Editor of a national trade publication and was also a contributor for the National Post, Notable.ca and Zoocasa.com. In her free time, you can find Megan in her empty, new home or Pinteresting “home decor inspiration.” Connect with her on LinkedIn.Megan Santos is a Content Editor at