Guides
Grouped by topic, each anchored to a calculator. Every figure is sourced to an IRS document and dated.
Quarterly Estimated Taxes for Freelancers
If you expect to owe $1,000 or more, the IRS wants payment four times a year rather than once. Here is what you owe, when, and how to avoid the penalty.
- Quarterly Taxes in Your First Freelance Year
Probably yes, and the prior-year safe harbor is not available to you — so recalculate each quarter from what you have actually earned.
- How Much to Set Aside for 1099 Taxes
Set aside 17% to 25% of net profit for federal tax. The exact figure moves with income, and 30% is too much for most freelancers.
- How to Actually Pay Estimated Taxes
Use IRS Direct Pay. It is free, needs no enrolment, and takes about three minutes.
- Missing a Quarterly Tax Payment
It is interest, not a fine — currently 7% a year, charged separately for each period you were short.
- The Safe Harbor Rule for Estimated Taxes
Pay 100% of last year's total tax across four equal instalments and you cannot be penalised this year, regardless of what you actually earn.
- State Estimated Taxes for Freelancers
Nine states want nothing. The rest want quarterly payments on their own schedule, which often does not match the federal one.
- Uneven Income and the Annualized Method
If your income is uneven, the annualized method lets you pay in proportion to when you earned it rather than in four equal amounts.
Deductions for Freelancers
A business deduction saves more than your bracket suggests, because it cuts self-employment tax too. At $100,000 of profit, about 30 cents on the dollar.
- The Health Insurance Deduction
Health premiums go on Schedule 1, not Schedule C, so they cut income tax only — never self-employment tax.
- Home Office — Simplified or Actual
The simplified method caps at $1,500. Actual expenses beat it when your home costs are high, at the price of paperwork and depreciation recapture.
- The Meals Deduction
Business meals are 50% deductible. The temporary 100% restaurant deduction ended after 2022, and entertainment is not deductible at all.
- Mileage or Actual Vehicle Expenses
The 2026 rate changed mid-year, so log mileage with dates. And choosing actual expenses in year one usually locks out the standard rate later.
- Retirement Contributions as a Deduction
A SEP-IRA lets a self-employed person contribute 20% of net earnings, not the 25% every summary quotes — the contribution reduces the base it is a percentage of.
- Section 179 vs Bonus Depreciation
If what you bought cost under $2,500 an item, the de minimis safe harbor deducts it outright and neither of the other two is needed.
- What Is Not Deductible
Commuting, ordinary clothing, and any space that is not used exclusively for work. Those three cover most disallowed claims.
What to Charge as a Freelancer
Start from what you need to keep, not from what others charge. A floor is arithmetic; a price is a judgement — and confusing the two costs money.
- Contractor Rate vs Salary Equivalent
Matching a salary's take-home takes about 3% more gross, not 30%. What justifies the rest is benefits and unpaid time, not tax.
- Hourly vs Project vs Retainer
They differ in who carries the risk, and each one changes your utilisation — which changes the rate you need.
- Raising Rates With Existing Clients
Work out the break-even churn first. A 20% raise stays profitable even if one client in six leaves.
- Utilisation Rate and Billable Hours
Most solo freelancers bill 60-75% of the hours they work. Assuming 100% understates your rate by roughly a third.
LLC vs S-Corp for Freelancers
The election starts paying at about $112,000 of profit, not the $60,000 usually quoted — because the salary stops counting as qualified business income.
Retirement Plans for the Self-Employed
A solo 401(k) allows more than a SEP-IRA at every income, and the gap is widest at the bottom — the opposite of how the choice is usually framed.
- The Backdoor Roth, for Freelancers
A backdoor Roth works cleanly only if you hold no traditional, SEP or SIMPLE IRA balance — those are aggregated, and a 401(k) is not.
- What Hiring Does to Your Retirement Plan
A SEP requires the same contribution percentage for every eligible employee as for you, and yours is usually the highest rate in the business.
- Retirement Plan Deadlines
A SEP can be opened up to the filing deadline with extensions. A SIMPLE closes on 1 October. A solo 401(k) sits between the two and the rule changed recently.
- How the Contribution Limit Is Actually Calculated
Start from net profit, subtract half the self-employment tax, then take 20 percent — not 25, and not a percentage of revenue.
- Solo 401(k) vs SEP-IRA vs SIMPLE
A solo 401(k) allows more at every income, and unlike a SEP it leaves the backdoor Roth open — which is often worth more than the extra room.
Self-Employment Tax Explained
15.3% sounds flat and is not. It applies to 92.35% of profit, stops at a ceiling, and half of it comes back as a deduction — which changes the real rate.
- The Deductible Half of Self-Employment Tax
It reduces your taxable income, not your tax bill. On $100,000 of profit it saves about $1,554, not the $7,065 the deduction is worth.
- How Filing Status Affects Your Tax
Self-employment tax is identical across filing statuses. Income tax is not, and the difference reaches thousands of dollars.
- The QBI Deduction for Freelancers
Up to 20% of qualified business income comes off your taxable income, with a new $400 minimum for 2026 and a phase-out above $201,750.
- Why Self-Employment Tax Is Not 15.3%
The rate is 15.3% but it applies to 92.35% of net profit, so the effective figure is 14.13% — and it falls further above the wage base.
- The Social Security Wage Base Cap
For 2026 the cap is $184,500 of earnings, reached at $199,783 of net profit. Above it the marginal self-employment rate drops to 2.68%.
- W-2 and 1099 Income in the Same Year
Your salary fills the Social Security ceiling first, so the freelance side is often taxed less than expected — and your withholding counts toward the safe harbor.