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The Joys of Running a Small Business (and Dodging Government Paperwork Curveballs)

Running a small business is one of life’s greatest adventures. You get to create something from scratch, serve customers in your own unique way, and maybe even build a legacy.

But then, somewhere between the excitement of landing new clients and the late nights balancing payroll, the other part of entrepreneurship shows up: government compliance.

And let me tell you, it’s a gift that keeps on giving.


Case in Point: The Letter About the Letter

Recently, from “a government entity that shall remain anonymous” (because the last thing I need is a parade of auditors knocking on my door), I received what might be the most government thing ever:

A letter.

Saying they can’t send me a letter.

Why? Because they apparently have the wrong address.

Yes, you read that right. They had the correct address to tell me they had the wrong address. Somewhere, a bureaucrat is high-fiving themselves for cracking the code on circular logic.


The Compliance Shuffle

Now, was this letter about corporate taxes? Payroll taxes? Another regulation hiding in the fine print? Honestly, your guess is as good as mine. Running a small business sometimes feels like being dropped into a game of “Regulatory Jeopardy” without ever seeing the questions ahead of time.

  • Category One: Taxes you’ve paid but they’re not sure you paid.
  • Category Two: Reports you filed but apparently didn’t.
  • Category Three: Things you didn’t even know you were supposed to do.

And the prize? Usually another form. Or three.

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