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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.
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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
Popular This Week
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.