ChillFile pulls your platform income, finds the deductions you'd miss, and pays your quarterlies on time. Made for the way creators actually earn — not for 1973.
No signup · No credit card · 90 seconds end-to-end
Total business deductions
The reality
Most creators we've talked to are quietly spiraling about taxes. These are real things real beta testers told us. Verbatim.
"
I made $96K last year on three platforms. April came around and I owed $24K. I genuinely had no idea.
"
My CPA charged $4,200 and made me explain what Fansly was. Twice. I never went back.
"
I've paid IRS underpayment penalties three years in a row. I never know when the quarterlies are due.
How it works
No spreadsheets, no shoebox of receipts, no "send me your 1099s by Friday." It just runs.
Link your bank, Stripe, OnlyFans, Patreon — whatever you use. Read-only. Bank-grade. Revoke anytime.
AI matches each transaction to the right Schedule C line. Ring lights, Adobe subs, studio rent, props — already categorized.
We project what you'll owe, remind you 7 days out, and tell you the exact amount. No more April panic.
DIY-export to TurboTax, or pay $299 once and a real CPA reviews and e-files it. Your call.
Why ChillFile
Generic freelancer software was built for graphic designers in 2014. We built ChillFile for how creators actually earn now.
OnlyFans, Fansly, Twitch, Patreon, YouTube, Substack, Stripe, Cash App, Venmo, PayPal, your bank. One dashboard.
We know what a ring light is. And a green-screen backdrop. And that you wrote off Adobe but missed the home studio square footage. Average user finds $3,400 in additional deductions their old tool didn't catch.
Live estimate as your year unfolds. Projected payments, due dates, 7-day reminders, and IRS-direct-pay links.
You don't have to explain your income source to anyone — not the app, not the CPA. NDA standard. Adult-creator-aware from day one.
Want a human to file it for you? $299. Licensed CPA. Five business days. Audit support included for three years.
The full prototype is clickable end-to-end. Connect a (fake) bank, watch us sort 847 transactions, see your quarterlies, hit the CPA upsell. No signup. Real flow.
Try the live demo →Pricing
One plan. Two ways to pay. Optional CPA add-on if you'd rather hand it off entirely.
Billed monthly. Cancel anytime.
No card to start the demo.
Everything in monthly, plus a CPA-reviewed Schedule C + 1040 e-filed by April 15.
$299 one-time, charged at filing time.
Beta tester reactions
"It found $3,200 in deductions my old CPA missed. The home studio thing alone paid for two years of the subscription."
"First tax tool that didn't make me feel like I needed to apologize. Connected my accounts in like four minutes."
"I paid $4,800 in IRS penalties last year. ChillFile texted me about Q2 with the exact amount. I just paid it. Done."
FAQ