Features How It Works Pricing FAQ Support Download Free
NEW - Built for 2024 Tax Year

Freelance taxes,
finally simple.

Know exactly what you owe the IRS every quarter. Track income, expenses, and deductions in real time — so April never surprises you again.

Built for 76M+ American freelancers
9:41 ●●●
Good morning
Let's make tax season your favorite season.
Q1 2024 42d left
$3,847
Estimated Payment
$2,500 paid $5,920 total
$42,800
YTD Income
$12,340
Deductions
$

Trusted by freelancers who work with

Upwork Fiverr DoorDash Uber Etsy Shopify
😨

Without 1099 Pilot

  • Guessing what you owe every quarter
  • Scrambling for receipts in April
  • Missing deductions worth thousands
  • Underpayment penalties from the IRS
  • Paying a CPA $500+ just to sort your mess
😎

With 1099 Pilot

  • Know your exact quarterly payment amount
  • Receipts scanned and categorized instantly
  • Every deduction caught automatically
  • Deadline reminders so you never miss one
  • CPA gets a clean summary — saves you money
Features

Everything you need.
Nothing you don't.

Built specifically for freelancers and 1099 workers. Not a bloated accounting suite — just the tools that actually matter.

Real-Time Tax Estimate

See your quarterly payment update instantly as you log income and expenses. One number. Always current.

Smart Categorization

Expenses are sorted into IRS-friendly categories. Meals at 50%, mileage at $0.67/mi — we handle the rules.

Receipt Scanner

Point your camera at any receipt. Apple Vision OCR extracts the amount and vendor instantly — on-device, no upload.

Deadline Reminders

Get notified before each quarterly deadline. Never get hit with an IRS underpayment penalty again.

Deduction Finder

A personalized checklist of deductions you might be missing — home office, health insurance, retirement, and more.

Private & Secure

All data stays on your device. No accounts, no servers, no tracking. Syncs via your own iCloud if you choose.

How It Works

Three steps to tax clarity

Set up in under 2 minutes. Seriously.

1

Tell us about you

Filing status, state, any W-2 income. That's it — we handle the tax math from there.

2

Log as you go

Add income when you get paid. Add expenses when you spend. Scan receipts with your camera.

3

Pay with confidence

When a quarterly deadline approaches, you already know exactly what to send the IRS. No guessing.

Built For You

Whether you're a solo freelancer
or juggling multiple gigs

💻

Freelancers & Contractors

Designers, developers, writers, consultants — anyone who gets a 1099-NEC.

🚗

Gig Workers

Uber, DoorDash, Instacart, TaskRabbit — track mileage and maximize deductions.

🏫

Small Business Owners

Etsy sellers, tutors, therapists, real estate agents — anyone self-employed.

🎨

Content Creators

YouTubers, streamers, podcasters — track brand deals, ad revenue, and expenses.

Pricing

One missed deduction pays for a year

Start free. Upgrade when you're ready.

Free
$0
forever
  • Manual income & expense entry
  • Basic quarterly tax estimate
  • Federal tax calculation
  • Up to 10 entries per month
  • Deduction checklist
  • Receipt scanning
  • State tax estimates
  • Schedule C export
Get Started
FAQ

Questions? We've got answers.

What are quarterly estimated taxes?

If you're self-employed, the IRS expects you to pay taxes four times a year (April 15, June 15, September 15, January 15). It's like how an employer withholds taxes from each paycheck — except you're both the employer and employee. If you expect to owe $1,000+ in taxes for the year, you should be making these payments.

Is this a replacement for a CPA or TurboTax?

No — 1099 Pilot is an estimation and tracking tool, not a filing tool. It keeps you informed all year so you're never blindsided. When tax season comes, you (or your CPA) still file your return. Think of us as your co-pilot, not the pilot. We can even export a summary to make your CPA's job easier.

How accurate are the estimates?

We use the actual 2024 IRS federal tax brackets, self-employment tax rates (15.3%), and standard deductions. State estimates use simplified effective rates. For most freelancers, we're within 5-10% of the actual amount. The more accurately you track income and expenses, the closer we get.

Is my financial data safe?

All data is stored locally on your device using Apple's encrypted storage. We never see, store, or have access to your financial data. If you enable iCloud sync, it uses Apple's encrypted CloudKit infrastructure. No third-party servers. No tracking. Your data is yours.

What happens if I miss a quarterly payment?

The IRS charges an underpayment penalty — currently around 8% annualized on the unpaid amount. It's not the end of the world, but it adds up. Paying something is always better than paying nothing. 1099 Pilot sends deadline reminders so you don't forget.

What expenses can I deduct?

Business expenses that are "ordinary and necessary" for your work. Common ones include: home office, internet & phone, software subscriptions, office supplies, business travel, professional development, health insurance, and retirement contributions. The app includes a deduction checklist to make sure you're not missing anything.

Can I cancel my subscription anytime?

Yes. Subscriptions are managed through Apple's App Store. You can cancel anytime in Settings > Apple ID > Subscriptions. You'll keep Pro access until the end of your billing period. Your data stays on your device regardless.

Do I need to be a tax expert to use this?

Absolutely not. The app is designed for people who know nothing about taxes. The onboarding takes 2 minutes, the FAQ section explains everything in plain English, and daily tax tips teach you something new each day. We handle the math — you just log your numbers.

Stop guessing.
Start knowing.

Join thousands of freelancers who finally have clarity on their taxes. Free to start, no credit card required.

Download on the App Store

Requires iOS 17.0 or later. iPhone and iPad.