Can You Write That Off? Let’s Play a Game
- Kim Bernstein
- Jul 7
- 2 min read

The phrase “It’s a write-off” gets thrown around a lot in business circles. But what does that actually mean? And more importantly, what can you truly write off?
Spoiler alert: not everything people think is deductible actually is. So today, we’re making this fun, light, and educational with a game of Can You Write It Off?
Whether you’re a new business owner or a seasoned pro, this quick quiz will help sharpen your deduction instincts and clear up some of the biggest myths we see every year.
Let’s get into it.
Can you write off your daily iced coffee from Starbucks?
No. Unless you’re meeting a client at Starbucks, your everyday caffeine run is considered a personal expense. We wish it counted, but the IRS says otherwise.
What about clothes you bought specifically for work?
Usually not. If the clothing is suitable for everyday wear, it’s not deductible, even if you only wear it to work. However, if it’s a uniform or has your company logo, or it’s something you legally have to wear for your job, that’s a different story.
Driving from your house to your home office, does that count?
No. Commuting doesn’t count, even if your office is just a few steps away. But trips to client locations, job sites, or supply stores? Those miles are deductible, and they add up fast.
You bought a new power drill just for your business, write-off?
Yes. If it’s used strictly for business, then yes, it’s a deductible expense. Depending on the cost, it may even qualify for Section 179 so you can deduct it all at once instead of depreciating it over time.
Can you write off your Spotify subscription because you listen while working?
It depends. If your business requires music, like if you own a dance or yoga studio, or if you’re a video editor who uses the service commercially, it might count. But if it’s just for ambiance while you work, it’s probably personal.
Your bookkeeper sent you an invoice. Is that deductible?
Yes. Professional services such as bookkeeping, tax prep, accounting, legal consulting, and marketing are all legitimate business expenses. And yes, this includes us.
You took a trip to Mexico and brainstormed business ideas by the pool. Can you write that off?
Probably not. To write off business travel, you need documentation showing the trip had a primary business purpose, like meetings, conferences, or client work. Thinking about your business over margaritas unfortunately does not count.
So, how did you score?
If you answered most of these correctly, congrats. If not, that’s okay. It’s better to learn now than explain it later during an audit.
The truth is, the IRS loves documentation, consistency, and clear intent. That’s where having a trusted bookkeeper makes a huge difference, we help you separate personal from business and take advantage of every legit deduction you qualify for.
Want help sorting out your expenses?
Let’s make sure you’re not leaving money on the table, or accidentally raising red flags. Schedule a free consultation at kb2bookkeeping.com and let’s take a look at your books together.

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