The web app that shows freelancers what they can actually spend.
No more self-employmenttax surprises.
Is your bank balance lying to you? ChillTax automatically separates your tax money from your spending money, so you know exactly what’s actually yours to keep.
Dashboard Overview
Cleared to Spend
$3,176
65% of income safe from taxes & bills
On TrackQ2 Tax Estimate
$1,840
Due Jun 15 · Saved
This Month
$6,200
18% vs last month
The Problem
Two problems. One app.
Traditional budget apps break when income fluctuates. Traditional tax apps ignore your day-to-day spending. We fix both.
The Tax Nightmare
- Surprise IRS bills every April
- Manual receipt sorting on Sundays
- Paying $129+ for TurboTax just to prep
- Missing quarterly deadlines & paying penalties
The Cash Flow Mystery
- Big months vs. painfully slow ones
- Afraid to spend your "extra" money
- Bank balance lies because taxes are hiding in it
- "Where did it all go?" every single month
Simple Setup
Up and running in 5 minutes.
Connect once. Let ChillTax handle the rest. Check your dashboard anytime.
Import your statement
Export a CSV or statement from your bank and upload it in seconds. No bank logins or credentials required.
ChillTax does the sorting
Our engine instantly tags every transaction as personal or business and pre-sorts deductions into IRS Schedule C buckets automatically.
Know what's actually yours
See your real “Cleared to Spend” balance, receive quarterly tax alerts before deadlines, and stop guessing whether you can afford that purchase.
Features
Everything in one place.
True “Cleared to Spend”
Your bank balance lies. We subtract upcoming bills, quarterly tax estimates, and your safety buffer so you see exactly what is cleared to spend today without panicking tomorrow.
Smart Auto-Categorization
Upload your CSV statement. ChillTax instantly tags expenses and pre-sorts them into buckets.
Adobe CC
Starbucks
No More Penalties
We calculate quarterly payments automatically and send alerts so you never miss a deadline.
Q3 Payment Safe✓
$0 in IRS penalties for you!
12-Month Forecasting
Map out your best and worst-case scenarios so you’re never caught off guard.
Export Anywhere
Export directly to FreeTaxUSA, TurboTax, or a clean PDF for your CPA with one click.
Available On
Your browser. Your budget.
Get the full power of ChillTax right in your browser. Upload your CSV statements, track your spending, and forecast your income right from your desk.
Web App
Get the power of ChillTax at your desk with 12-month forecasting, detailed reports, and one-click exports.
- 12-month income forecasting
- Detailed Schedule C reports
- Export to FreeTaxUSA & TurboTax
0hrs0min
Average bookkeeping time reduction
$0/yr
vs. FlyFin at $192–$348/yr · Keeper at $199/yr · TurboTax at $129+. File free with FreeTaxUSA.
0x
Quarterly IRS deadlines managed automatically
What Freelancers Say
Real humans, real results.
Built for independent workers, tested by people who’ve felt the quarterly tax panic firsthand.
“I used to dread April like a dentist appointment. ChillTax just handles it. I set it up once and now I get a notification when it's time to pay. My accountant was genuinely impressed.”
Marcus T.
Freelance Graphic Designer
“The ‘Cleared to Spend’ feature changed everything. My bank balance said $8,000, but $3k of that was earmarked for taxes I didn't even realize. Saved me from a very bad decision.”
Sarah K.
Independent Web Developer
“I was paying $150/year for software that made me do all the work. ChillTax is $49, does 10× more, and tells me to file free on FreeTaxUSA. Embarrassingly good value.”
James R.
Freelance Copywriter
Your Data, Your Control
No credentials.No risk.
ChillTax gives you all the tax tracking power you need without the risk of handing over bank passwords.
“Simply upload transaction CSVs whenever you want to update your forecast. If it exports a CSV, it works.”
Privacy & Security
No Direct Bank Connection
We don't integrate directly with your bank account, keeping your credentials completely safe.
US AWS Storage
All of your data is securely stored on high-security AWS servers located in the US.
Always Encrypted
Your information is protected by industry encryption standards — both in transit and at rest.
Total Data Ownership
You are in complete control of your account and can delete your data at any time.
Pricing
Ditch the $150 tax software.
ChillTax preps everything you need. Then you file for free with FreeTaxUSA. Simple.
Hobbyist
$0
For side-hustlers starting out. No card needed, ever.
- 500 transactions/year
- Manual CSV upload
- Basic tax estimates
- Basic CSV export
- Unlimited CSV uploads
- Automatic categorization
- 12-month forecasting
Freelancer Pro
$49/year
Everything you need to never stress about taxes again.
- Unlimited CSV uploads
- Automatic expense sorting
- “Cleared to Spend”
- Quarterly tax tracking
- 12-month forecasting
- Detailed Schedule C reports
- Export to CPA / CSV
Billed annually. Less than $1/week. Cancel anytime.
FAQ
Good questions.
Everything you were going to Google anyway.
Yes. If you receive 1099s, run a sole proprietorship, drive for DoorDash, sell on Etsy, or do any gig work, ChillTax is built for you.
Stop winging it
on taxes.
Join freelancers who know exactly what they can spend, what they owe, and when to pay it.
Start Free