Self-Employed Tax Hub

The Complete Tax Guide for Self-Employed Professionals

Guides, calculators, checklists, and profession-specific resources to help every 1099 worker understand, track, and minimize their tax bill — all in one place.

WHO THIS HUB SERVERS

Find the Resources Built for You

Whether you’rea freelancer managing multiple clients, a gig driver maximizing deductions, or a sole proprietor running a growing business — this hub has a guide built for your situation.

Freelancers

Managing client invoices, 1099 income, and irregular cash flow?Here’syour complete tax guide.
Learn more

Gig Workers

DoorDash, Uber, Lyft, Instacart — your platform income is taxableand your miles are deductible.
Learn more

Sole Proprietors

Managing client invoices, 1099 income, and irregular cash flow?Here’s your complete tax guide.
Learn more

Independent Contractors

Working under a contract? Understand W-9s, 1099-NECs, and the deductions unique to IC status.
Learn more

Small Business Owners

The QBI deduction, Section 179, business structure — a complete tax guide for growing businesses.
Learn more
Understanding Your Obligations

Self-Employed Tax Basics

When you work for yourself, you’re responsible for taxes your employer used to handle. Here’s a clear overview of every key obligation and where to learn more.

Self-Employment Tax

Self-employed workers pay a 15.3% SE tax covering Social Security (12.4%) and Medicare (2.9%) because no employer splits this cost with them. It’s calculated on 92.35% of net earnings and filed on Schedule SE. The good news: you can deduct 50% of it from your gross income.

Complete SE Tax Guide →

Schedule C & Filing

Sole proprietors and single-member LLCs report business income and expenses on Schedule C, which attaches to Form 1040. Net profit flows to Schedule SE for the SE tax calculation. You must file and pay any tax owed by April 15, regardless of whether you request an extension.

Schedule C Guide →

Tax Deductions

Every ordinary and necessary business expense reduces your taxable income and your SE tax. The biggest deductions for most self-employed workers: the mileage deduction (72.5¢/mile in 2026), home office, health insurance, and retirement contributions. These appear on Schedule C.

Full Deductions Guide →

Quarterly Estimated Taxes

No employer means no automatic withholding. If you expect to owe $1,000+ in taxes for the year, the IRS requires four quarterly estimated payments due in April, June, September, and January. Missing them triggers an underpayment penalty — even if you pay in full by April 15.

Quarterly Tax Guide →

Business Expenses & Records

The IRS requires self-employed workers to keep records supporting every income item and deduction claimed. Essential records: bank statements, receipts, a mileage log, and 1099 forms. Keep them for at least 3 years from filing date (6 years if income was underreported).

1099 Expense Guide →

1099 Forms Explained

You’ll receive a 1099-NEC from any client who paid you $600+ directly, and a 1099-K from platforms (PayPal, Stripe, gig apps) for payments over $20,000 in 2025–2026. Important: you must report all income even if you don’t receive a 1099. The threshold determines reporting, not your tax obligation.

1099 vs. W-2 Guide →

Tax Resources by Audience

Guides Built for Your Situation

Not all self-employed tax situations are the same. These guides are tailored to how you actually work — not a generic one-size-fits-all overview.

NEW TO SELF-EMPLOYMENT

First Year Self-Employed Tax Guide

Everything you need in year one, quarterly tax obligations, which deductions to track from day one, and the set-aside strategy that prevents an April surprise.

FREELANCERS

Complete Freelancer Tax Guide

Navigate multiple1099s, irregular project income, and freelance-specific deductions, from software subscriptions to coworking costs, through every step of filing.

SMALL BUSINESS OWNERS

Small Business Owner Tax Guide

The QBI deduction, Section 179 write-offs, and year-end planning strategies that significantly reduce taxable income for growing businesses before December 31.

SOLE PROPRIETORS

Sole Proprietor Tax Guide

Covers Schedule C, self-employment tax, and the S-Corp election threshold, where restructuring your business structure starts generating meaningful annual tax savings.

SIDE HUSTLERS

Side Hustle Tax Guide

Have W-2 income plus side earnings? Understand when quarterly payments arerequiredalongside your employer’s withholding and which deductions apply to yoursideincome.

GIG WORKERS

Gig Worker Tax Guide

Platform income, 1099-K forms, mileage as your biggest deduction, and the new No Tax on Tips benefit, everything delivery and rideshare workers need to file.

Interactive Tax Tools

Calculate, Estimate, and Plan

These tools do the math so you don’t have to. Enter your numbers and get instant, accurate estimates — no spreadsheets required.

Self-Employment Tax Calculator

Estimating your annual SE tax bill
Enter your net self-employment income and get an instant breakdown of your Social Security tax, Medicare tax, deductible portion, and total tax owed — including whether an S-Corp election could save you money.
You’ll need to know:

Net annual income

Filing status

W-2 income (if any)

Open SE Tax Calculator

Quarterly Tax Estimator

Planning your next quarterly payment
Calculate exactly how much to send the IRS each quarter based on your YTD income and expenses. Includes safe harbor calculation to avoid underpayment penalties, and shows your next deadline with a countdown.
You’ll need to know:

YTD net income

YTD expenses

Prior year tax (optional)

Open Quarterly Estimator

Mileage Deduction Calculator

Calculating your mileage tax deduction
Enter your annual business miles and see the exact dollar value of your mileage deduction and your estimated tax savings at your bracket. Discover what automatic mileage tracking could recover in unclaimed miles.
You’ll need to know:

Annual business miles

Tax bracket / income

Open Mileage Calculator
2026 Self-Employed Tax Calendar

Every Deadline You Need to Know

Missing a deadline costs money. This calendar covers every important IRS date for 2026 — quarterly payment due dates, the annual filing deadline, and the extension cutoff.

Tax Deadline Calendar
Type Date What's due Form
Q1 April 15, 2026 Q1 Estimated Tax Payment (Jan–Mar income) Form 1040-ES
ANNUAL April 15, 2026 2025 Annual Tax Return — file and pay balance owed Form 1040 + Sch. C + Sch. SE
Q2 June 15, 2026 Q2 Estimated Tax Payment (Apr–May income) Form 1040-ES
Q3 September 15, 2026 Q3 Estimated Tax Payment (Jun–Aug income) Form 1040-ES
EXT. October 15, 2026 Extended filing deadline (tax owed still due April 15) Form 4868
Q4 January 15, 2027 Q4 Estimated Tax Payment (Sep–Dec income) Form 1040-ES

⚠️ If a deadline falls on a weekend or federal holiday, it moves to the next business day. Confirm all dates at IRS.gov before filing.

Common questions

Common Self-Employed Tax Questions, Answered

Clear, direct answers to the questions every self-employed worker asks — structured for featured snippets and AI search.

Self-employment tax is a 15.3% federal tax that self-employed workers pay to fund Social Security (12.4%) and Medicare (2.9%). Unlike employees who split this cost with their employer, self-employed individuals pay both halves. It's calculated on 92.35% of net self-employment earnings and filed on Schedule SE. The good news: you can deduct 50% of the amount from your adjusted gross income, which lowers your overall income tax bill.

Read the complete Self-Employment Tax Guide →
Yes, if you expect to owe $1,000 or more in federal taxes for the year. Because no employer withholds taxes from self-employment income, the IRS requires four quarterly estimated payments due April 15, June 15, September 15, and January 15. Missing payments triggers an underpayment penalty — even if you pay your full balance by April 15. Use the Quarterly Tax Estimator to calculate your exact payment.

Complete guide to quarterly estimated taxes →
The IRS standard mileage rate for 2026 is 72.5 cents per mile for business driving. If you drive 10,000 business miles, you can deduct $7,250 from your taxable income. To claim this deduction, you must keep a contemporaneous mileage log recording the date, destination, business purpose, and miles for each trip.

Calculate your mileage deduction →
Most self-employed workers need:
  • Form 1040 — annual personal return
  • Schedule C — business income and expenses
  • Schedule SE — self-employment tax calculation
  • Form 1040-ES — quarterly estimated payments
  • Form 8829 — if you use your home for work
If you use your vehicle, track miles for the Schedule C, Line 9 deduction.

Step-by-step filing guide →
Most self-employed workers should set aside 25–30% of net income for federal taxes. This covers the 15.3% SE tax plus federal income tax at your bracket. If you're in a higher income bracket or in a high-tax state, 30–35% is safer. The most reliable approach: use a separate savings account for taxes, transfer your percentage after every payment received, and use the SE Tax Calculator to fine-tune your estimate.
Schedule C (Profit or Loss from Business) is the IRS form that sole proprietors, freelancers, and single-member LLC owners use to report business income and deductions. You subtract total business expenses from gross business income to get net profit, which flows to your Form 1040 and is subject to both income tax and self-employment tax.

Read the complete Schedule C guide →
A 1099-NEC reports payments made directly by a client to you for services ($600+ threshold). A 1099-K reports payments processed through third-party platforms like PayPal, Stripe, Venmo, or gig apps — the threshold is $20,000 and 200+ transactions for 2025–2026 per the One Big Beautiful Bill Act. Critical reminder: you must report all self-employment income regardless of whether you receive a 1099.

1099 vs. W-2: Complete comparison →
A single-member LLC does not reduce self-employment taxes — it's taxed identically to a sole proprietor by default. However, electing S-Corp status typically makes sense when net self-employment income consistently exceeds $75,000–$80,000 per year. As an S-Corp, you split income between a reasonable salary (subject to payroll tax) and distributions (not subject to SE tax), which can save thousands annually.

LLC vs. Sole Proprietor: Full comparison →
Essential records include:
  • Bank statements for all business accounts
  • Receipts for every business expense
  • A mileage log for any vehicle deductions
  • 1099 forms received
  • Quarterly payment confirmations
  • Home office measurements if claiming that deduction
Keep records for at least 3 years from the filing date (6 years if you underreported income by more than 25%).

Download the complete tax prep checklist →
The One Big Beautiful Bill Act (signed July 2025) introduced several significant changes:
  • QBI Deduction — now permanent and increases to 23% beginning in 2026
  • No Tax on Tips — new deduction allows eligible self-employed workers to deduct up to $25,000 in qualified tips for 2025–2028
  • 1099-K Threshold — restored to $20,000 and 200+ transactions
  • SALT Cap — raised to $40,000
Full guide: 2025 tax law changes for self-employed workers →

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