WingLeader provides to smaller operations aircraft management services that the large companies have – technology, dispatchers, flight following, scheduling, crew coordination, trip logistics, compliance documentation, and expense tracking for operations handling 1 to 5 aircraft.


Most Part 91 operators running smaller fleets manage their aircraft the same way – a mix of texts, emails, and spreadsheets. That works, until it doesn’t. Pilots coordinate their own trips. Scheduling lives in someone’s head. Expenses get reconciled at the end of the month if anyone can remember what happened.
It’s a common setup, and it carries real risk. Crew credentials that lapse. Maintenance due dates that get missed. Dry lease arrangements that look fine on paper but don’t hold up to FAA scrutiny. The owner is the operator under Part 91, and the responsibility for safe, legal, compliant operations stays with them – regardless of how the day-to-day gets managed.
WingLeader was built to fix that.
We provide back-office operations support for aircraft managers and owners who need professional-grade structure without the overhead of a full-service management company.
We coordinate every trip from the initial request through departure - pilots assigned, logistics confirmed, and all relevant parties informed.
We track pilot credentials, currency, training records, and availability. Before a trip goes on the schedule, the crew is legal to fly it.
Hotels, rental cars, catering, fuel planning, FBO coordination. We handle the trip details so your pilots are focused on flying, not arranging ground transportation.
We track trip costs, passenger use, and allocation by flight - which matters for tax reporting and for owners who need to demonstrate the purpose of each flight.
We maintain the operational records and documentation your operation needs to stay compliant under Part 91 - including dry lease documentation that holds up to FAA review.
We bring the operational discipline that charter operators use to Part 91 operators who want to run a tighter ship and to get the same level of safety that the airlines and charter operators enjoy. This includes safety management systems (SMS), risk management practices, formalized procedures, and a documented record of your operation.
WingLeader was founded by Abram Finkelstein, a professional pilot, aircraft owner and serial entrepreneur who has spent years flying for aircraft owners and operators across the country. He has seen firsthand how Part 91 and 135 operations are run – and how often the back-office work falls through the cracks.
The company managing four planes, two helicopters, and a seaplane by group text. The single-aircraft owner (pilot or manager) who genuinely believes his dry lease arrangement is legal, but it’s not. The corporate pilot handling his own scheduling, his own expense reports, and his own compliance tracking between flights. These are not edge cases. They are the norm in smaller Part 91 operations.
WingLeader exists to give those operators something they have not had before: a professional operations team without the cost and structure of a full management company.
We work with aircraft managers, aircraft owners, and small flight departments operating 1 to 5 aircraft under Part 91. If you run a larger fleet or need a full turnkey management solution, companies like Clay Lacy or Solairus may be a better fit. If you need operational structure, compliance support, and a back office that handles the work between flights – that is what we do.
Scheduling, crew status, upcoming maintenance, trip costs, passenger allocation - all tracked and reported in one place. No more piecing together what happened from a thread of texts.
Right now, your pilots probably handle more than flight duties - trip logistics, expense tracking, scheduling coordination. That is not what you hired them for, and it is not the best use of their time or yours. WingLeader takes that work off the flight deck.
Full-service aircraft management companies are built for larger fleets and higher budgets. WingLeader is built for operators managing 1 to 5 aircraft who need professional back-office support at a scale that makes sense for their operation.
The FAA treats the aircraft owner as the operator under Part 91, regardless of who is flying or how the arrangement is structured, unless a legitimate Dry Lease is in place. WingLeader maintains the records, credentials, procedures, and dry lease documentation that keep your operation legal and defensible if it ever comes under scrutiny. In Florida especially, illegal dry lease enforcement is an active FAA priority.
A 30-minute call to understand how your flights are currently managed, where the gaps are, and what you need. No pitch deck, no demo.
Based on your operation, we identify exactly which tasks WingLeader will own - scheduling, crew tracking, logistics, compliance documentation, or the full back-office picture.
We set up the operational framework for your flights and start handling the day-to-day. Your team gets a single point of contact for trip coordination.
Regular reporting, proactive updates on crew credentials and maintenance due dates, and a direct line to WingLeader whenever something comes up.
Schedule a consultation and we will look at where your current setup has gaps – and what it would take to close them.