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Let's make freelance taxes a lot less painful
No jargon, no legalese. Clear answers on deductions, quarterly payments, and how 1099 workers keep more of what they earn.
What can we help you with?
Guides, comparisons, and tools for every part of your freelance life — all through a tax lens.
Getting Started
New to freelancing? Start here.
Freelance Taxes
1099s, quarterly payments, Schedule C
Deductions
Every write-off you can legally claim
Tools & Software
Invoicing, bookkeeping, mileage
Business Setup
LLC vs S-Corp, EIN, banking
Retirement & Health
Solo 401k, SEP, HSA, insurance
Getting Paid
Invoicing, contracts, late payments
Niche Guides
Rideshare, design, writing, dev
Also explore
Freelance news & policy updates
The sources we follow for IRS updates, policy shifts, and self-employment news.
Tax news, updates, and filing reminders
Official announcements, form releases, and deadline changes straight from the IRS.
Read more ↗Tax FoundationPolicy analysis for the self-employed
Non-partisan tax policy research, including how proposed changes affect 1099 workers.
Read more ↗Freelancers UnionAdvocacy and benefits for independent workers
Policy news, contract resources, and group benefits for freelancers.
Read more ↗NASENational Association for the Self-Employed
Tax tips, legislation alerts, and small-business benefits for the self-employed.
Read more ↗SBASmall Business Administration
Guides for business formation, funding, and compliance — useful when leveling up.
Read more ↗Links open in a new tab · We update this list as the space shifts.
Calculators built for 1099 workers
Free, no signup, no email gate — just punch in your numbers.
Estimate the 15.3% SE tax on your freelance net income — Social Security and Medicare combined.
Open calculator →Project your four 1040-ES payments based on expected income and deductions.
Open calculator →Find the minimum hourly rate you need to charge to hit your income target.
Open calculator →Freelance software we actually recommend
Independently reviewed — nobody pays for placement here.
Clean invoicing, time tracking, and expenses. The workflow is built around billable hours — not product inventory.
Proposals, contracts, invoicing, and time tracking in one tool — with e-sign templates worth the price alone.
Automatic quarterly estimates, mileage tracking, and a Schedule C export that saves hours at filing time.
Free forever plan with unlimited invoices and basic accounting. Pay-as-you-go processing when you're ready.
Retirement, health & the full-stack freelancer
Three moves that quietly save 1099 workers thousands a year.
A one-person 401(k) is the highest-limit retirement account a freelancer can open. Here's how to set it up and fund it before year-end.
Read the guide →Once freelance profit clears ~$40K, an S-Corp election can cut self-employment tax meaningfully. Calculate what you'd save.
SE Tax Calculator →A high-deductible plan + HSA is one of the best deals in the tax code for self-employed workers. Figure your contribution ceiling.
HSA Calculator →Dig Deeper
Worth reading right now
View all articles →Your first 1099, quarterly taxes, and what to deduct — all in one place
A starter path for new freelancers: what forms you'll get, what you'll owe, and the deductions worth tracking from day one.
Read the starter guide →Get weekly freelance tax tips
One practical tax or business tip for freelancers, every Monday.
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1099Freelance provides free educational tax and business information for independent workers. We are not CPAs or licensed tax professionals. Nothing on this site is professional advice. Consult a qualified tax professional for guidance specific to your situation.