The Accounting Hat: Why I Cried Into a Spreadsheet and You Might Too

Among the many hats I wear, the one labeled Accounting is the tightest, itchiest, and somehow always slightly on fire.

The Accounting Hat: Why I Cried Into a Spreadsheet and You Might Too

Among the many hats I wear, the one labeled Accounting is the tightest, itchiest, and somehow always slightly on fire.

But here’s the thing — whether you’re running a solo Etsy shop or managing a team of 15, someone has to wear this hat. Even if that someone is just trying to figure out what "chart of accounts" means while Googling “Can Excel do my taxes?”

Spoiler alert: It can’t.
Another spoiler: You still need it.


Why the Accounting Hat Matters (Even If You Hate It)

Accounting isn't about math. It's about control.
Control of your cash.
Control of your costs.
Control of that horrible sinking feeling when your bookkeeper says, “We need to talk.”

If you don’t know your numbers, you don’t know your business. Wearing the accounting hat — even just once a week — is like lifting the hood on your business engine. Is it purring? Or is that smoke?

Here’s what this hat actually covers:

  • Bookkeeping: Categorizing every coffee run as “office supplies” is creative, but the IRS disagrees.
  • Cash Flow: Knowing whether you can afford that new software or just wish you could.
  • Invoicing & A/R: Because “they said they’d pay Tuesday” is not a collection strategy.
  • Payroll: Nothing says “compliance” like calculating taxes while hoping the IRS isn’t watching.
  • Taxes & Filing: Legally required. Surprisingly expensive. Deeply misunderstood.
  • Financial Reports: Balance sheets, P&Ls, and other charts that tell you whether you’re winning or bleeding slowly.

My Journey From “Just Let QuickBooks Handle It” to “Please God Let QuickBooks Handle It Correctly”

When we started, I thought accounting would be the easiest of my responsibilities. (I also thought dad jokes were dead — turns out, both assumptions were wrong.)

Here’s what really happened:

  • I tried spreadsheets. Even as a self-proclaimed Excel wizard, it's not an accounting software.
  • I switched to QuickBooks Online, felt powerful for 6 minutes, then spent 4 hours reconciling $0.78.
  • I installed a lot of apps that promised to “automate everything.” They automated chaos.

Eventually, I stopped chasing shortcuts and started building systems. And you can too — without crying into your general ledger.


The Simple, Sanity-Saving System I Use Now

My setup is built to be realistic — not perfect. You don’t need an MBA. You just need a method. These tips work with any platform.

🧾 1. Categorize Expenses Weekly

Don’t wait. Set aside 15 minutes each week to code expenses while you still remember what "P.O.S. #8940" was.

💰 2. Track Cash Like It’s Oxygen

Cash is not profit. If you’re profitable but broke, you’re doing it wrong.

📊 3. Monthly Check-Ins With My Future Self

Once a month (at least), I review my P&L, balance sheet, and any suspicious charges from "Fiverr Pro.” Accountability is a dish best served... with coffee and sarcasm.


If You're Not a Numbers Person, Do This First

  1. Pick a tool (QuickBooks, Wave, Xero, etc.)
  2. Commit to 30 minutes a week. That’s it.
  3. Google every term you don’t understand — or come back here, I’ll explain it with memes and metaphors.
  4. Know when to get help. A part-time bookkeeper or CPA is not a luxury — it’s protection from IRS nightmares.

Things I Wish Someone Had Told Me Sooner

  • Your business and personal finances should never mix. That “just one thing” on your personal card becomes an audit landmine.
  • Sales tax is the devil’s Sudoku. Automate it if you can.
  • Cash flow projections are more important than last month’s profits.
  • No one cares how “busy” you are if you can’t pay your bills.

Final Thought: You Don’t Have to Like the Accounting Hat — Just Wear It With Purpose

Yes, it’s itchy. Yes, it makes your brain hurt sometimes. But wearing this hat — even badly at first — gives you superpowers. You’ll see risks coming, catch problems early, and actually understand whether your business is healthy or just faking it for Instagram.

You don’t have to become an accountant.
You just have to stop pretending numbers are optional.


🧢 Sign Up to Get the Other Hats

I break down every hat you have to wear as a small business owner: operations, marketing, tech, HR, and the ever-glamorous “putting out fires.”

👉 Subscribe to HatStacked for brutally honest, mildly funny, and occasionally useful guides on making it all suck a little less.