Photo Courtesy of: JET365
Alessandro Figliano always knew he was meant to fly. The only question was when. Born and raised in Toronto, he first built a successful career in automation, designing cutting-edge systems that enhanced efficiency and control. But no matter how well business was going, aviation was always in the back of his mind. When the world slowed down during COVID-19, he saw his chance—he enrolled in flight school, earning his commercial pilot’s license in under a year.
“I never had a true passion for home automation—it was a successful business, but it didn’t inspire me the way aviation does. Business operations were progressing smoothly, but I ultimately decided to exit because I lacked personal enthusiasm for the venture,” Figliano explains.
During the COVID-19 pandemic, he took the opportunity to attend flight school, obtaining his commercial pilot’s license within a year. His experience flying across the world in a Seneca 5 aircraft introduced him to a common challenge among high-net-worth individuals—access to private aviation that was both efficient and personalized. Seeing a gap in the market, he founded JET365, a boutique private jet brokerage that prioritizes customer service, safety, and accessibility.
Addressing Gaps in the Private Jet Market
The private aviation sector is expected to reach $41.4 billion globally by 2028, growing at a rate of 5.4% per year, according to a recent Fortune Business Insights report. Yet, many industry challenges remain. Pricing structures often lack transparency, safety standards vary across providers, and customer service can be inconsistent.
JET365 was designed to address these issues by acting as a direct intermediary between clients and vetted aircraft operators. The company partners exclusively with ARGUS-rated and Wyvern-registered operators, ensuring that all flights meet rigorous industry safety benchmarks. These certifications, which audit pilot experience, maintenance records, and operational procedures, provide an additional level of scrutiny that many travelers are unaware of when booking private flights.
Beyond safety, Figliano identified inefficiencies in booking logistics. Many legacy charter services rely on outdated processes, requiring multiple calls, manual quotes, and opaque pricing structures. JET365’s digital platform, currently in development, aims to simplify bookings through a streamlined interface, integrating instant quotes and flexible payment options, including cryptocurrency.
A Jet Card Program with Fixed Rates and Flexibility
One of JET365’s primary offerings is the 365 Jet Card, a prepaid flight program designed to balance cost predictability with booking flexibility. Unlike some competitors that impose steep membership fees, the JET365 model allows clients to purchase flight hours at fixed rates without long-term commitments.
This structure reflects broader trends in the private aviation sector. Industry data from WingX Advance shows that jet card usage increased by 30% from 2019 to 2023, as frequent flyers sought alternatives to full jet ownership. By guaranteeing consistent pricing across different aircraft categories, JET365’s program appeals to business executives and families who require private travel without the operational responsibilities of ownership.
“The private jet experience should be effortless, not a logistical headache,” Figliano said. “We give clients clear pricing and access to a global network without hidden fees or complicated contracts.”
Competing with Larger Players Through Service and Technology
JET365 operates in a sector dominated by well-established firms such as NetJets and XOJet, companies with extensive fleets and deep industry ties. Rather than competing on fleet size, Figliano’s company differentiates itself through personalized service, tech-driven convenience, and a focus on delivering a better experience at more competitive rates.
Specializing in on-demand charter bookings and account management, the company’s upcoming digital platform is nearly complete and approaching its market launch. Designed to simplify the traditionally fragmented booking process, it aims to enhance accessibility and efficiency for private flyers.
Expanding the Business Beyond Charter Services
Beyond flight bookings, JET365 also facilitates aircraft acquisitions, assisting individuals and businesses with purchasing and selling private jets. The aircraft sales market has seen a surge in activity, with pre-owned business jet transactions increasing by 12% in 2023, according to data from JetNet IQ.
Figliano sees this division as a natural extension of the company’s services. Many clients who begin by chartering flights eventually express interest in ownership, and JET365 helps guide them through the transaction, from initial selection to final delivery.
The Next Phase for JET365
While JET365 has built a strong foundation, Figliano is already thinking ahead. The completion of the company’s digital platform remains a key milestone, as does the search for additional investment to accelerate growth.
“There’s still so much inefficiency in private aviation,” Figliano said. “We’re building something that makes flying private easier, safer, and more accessible for those who need it.”
The next few years will determine how JET365 competes against larger firms with deeper resources. Yet, its emphasis on transparency, safety, and technology-driven convenience offers an alternative for private flyers who seek a more tailored experience. Whether through streamlined digital booking, flexible jet card solutions, or aircraft sales, the company is positioning itself to be a relevant player in an industry that continues to evolve.
To increase brand awareness and client engagement, the company has also introduced promotional initiatives, such as its First-Time Flyer Campaign. New clients who book a flight receive either a custom Rimowa suitcase, a $1,000 travel credit, or a complimentary round of golf when flying to the Masters with JET365—an effort designed to introduce high-net-worth individuals to the company’s services.
