About Tailwise
Built by pilots.
Designed for aircraft owners.
Tailwise was built by working aircraft owners who got tired of running their airplane out of a binder, a spreadsheet, and six different apps.
Our mission
To simplify aircraft ownership by bringing everything owners, pilots, and partners need into one modern, easy-to-use platform.
The problem
Aircraft ownership shouldn't require six tools.
Today, most aircraft owners track their airplane across paper binders, spreadsheets, hand-written notes, PDF logbook scans, mechanic emails, and a handful of disconnected software platforms. Important deadlines slip through the cracks. Documents are impossible to find when you actually need them.
Tailwise brings all of it together into one organized platform — readiness, maintenance, documents, flights, schedules, and finances in a single place that works on your phone, your iPad, and your laptop.
Paper binders
Spreadsheets
Sticky notes
Scattered PDFs
Disconnected apps
Mechanic emails
Replaced by
One Tailwise dashboard
Ownership + Taxes
Tax season, without the shoebox of receipts.
Every expense in Tailwise can be classified as Business or Personal. At year end we automatically generate a complete ownership and expense report — hours flown, mission logs, categorized spend, depreciation schedules, and vendor receipts — ready to hand to your accountant or produce in an audit.
- · One-click year-end tax package (PDF + CSV)
- · Business vs. personal use breakdown by hour and dollar
- · Mileage-equivalent flight logs for business use substantiation
- · Audit-ready document trail linked to every expense
2025 Tax Package · N123AB
$42,318
Total deductible business expenses
Reduce stress
Stay ahead of maintenance and important deadlines.
Stay organized
All your aircraft info, documents, and schedules in one place.
Save time & money
Better visibility leads to smarter decisions and lower operating costs.
Brand essence