Flight-sharing app · Questions & first plan

Let's build the right version first

I listened to your voice memo. The idea solves a real problem, and the FAA has already ruled on apps like it. Below is what we heard, what the FAA and the courts have said, how I'd build it, and a short form so I can give you a real quote.

Prepared by Jeff · ReadyLabsNovember 2026About 10 minutes to answer

What we heard

Your idea, in a few lines

What to know first

Six things that shape how this gets built

None of these kill the idea. Each one changes the first version. Every point links to the source so you or your attorney can read it in full.

Biggest risk

1. The FAA has already shut down a flight-sharing app

Flytenow let private pilots post flights and passengers sign up to split costs. In 2014 the FAA ruled that posting flights to the public on a website is "holding out." That makes the pilot a common carrier, who needs an airline-type (Part 119) certificate. A federal appeals court upheld the FAA in December 2015, and in January 2017 the Supreme Court declined to hear the appeal. AirPooler, a similar site, got the same ruling.

How the plan answers it: launch for pilots only, with no passengers and no public flight listings. Members are verified and the community is closed. Have an aviation attorney confirm this before we build.

What the FAA allows

2. Cost sharing is legal, with conditions

A private pilot can split fuel, oil, airport fees and rental with others, as long as the pilot pays at least an equal share and everyone has a common purpose for the flight. The FAA's 2020 guidance says an invitation to a "defined and limited group" is fine, like a closed group or an FBO bulletin board, but the open internet is not.

How the plan answers it: invite-only, verified membership. Every post requires a stated training reason, and the cost calculator only splits the expenses the rule allows.

Logbook

3. Two pilots don't always both log PIC

Usually only the pilot flying, or the one acting as pilot in command, logs PIC time. The common exception: one pilot flies under the hood and the other serves as safety pilot. Depending on who acts as PIC, the second pilot logs PIC or SIC time. "We both build hours" works best for instrument practice.

How the plan answers it: each match shows in plain words what each pilot can log on that flight, so nobody signs up for hours they can't count.

Insurance

4. The owner's policy may not cover the other pilot

Many policies cover only named pilots, or have an "open pilot" clause with minimums like 500 hours and 50 in type. A pilot who doesn't meet them can void coverage for that flight, and open pilot clauses aren't meant for regular flying.

How the plan answers it: a required "my insurance covers this pilot" confirmation on every match in version 1. Later, possibly a partnership with an aviation insurer.

Trust

5. Verifying pilots is doable

The FAA publishes its airmen registry, including certificate level, ratings and medical class. It doesn't include certificate numbers or anyone who opted out, and the FAA says its medical dates are for information only.

How the plan answers it: an automatic registry check, plus a photo of the certificate and medical and a selfie to confirm identity. Members can see who is verified.

Business

6. Liability and money

If a matched flight goes wrong, the platform can be named in a lawsuit. Students don't have much money, and selling data would destroy the trust the app depends on.

How the plan answers it: an operating company with good terms and its own insurance, chosen with an attorney. A flat membership (for example $5–10 a month) with a free tier for browsing. Flight school listings and insurer referrals come later. No data selling.

This is research to guide the build, not legal advice. ReadyLabs isn't a law firm, and an aviation attorney should review the plan before launch.

Build proposal

How I'd build it

Start narrow and legal, prove that pilots use it in one region, then grow. I build and ship real apps: ReadyLabs' own ReadyTurn is live on the App Store, with Android submitted to Google Play.

Pilots only

Version 1 matches certificated pilots with each other for a training reason. No passengers or sightseeing seats.

Closed and verified

Invite or approval only, with nothing visible to the public. That's the FAA's "defined and limited group."

Verification is the product

FAA registry check, certificate and medical photo, and a selfie. It's the thing Facebook can't do.

Rules built in

Posts set requirements like ratings, medical class and night or multi-engine experience. Only qualified pilots see them.

Money stays between pilots

A cost-split calculator for allowed expenses only. Pilots settle up themselves; no payments through the app at first.

Members, not data

A small membership fee pays for the app. Data is never sold.

  1. Stage 0 · Discovery1–2 weeks

    Go through your answers, get the attorney's opinion, and lock down version 1.

    • Clickable screen designs you can show pilots
    • Final feature list and a fixed-price quote for Stage 1
  2. Stage 1 · First launchAbout 4–6 weeks

    A web app that works like an app on any phone, launched in one region.

    • Sign up with FAA registry check, certificate and medical upload, and identity selfie
    • Pilot profiles: certificates, ratings, medical class, limits, aircraft, home airport
    • Posts with requirements ("Seminole, Saturday, need a multi-engine pilot, overnight in Boise") and filters
    • In-app messaging, post-flight reviews, report and block
    • Cost-split calculator, a "what each pilot can log" note, insurance confirmation
    • Membership billing through Stripe, plus an admin view to approve members
  3. Stage 2 · GrowAfter real use

    • iPhone and Android apps with push notifications
    • Owner tools: aircraft pages, insurance minimums, regular co-pilots
    • Flight school and club pages, new regions
  4. Stage 3 · LaterOnly if the attorney clears it

    • Sightseeing or passenger flights, in whatever form is legal
    • Payments through the app, insurer partnerships

Pricing for each stage comes after the questions below. Stage 0 is a small fixed fee, and Stage 1 gets a fixed quote once we've agreed on version 1.

Your turn

A few questions

Tap what fits. Skip anything you're unsure about, and "not sure yet" is a fine answer. Your answers go straight to me.

About you
Goal and budget

1. Is this a business, or a community project?You said money isn't the goal. Hosting, support and verification still cost something every month.

2. What budget do you have in mind for the first version?

4. Day to day, who runs it?

Who it's for first

5. If version 1 could serve only one group, which?

6. Sightseeing and passengers: needed at launch, or later?This is the Flytenow question. Waiting is the safer path.

7. Where does it start?

Legal, insurance and money

9. Are you willing to get an aviation attorney's opinion before we build?

10. Insurance: should the app check coverage, or leave it to the pilots?

11. Should money go through the app?

Trust

12. What must be checked before someone can match? Pick all that apply.

13. Reviews after each flight?

The app itself

14. Phone app, website, or both?A web app that works on phones is faster and cheaper to launch. App Store apps can follow.

15. How should matching feel? Pick any.