FlyWith launches invitation-only app letting private jet passengers share flights and costs with friends

FlyWith, a new invitation-only platform, launched to let members share private jet flights and split costs with friends or fellow members before boarding. The app offers three modes: Host, where a member charters a jet and decides how to share available seats with friends, mutual friends, or all members; Join, where members browse and book seats on flights hosted by others; and Propose, where a member gauges interest from others before committing to a booking. FlyWith handles payment splitting, aircraft selection, and logistics within the platform.

Guy Oseary, co-founder of venture-capital firm Sound Ventures, co-founded FlyWith and brought on Brian Corbett as CEO. Corbett previously held roles at luxury hospitality brands Inspirato and Exclusive Resorts before leading infrastructure company Ross Aviation. FlyWith has partnered with Executive Jet Management — owned by NetJets — to access a fleet of super-midsize and large-cabin aircraft typically seating eight to ten passengers. The company has also partnered with private clubs and brands including Discovery Land Company, Zero Bond, and Crane Club to source and vet potential members.

Around 40 percent of private fliers say they would like to share private flights, according to FlyWith. The company has been trialing the program since August and completed its first test flights earlier this month. An official launch is planned for October, with pricing and further details to be shared upon invitation. Initially, FlyWith will operate in North America, with international expansion planned as a future step.

Seat-sharing among private fliers has circled the charter market for years as a way to offset the industry's chronic empty-leg problem, and FlyWith's structure — gating access through invitation and partner clubs rather than open marketplaces — reflects how operators try to preserve exclusivity while chasing utilization. Routing bookings through Executive Jet Management gives FlyWith supply without owning aircraft, a path several charter brokers and membership programs have used to scale without the capital intensity of fleet ownership.

Whether the model holds depends on factors the stated figures don't resolve: how pricing is structured once the October launch reveals it, how liability and insurance are handled when strangers from a shared club network board the same aircraft, and whether the 40 percent of fliers who say they want to share flights actually convert into paying, repeat participants. The partner-club sourcing strategy, through Discovery Land Company, Zero Bond, and Crane Club, will determine how fast the member base grows and how tightly curated it stays.

The October launch and its pricing disclosure are the next concrete markers, alongside how quickly FlyWith moves beyond North America once the initial rollout is tested.