A New Operator Walkthrough: Getting Started on Flying Company

If you’ve ever staffed contract pilots for a flight department, you already know the reality: most of the work happens before the airplane ever leaves the ground. Finding qualified pilots, comparing experience, verifying documents, confirming availability, handling payments, and keeping everything straight across emails, texts, and spreadsheets.

Flying Company was built to pull all of that into one place.

Over the past year, the platform has evolved significantly. New features, new workflows, and a lot of feedback from real schedulers, dispatchers, chief pilots, and aircraft managers have shaped what it looks like today. With all that change, it was time to record a fresh operator walkthrough — a single video that shows exactly how to get set up and run a trip from start to finish.

As of January 2026, that new demo is live.

This post gives a brief overview of what the video covers, and why we built the platform the way we did.

Designed for the People Who Actually Run the Operation

When we say “operators” on Flying Company, we mean the people doing the real work inside flight departments: schedulers, dispatchers, chief pilots, aircraft managers, and anyone responsible for hiring and coordinating contract crew.

The walkthrough video is built for them. No marketing gloss. No abstract product tour. Just a practical, screen-by-screen guide showing how to:

• Register for a free operator account
• Set up company and fleet information
• Create aircraft profiles that automatically share key data with pilots
• Build trips and itineraries in minutes
• Receive standardized quotes from qualified pilots
• Assess experience, credentials, and qualification data in one place
• Hire pilots, execute service agreements, and handle payments
• Track completed trips, invoices, and year-end tax documents

The goal is simple: show how a process that normally takes days of back-and-forth can be reduced to a repeatable, transparent workflow.

From Reactive Staffing to Planned Operations

One of the consistent themes we’ve heard from flight departments is that staffing contract pilots often feels reactive. A trip comes up. Someone starts making calls. Emails and texts fly. Documents get requested. More calls. More emails.

Flying Company is designed to flip that model.

Aircraft information, operating procedures, and insurance requirements are entered once and shared automatically with pilots when they’re hired. Trips are created in a standardized format. Qualified pilots receive notifications and submit quotes in a consistent layout. Operators review everything — experience, history forms, credentials, ratings, quotes, and itinerary — in one unified view.

Instead of chasing information, operators evaluate it.

That shift is what the walkthrough video demonstrates end to end.

Standardized Assessment, Faster Decisions

A major part of the platform is the pilot assessment view. In the video, you’ll see how operators can compare pilots side by side, download industry-standard Pilot History Forms instantly, verify certificates against the FAA registry, review professional credentials, and see whether pilots meet insurance minimums.

No sending blank forms.

No waiting days for responses.

No piecing together different document formats.

Everything needed to make a confident hiring decision lives inside the trip record.

Integrated Payments and Clean Back Office

The walkthrough also shows how Flying Company handles payments through Stripe. Operators can add credit cards or bank accounts, choose how they want to pay, and see exactly what’s due before hiring a pilot. After trips are completed, invoices are stored automatically. At year-end, tax documentation is supported without additional chasing or manual reconciliation.

For flight departments, this eliminates a large amount of back-office busy-work and reduces the risk of missed paperwork.

Watch the Demo

If you’re responsible for staffing contract pilots — whether for a single aircraft or an entire managed fleet — the walkthrough video is the best place to start.

It takes you from first login to hiring a pilot, showing the real platform as it exists today.

You can watch the full operator demo here:

Built for Real Flight Departments

Flying Company is not trying to replace flight departments. It’s designed to give them better tools: clearer information, standardized workflows, and infrastructure that supports safety, compliance, and professional operations.

The new walkthrough video is simply a guided entry point into that system.

If you’d like a personalized walkthrough for your team, feel free to reach out directly.