Share on Facebook
Share on X
Share on LinkedIn
By Letisha D. Sailor, Esq. LL.M., Taxation
Founder & Managing Member
Under the federal hobby loss rule, the IRS can disallow deductions from an aircraft or charter operation it decides is not run for profit. Businesslike records and a genuine profit motive are your strongest protection.

The audit letter lands in your mailbox two years after you closed on the aircraft. The agent wants to know one thing: Was your charter operation a real business or an expensive pastime? Under the federal hobby loss rule, the IRS can disallow the losses from an aircraft activity it decides you did not run for profit, which can erase deductions you already claimed. A Florida aviation tax attorney at AvTax Advisors, PLLC can help you document a profit motive and defend the write-offs your operation depends on.

What Is the Hobby Loss Rule?

The hobby loss rule is a federal tax rule that bars you from deducting the net losses of an activity the IRS decides you do not run for profit. Federal law draws a hard line between a business and a hobby, and the distinction controls which losses you may deduct. The rule applies to individuals, partnerships, estates, trusts, and S corporations but not to regular C corporations. If the IRS labels your charter or leasing operation a hobby, you cannot use its yearly losses to offset income from your business, your salary, or your investments.

Why Do Aircraft and Charter Operations Draw IRS Attention?

Aircraft draw attention because they pair large deductions with strong personal appeal. A business aircraft can generate sizable write-offs through depreciation, fuel, maintenance, insurance, and crew costs. The same aircraft can also carry the owner to vacations, family trips, and weekend getaways. When an operation reports losses year after year while the owner flies for pleasure, the IRS asks whether the activity is a business or an expensive hobby. The regulations single out this exact pattern: substantial income from other sources, meaningful tax benefits from the losses, and personal or recreational use all weigh against a profit motive.

How Does the IRS Decide If Your Aircraft Activity Is a Business?

The IRS decides by weighing all the facts and circumstances, not any single number. The Treasury regulations set out nine factors that guide the analysis, and no one factor controls the outcome. The factors are:

  • How businesslike you run the activity, including complete books and records
  • Your expertise or the expertise of the advisors you rely on
  • The time and effort you put into the activity
  • Whether the aircraft or other assets may appreciate in value
  • Your track record turning other ventures profitable
  • Your history of income and losses with the activity
  • The size of any occasional profits you earn
  • Your financial status and income from other sources
  • The personal pleasure or recreation involved

The agency gives greater weight to objective facts than to your stated intent. A binder full of records speaks louder than a claim that you meant to turn a profit.

What Is the Three-of-Five-Year Profit Test?

If your activity is profitable in at least three of five consecutive tax years (the five-year period ending with the current year), the law presumes you run it for profit, and the burden shifts to the IRS to prove otherwise. Falling short of three profitable years does not automatically make your operation a hobby, but it removes that presumption and turns the focus back to the nine factors. A new operation that expects early losses can also elect to postpone the determination, which gives a young charter business time to reach profitability before the test applies.

What Happens If the IRS Calls Your Operation a Hobby?

If the IRS reclassifies your activity as a hobby, you lose the ability to deduct your net losses against other income. You can still claim the deductions the law allows regardless of profit motive, such as certain mortgage interest and property taxes. Beyond those, however, you generally cannot deduct your ordinary operating expenses at all. The tax law treats them as “miscellaneous itemized deductions,” a category current federal law disallows, so you must report every dollar the activity earns while getting little or no deduction for the cost of earning it. 

The Eleventh Circuit, whose rulings govern Florida, applied exactly this result to a yacht charter in Gregory v. Commissioner, leaving the owners taxed on their charter income with nearly none of their expenses deductible. On top of that, the IRS can add interest and penalties.

How Can Aircraft Owners Protect Their Deductions?

You strengthen your position by running the activity like a real business and proving it on paper. Practical steps include keeping separate books and a dedicated bank account, drafting a written business plan, and documenting your efforts to improve profitability. 

Detailed flight logs matter too, because they show how much flying is business versus personal. A careful review of your flight logs can reveal weak spots before the IRS finds them. Charging fair market rates for personal use and consulting an aviation tax advisor before you fly also help. No single step guarantees a result, but together they build the businesslike record the regulations reward.

Talk to an Aviation Tax Attorney Before the IRS Does

The line between a business and a hobby often comes down to the records you keep and the structure you choose. AvTax Advisors, PLLC helps private aircraft owners and charter operators in Florida and across the country plan ownership, document operations, and defend their deductions. Contact AvTax Advisors to schedule a consultation and map your flight path to financial clarity.

This article offers general information about federal tax rules and is not tax or legal advice. Every aircraft owner’s situation is different, so speak with a qualified aviation tax professional about your specific circumstances before making decisions.

About the Author
Letisha D. Sailor has over 20 years of aviation, tax, and accounting experience. Letisha has assisted hundreds of aircraft owners and operators with aviation tax planning to minimize state tax consequences, maximize federal tax deductions, meet FAA regulatory requirements, and ensure ongoing compliance with recordkeeping and reporting requirements. She has also assisted clients with structuring a vast number of aircraft transactions, including drafting and negotiating purchase/sales agreements, dry lease agreements, aircraft and charter management agreements, and co-ownership agreements. In addition to tax planning and structuring, Letisha has represented numerous aircraft owners and operators in all aspects of state and federal tax examinations, including representing clients during audit examinations and administrative appeals; negotiating with IRS and state revenue personnel to resolve tax assessments; and representing clients before the U.S. Tax Court and state courts and administrative tribunals. Prior to founding ATA, she was a Principal at GKG Law, P.C. (2023-2025) in the business aviation and tax practice group and a managing attorney at Advocate Consulting Legal Group, PLLC (“ACLG”), an aviation tax firm Letisha joined in 2009.