Bookkeeping GuidesDeductions
🚗 Deductions

Every deduction you're missing

The 18 deductions self-employed people forget: home office, mileage, phone, health insurance, retirement, and more, with real dollar examples.

6 CHAPTERS·26 MIN READ
Chapters
  1. 01The standard test for any deduction
  2. 02Home office: the most-skipped deduction
  3. 03Mileage: the second-most-skipped
  4. 04Phone, internet, and home utilities
  5. 05Health insurance: the big one most freelancers miss
  6. 06Retirement: pay yourself first, save tax twice
CHAPTER 01

The standard test for any deduction

Before we list deductions, the rule the IRS uses to decide if anything is deductible: it must be "ordinary and necessary" for your trade or business. Ordinary means common in your industry. Necessary means helpful and appropriate (not "indispensable", the bar is lower than people think).

A graphic designer deducting Adobe Creative Cloud: ordinary (everyone uses it) and necessary (you literally can't do the work without it). Easy yes. A graphic designer deducting a $200 ergonomic chair: ordinary (everyone has a chair) and necessary (you sit in it to work). Easy yes.

A graphic designer deducting a $4,000 espresso machine because "I drink coffee while I work": no. The personal use is too dominant. The test isn't whether you can argue some business benefit. It's whether the expense is genuinely incurred for your business.

CHAPTER 02

Home office: the most-skipped deduction

If you regularly and exclusively use part of your home for business, you can deduct a portion of your rent (or mortgage interest), utilities, internet, and home insurance. Most freelancers qualify and don't claim it.

Two methods. Simplified: $5/sqft, max 300 sqft, max $1,500. Easy, no documentation beyond the square footage. Actual: measure your office's percentage of total home square footage, multiply that percentage by your annual home costs. More work, often a bigger deduction.

Real example: a freelancer paying $2,400/month rent uses a 150 sqft room (~12% of a 1,250 sqft apartment) exclusively for work. Annual rent: $28,800. Deduction under actual method: $28,800 × 12% = $3,456. Add $400 for utilities and $720 for internet pro-rated: deduction is ~$4,576. At a 25% combined tax rate, that's ~$1,144 saved.

CHAPTER 03

Mileage: the second-most-skipped

For 2026, the IRS standard mileage rate is $0.725/mile. Every business mile you drive is a $0.725 deduction. Most freelancers undercount their business miles by 50% or more because they only remember the obvious trips.

What counts: client meetings, networking events, supply runs, post office trips, business meals (the drive to and from), visits to your CPA, banking trips. Does not count: commuting from home to a regular office (unless your home is your principal place of business, see Home Office).

Real example: a freelance consultant drives 8,500 business miles in a year. Deduction: 8,500 × $0.725 = $6,162.50. At a 25% combined rate, ~$1,540 saved. The catch: you must keep a contemporary log (a mileage app like MileIQ counts; reconstructing it from memory in March does not).

CHAPTER 04

Phone, internet, and home utilities

If you use your personal cell phone for business, you can deduct the business-use percentage. The IRS doesn't require precise measurement, but a reasonable allocation (say, 60% business / 40% personal for a freelancer) is fine if you can justify it.

Same for internet: the percentage of your home internet you use for work. If you work from home full-time, 80–90% is reasonable.

Real example: $90/month phone bill × 60% business = $54/month deductible = $648/year. $80/month internet × 80% business = $64/month deductible = $768/year. Combined: ~$1,400 in deductions, ~$350 saved at a 25% rate. People skip this because the numbers seem small per-month, but compound across the year, it adds up.

CHAPTER 05

Health insurance: the big one most freelancers miss

If you're self-employed, you can deduct 100% of the premiums you pay for health insurance for yourself, your spouse, and your dependents, up to the amount of your business's net profit. This is an above-the-line deduction (it reduces your AGI), which is much more valuable than an itemized deduction.

The catch: you can't take this deduction if you (or your spouse) were eligible for an employer-subsidized health plan during any month of the year. The deduction is month-by-month, so if you went solo in June, you can deduct premiums for June–December.

Real example: a freelancer pays $750/month for health insurance for themselves and their spouse. Annual premiums: $9,000. At a 22% federal + 7.65% Medicare/Social Security saving (since this also reduces SE tax base in some cases) = ~$2,670 saved. This single deduction is often the largest one a freelancer takes.

CHAPTER 06

Retirement: pay yourself first, save tax twice

Self-employed people have access to retirement accounts with much higher contribution limits than employees. Two main options.

Solo 401(k): contribute up to $23,500 as the "employee" plus 25% of net SE income as the "employer," for a combined max of $70,000 in 2026. Best for high earners.

SEP-IRA: contribute up to 25% of net SE income, max $70,000 in 2026. Easier setup than a Solo 401(k), no annual filings required (until balance exceeds $250,000).

Real example: a freelancer with $100,000 net profit contributes $25,000 to a SEP-IRA. Tax savings: $25,000 × ~30% effective rate = $7,500 in current-year tax savings. The money grows tax-deferred. This is the highest-leverage move a self-employed earner can make, bigger than any individual expense deduction.

Educational, not tax advice.This guide reflects our best understanding of U.S. federal tax rules for 2026. For decisions specific to your situation, talk to a licensed CPA or tax attorney. Clarity Books AI prepares your numbers; we don't file on your behalf.
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