1099 Pilot

Stop guessing what you owe the IRS.

If you're a freelancer, contractor, or gig worker, you're supposed to pay taxes four times a year. Most people either overpay (and lose cash flow) or underpay (and get hit with penalties). 1099 Pilot fixes that.

Log your income and expenses as they happen, and your quarterly tax estimate updates instantly. Track mileage, scan receipts, plan scenarios, and stay ahead of every deadline. No accounting degree required.

WHAT YOU GET FOR FREE:
• Unlimited income & expense tracking
• Deduction checklist so you never miss one
• Monthly income vs. expense chart
• Quarterly deadline reminders
• Up to 5 mileage trips per month
• Smart dashboard insights & daily tax tips

WHAT PRO UNLOCKS ($4.99/mo or $29.99/yr):
• Your exact quarterly tax estimate
• Full tax breakdown (federal, state, self-employment)
• Receipt scanning with image storage — point your camera, done
• What-If scenario planner — see how any decision changes your tax bill
• Unlimited mileage tracking at the current IRS rate
• Recurring templates for monthly subscriptions & regular payments
• CSV export to hand your CPA a clean file
• Import bank statements via CSV in seconds
• 1040-ES payment voucher with IRS Direct Pay links
• Year-over-year comparison with charts
• Profit & Loss report by category
• Tax Prep checklist to walk you through filing season
• Tax savings tracker — see how much your deductions save
• All 50 state tax estimates
• Premium themes & milestone celebrations
• Weekly expense & monthly deduction reminders

BUILT FOR REAL FREELANCERS:
• Uses actual IRS tax brackets and self-employment rates
• Handles the 50% meals rule, SE tax deduction, and standard deductions automatically
• Mileage tracker at $0.70/mile — 5,000 miles = $3,500 in deductions
• Supports all 50 states
• Works for Uber drivers, Etsy sellers, consultants, designers, developers — anyone with 1099 income

YOUR DATA STAYS YOURS:
All data is stored on your device. No accounts, no servers, no tracking. Optional iCloud sync uses Apple's encrypted infrastructure. We never see your financial data.

THIS IS NOT A TAX FILING APP.
1099 Pilot is your co-pilot — it tells you what you owe so you're never surprised. You still file with TurboTax, your CPA, or however you normally do it. We just make sure you're ready.

The average IRS underpayment penalty costs more than a full year of Pro. One missed deduction pays for it ten times over.

WHAT'S NEW:
• Mileage Tracker — log business trips, auto-calculate deductions at the IRS rate
• What-If Scenario Planner — see how buying equipment or maxing a SEP IRA changes your tax bill
• Receipt Image Storage — save photos with expenses for audit protection
• Recurring Templates — automate monthly subscriptions and regular payments
• CSV Bank Import — bulk-import transactions from bank statements
• Payment Voucher — 1040-ES reference with IRS payment links
• Year-over-Year Comparison — track growth with side-by-side charts
• Profit & Loss Report — professional breakdown by category
• Tax Prep Checklist — personalized filing guide from January through April
• Smart engagement reminders to keep you on track

https://1099pilot.site/terms
Terms of Use (EULA): https://www.apple.com/legal/internet-services/itunes/dev/stdeula/