Tax Software for
Freelancers That
Actually Thinks
Like a CPA on retainer — without the retainer. AI bookkeeping + real-time tax tracking + proactive tax strategy in one platform. Starting at $19/mo.
Starting price after beta
To connect a bank account
Quarterly deadlines tracked for you
Free during beta, no card required
Everything a CPA Would Do — Automated
Writeoff isn't just another accounting tool. It's the only platform that combines real-time tax-aware bookkeeping with proactive tax strategy.
Real-Time Tax Liability
See exactly what you owe the IRS, updated with every transaction. No more April surprises.
Tax Strategy Engine
AI evaluates you for S-Corp election, Augusta Rule, hiring children, education credits, and more — with dollar estimates.
AI-Powered Bookkeeping
Auto-import transactions, smart categorization, mileage tracking, invoicing, and bank reconciliation.
Pocket CFO Assistant
Chat or text your AI CFO. Ask tax questions, generate reports, and execute bookkeeping actions — all permanently logged.
Compliance on Autopilot
1099/W-9 management, PII detection, weekly tax-law monitoring, and a year-end checklist.
Built for Real Life
Handles dependents, married filing jointly, Child Tax Credit phase-outs, and multiple entity types.
How Automated Bookkeeping Works
Four steps from signup to tax confidence.
Connect Your Bank
Securely link checking, savings, and credit cards via Plaid. Read-only access — we can never move money.
Auto-Categorize
AI categorizes every transaction in real time, learning your patterns. No manual data entry.
Track Taxes Live
Your tax liability dashboard updates with every transaction. Always know what you owe.
File With Confidence
Export clean books to your CPA or tax software. Year-end takes hours, not weeks.
How Much Could You Save?
Enter your income and situation to see which tax strategies apply to you and how much Writeoff could save you this year.
S-Corp election alone saves the average freelancer earning $100K+ over $7,000/year in self-employment taxes
The Augusta Rule lets you rent your home to your business for up to 14 days tax-free
Hiring your children can shift income to lower tax brackets and create real deductions
Tax Savings Estimator
See how much Writeoff could save you this year
Get Early Access to Writeoff
Writeoff is in private beta and we onboard in small batches. Request an invite and we will email you when a spot opens. Beta access is free and no credit card is required.
⚠️ Writeoff is not a substitute for professional tax advice. Consult a licensed CPA for your specific situation.
Frequently Asked Questions
No — Writeoff handles bookkeeping and tax preparation (organizing your records, tracking deductions, calculating estimated taxes). Filing your actual return requires a separate tax filing service or CPA. Think of Writeoff as the preparation layer that makes filing fast and accurate.
Yes. Writeoff supports sole proprietorships, single-member LLCs, and S-Corps. The Tax Strategy Engine specifically evaluates whether S-Corp election makes sense for your income level and models the potential savings.
Writeoff connects to 10,000+ US financial institutions via Plaid. Connect checking, savings, and credit card accounts. All connections use bank-level encryption and read-only access — we can never move money.
Writeoff is in private beta and access is invite-only. Request an invite on the waitlist page and we email you when a spot opens. Beta access is free and no credit card is required. When we start charging we will tell you at least 30 days beforehand and you can decide then.
Yes. Writeoff is SOC 2 Type II certified with end-to-end encryption, a PII detection pipeline, and audit-defense logging. All AI recommendations are permanently logged so you have a defensible paper trail.
Every plan includes invoicing and mileage tracking. Starter ($19/mo) covers core bookkeeping and real-time tax tracking. Pro ($39/mo) adds the Tax Strategy Engine, 1099/W-9 management, and up to 2 business entities. Premium ($109/mo) adds the Pocket CFO AI assistant and up to 3 entities. Enterprise is custom-priced for unlimited entities — built for production and rental companies that hold one entity per asset.
Yes — the spouse seat add-on lets a second user (your spouse) access the account for married-filing-jointly workflows, including joint income tracking and the Child Tax Credit phase-out calculator.
Not necessarily — but it makes your accountant's job much faster. Many CPAs use Writeoff to serve clients more efficiently. We also have a partner program for accountants who want to white-label the platform.
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