Documents
1099 contractor
Common for contract pilots, instructors, and independent work. Combine this list with the LLC track if you operate through an entity.
What to send (through the Drake Tax Portal)
- Every 1099-NEC, 1099-MISC, and 1099-K for the year.
- Statements from the account used only for contract income, if the firm asks.
- Expense summary: training, exams, equipment, unions, software.
- New contracts or airline-house changes.
What to keep
- A bank account used only for contract income.
- A running note of flight-related expenses (training, exams, equipment).
- Pay stubs or other proof if you also have W-2 income in the same year.
- A log of days in the US and outside if the contract crosses borders.