
Welcome to The Letter Home, my weekly newsletter about building financial confidence on the path to the life you want 🏡
Each week, we break down one meaningful money concept and leave you with an exercise that you can use to put it into practice.
This week, we’re looking at the tax deduction self-employed people are most afraid to take, and what skipping it actually costs 👇️

There’s a deduction in the tax code with a strange reputation. It’s completely legal, the IRS publishes the rules for it, and there’s an official form for claiming it.
And yet, every year, thousands of self-employed people refuse to touch it.
The home office deduction.
Ask around and you’ll hear the same warning: it’s an audit red flag, don’t risk it.
So people who genuinely work from home (paying real money for the space, the utilities, the internet) claim nothing at all.
That fear has a price. For some people, it runs into five figures over just a few years.
One thing before we go further: this deduction is for the self-employed. Freelancers, contractors, business owners, and anyone with side income on a 1099.
If you’re a W-2 employee working remotely, the tax code hasn’t allowed this one since 2018.
But if any slice of your income comes from self-employment, keep reading.
The rule itself is short. If you use part of your home regularly and exclusively for business, you can deduct the expenses tied to that space.
Those two words carry all the weight.
Regularly means it’s your normal place of work, not a spot where you answered emails twice last spring.
Exclusively means the space is used for business and nothing else.
Your kitchen table doesn’t qualify (you eat there). A spare bedroom set up as an office does, and so does a dedicated corner of a room, as long as that corner has one job.
Once your space qualifies, there are two ways to calculate the deduction.
The simplified method gives you $5 per square foot, up to 300 square feet. That’s $1,500 max, no receipts required, five minutes of math.
The regular method has you track the actual expenses tied to your office. It takes more effort (and it’s where the real money is).
With the regular method, you deduct the business share of what your home costs to run. If your office is 15% of your home’s square footage, then 15% of costs like utilities can count toward the deduction.
On top of that, costs that are purely business (equipment, office furniture, repairs to the office itself) count in full.
Here’s what one year might look like for a freelancer with a dedicated home office.
Office equipment, $2,500.
Internet and phone for the business, $1,200.
The office’s share of utilities, $1,800.
Office furniture, $1,500.
Maintenance and repairs, $500.
Depreciation on the office portion of the home, $2,000.
That’s $9,500 in a single year. The simplified method would have captured $1,500 of it.
So why do so many people take the smaller number, or nothing at all?
Fear of being audited. The home office deduction earned its scary reputation decades ago, when the rules were murkier and abuse was easier to get away with.
A designer I know spent three years working out of a converted garage and never claimed a dollar of it. When she finally sat down with an accountant, the deductions she’d skipped added up to more than $20,000.
The IRS doesn’t send refunds for the years you were too nervous to file correctly.
Today the rules are spelled out, and claiming a deduction you’ve legitimately earned isn’t aggressive tax planning. It’s filing your taxes correctly.
The risk is claiming it with no records to back it up.
So document everything. Photos of the space, receipts for every purchase, and a simple log of the expenses you’re allocating.
If the space is real and the numbers are provable, an audit is an inconvenience, not a catastrophe.
Two honest caveats. I’m not your accountant, and the regular method (depreciation especially) has details worth getting right.
If your numbers look anything like the example above, a good tax professional will pay for themselves several times over.
Money you don’t owe shouldn’t leave your pocket just because the paperwork felt intimidating.

Take Action: The Deduction Dry Run 📝
Set aside 25 minutes this week. All you need is a tape measure and last month’s bills:
1. Test your space. Look at where you work and apply the two rules: regularly and exclusively. If your current spot fails, look for a space in your home that could pass (even a corner counts, as long as you give it one job).
2. Run the simple math. Measure the square footage of your workspace and multiply by $5, up to 300 square feet. Write that number down. That’s your simplified-method baseline.
3. Run the real math. Take last month’s utilities, internet, and housing costs, multiply by your office’s share of the home, then multiply by 12. Add anything business-only you bought this year, like equipment or furniture.
4. Compare and start a folder. If the second number beats the first by thousands, take photos of your space today, start saving receipts, and bring both numbers to a tax professional before you file.
Twenty-five minutes with a tape measure and a utility bill. It might be the best hourly rate you earn all year.

Until next week,
Darren McLellan
Editor-in-Chief @ The Letter Home

