F

Fly Alliance

Private aviation services: charters, memberships, ownership

Gulfstream Second in Command

Full-TimeUpdated on 10/21/2026
No salary listed
Mid
Orlando, FL, USA
In PersonMust reside on the East Coast; preference for residence near Orlando, Opa-locka, Teterboro, or Boston-area locations. Extensive travel during scheduled rotations, including overnight stays.
Vehicle Operation & DeliveryPassenger Transport Driving

About the job

Requirements
  • Commercial Pilot Certificate with Instrument Rating.
  • Valid FAA First Class Medical Certificate.
  • Must meet Fly Alliance and FAA minimum flight-hour and qualification requirements.
  • Must be qualified and current for assigned flight duties.
  • Strong knowledge of FAA regulations and professional flight operations.
  • Strong Crew Resource Management, communication, and decision-making skills.
  • Ability to remain calm and make sound decisions in changing or emergency situations.
  • Ability to successfully complete all company-required training and qualification requirements.
  • High school diploma or GED.
  • Must be authorized to work in the United States.
  • Must reside on the East Coast, preferably near Orlando, Opa-locka, or Teterboro.
  • Must be able to safely perform physical requirements including moving throughout the aircraft and confined spaces; sitting for extended periods; climbing, bending, stooping, kneeling, and crouching; and handling baggage or equipment weighing up to 75 pounds.
  • Must satisfy applicable FAA medical and physical requirements and safely occupy the assigned cockpit or jump seat with required restraints properly fastened.
Responsibilities
  • Serve as Second in Command and assist the Captain in the safe and efficient operation of assigned flights.
  • Coordinate closely with the Captain and other flight crew members throughout all phases of flight operations.
  • Assist with flight planning using applicable weather information, NOTAMs, airport information, and other operational resources.
  • Conduct appropriate preflight inspections and assist in determining aircraft airworthiness in accordance with FAA regulations and company procedures.
  • Assist with fuel planning, weight and balance, load manifests, and other required preflight documentation.
  • Safely and effectively operate the aircraft in accordance with the Captain’s direction, FAA regulations, and company policies and procedures.
  • Maintain a thorough working knowledge of the aircraft, applicable FAA regulations, company manuals, policies, and standard operating procedures.
  • Communicate weather, turbulence, and other operational factors that may affect the flight, crew, or passengers.
  • Assist with the proper handling of passengers, baggage, cargo, and aircraft while at the terminal or FBO.
  • Complete required flight documentation and operational records accurately and on time.
  • Maintain required qualifications, currency, medical certification, and training.
  • Support effective Crew Resource Management and maintain clear, professional communication with the Captain, Flight Operations, Maintenance Control, Crew Scheduling, and other operational teams.
  • Actively support the company’s Safety Management System and safety culture.
  • Maintain a professional appearance and represent Fly Alliance with professionalism and hospitality.
  • Participate in ongoing professional training and development to strengthen flight skills, knowledge, and capabilities.
  • Perform other flight-related duties as assigned by the Captain, Fleet Captain, or Chief Pilot.
Desired Qualifications
  • Previous Part 135 charter experience.
  • Gulfstream experience and/or an applicable type rating.

About the company

Fly Alliance provides private aviation services, including on-demand private jet charters, fixed-rate jet card memberships, fractional ownership, and aircraft management. Its offerings are vertically integrated, combining flight operations with in-house maintenance, parts sales, and support, and it operates Part 135 charters through its Wing Aviation partner. The jet card program uses fixed one-way pricing with guaranteed availability and all-inclusive rates covering fuel and taxes, while customers can also buy fractional shares and access maintenance and parts services from a single provider. The company aims to deliver turnkey private flight solutions for executives and luxury travelers, expanding its fleet, memberships, and service network through strategic partnerships and growth.

Company Size

51-200

Company Stage

N/A

Total Funding

N/A

Headquarters

Ocoee, Florida

Founded

2019

Get referred to Fly Alliance

See people who can refer or advise you

Simplify Jobs

Simplify's Take

What believers are saying

  • July 2026 investment and banking partnership strengthened Fly Alliance’s balance sheet.
  • Fly Alliance reported 25.6% growth from 2024 to 2025 and 25 aircraft.
  • March 2026 India entry and Dubai expansion broaden revenue beyond U.S. charter demand.

What critics are saying

  • June 2026 Delaware litigation over Fly Alliance Maintenance capital calls exposes governance strain.
  • August 2026 parts-business sale to Kevin Wargo shows dependence on founder-linked restructuring.
  • Management buyout and asset sales signal an existential cash and control reset if growth stalls.

What makes Fly Alliance unique

  • July 2026 buyout kept Tasca, Wargo’s founding playbook intact.
  • Fly Alliance runs charter, fractional, maintenance, and parts under one platform.
  • Jet Paw Lounge at Teterboro targets affluent pet travelers with dedicated infrastructure.

Help us improve and share your feedback! Did you find this helpful?

Benefits

  • Health Insurance
  • Dental Insurance
  • Vision Insurance
  • Short-Term and Long-Term Disability Insurance
  • Paid Holidays
  • Paid Vacation
  • Paid Time Off
  • 401(k) Company Match
  • Profit Share

Company News

Fly Alliance
Jul 3rd, 2026
Christopher Tasca named CEO of Fly Alliance.

Christopher Tasca named CEO of Fly Alliance. * July 3, 2026 Orlando, FL - July 2, 2026 - Fly Alliance is proud to announce that co-founder and President Christopher Tasca has been named Chief Executive Officer following a management buyout of the company. Co-founder Kevin Wargo, who has led Fly Alliance as CEO since its launch in 2019, will continue to serve the organization as a member of the Advisory Board. Terms of the transaction were not disclosed. New investment, stronger foundation. Alongside the leadership transition, Fly Alliance has secured a significant institutional equity investment and established a strategic banking partnership. In a letter to customers, Tasca said the new relationships "provide the financial foundation for our next phase of growth," strengthening the company's balance sheet and providing the financial flexibility to execute its long-term vision with confidence. Built on momentum. Since its founding in 2019, Fly Alliance has grown into the 14th-largest private jet operator in the United States based on combined charter and fractional flight hours, recording 25.6% year-over-year growth from 2024 to 2025. The company currently operates 25 aircraft on its charter certificate, including nine large-cabin Gulfstream jets and a comparable number of Cessna Citation XLS and Sovereign aircraft, with roughly a half dozen more expected to join the fleet in the coming months. Plans call for standardized cabin interiors and Starlink or Galileo Wi-Fi across the fleet. What comes next. The new investment allows Fly Alliance to keep reinvesting where it matters most: the business units that consistently deliver exceptional performance, operational infrastructure, technology, and the teams that keep the company at the front of the industry. Fly Alliance will also continue restructuring and modernizing its managed aircraft fleet to ensure it operates the right aircraft for its owners, its members, and long-term profitability. Beyond its established jet card, fractional, aircraft management, and parts businesses, the company plans an expanded focus on the wholesale charter market, where it sees a white-label opportunity. Global growth continues as well: over the past two years, Fly Alliance has opened offices and become operational in San Marino, Dubai, and India, while maintaining dual headquarters in Orlando, Florida, and Rhode Island. A partnership that built Fly Alliance. Tasca and Wargo's partnership dates back to Dumont Aviation, where Tasca launched the company's first jet card and fractional programs and built that business to $50 million. "Kevin played an instrumental role in building the foundation of Fly Alliance," Tasca said, noting that Wargo's experience and industry knowledge will remain a valuable resource to the Advisory Board. Fly Alliance's leadership transition was first reported by Doug Gollan at Private Jet Card Comparisons.

Cessna 120/140 Association
Apr 8th, 2026
New Teterboro lounge built for canine passengers.

New Teterboro lounge built for canine passengers. Apr 8, 2026 | AVweb Charter operator Fly Alliance is rolling out a canine-specific terminal concept at Teterboro Airport, the company announced Wednesday. Dubbed the Jet Paw Lounge, the facility is being called the first private aviation terminal designed specifically around canine passengers, rather than simply accommodating them. Fly Alliance says the concept reworks the typical FBO experience into a quieter, lower-stress environment for dogs, with separate lounge areas and individual pet suites aimed at reducing preflight anxiety. The space is divided by size and temperament. "Our clients don't travel without their dogs, so we built an experience that reflects that reality. This isn't about accommodating pets - it's about designing the journey around them," said President and Co-Founder of Fly Alliance Christopher Tasca. Fly Alliance says the new lounge builds on seven years of growth and a 2024 expansion into Teterboro, reflecting increasing demand for more personalized, pet-inclusive private aviation. Jet Paw Lounge is expected to open in mid-April. The company says it hopes to bring the concept to other airports, tapping into a market where nearly 38% of private aviation travelers fly with pets.

Business Wire
Apr 7th, 2026
Fly Alliance opens world's first private aviation terminal exclusively for dogs at Teterboro Airport

Fly Alliance has launched Jet Paw Lounge, the world's first private aviation terminal designed exclusively for dogs, opening mid-April at Teterboro Airport in New Jersey. The facility features soundproofed pet suites of approximately 100 square feet, a private dog lounge, and separate zones based on size and temperament. The terminal allows dogs and owners to walk directly from the lounge to aircraft positioned outside, eliminating traditional terminal congestion. Fly Alliance has partnered with pet travel specialists who charter flights through the company, offering individual seats to clients and their dogs on domestic and international routes. Founded in 2019, Fly Alliance plans to expand the Jet Paw Lounge concept to additional aviation markets globally, positioning it as a new standard in pet-inclusive luxury travel.

Fly Alliance
Mar 31st, 2026
U.S. Charter group Fly Alliance set to expand in India.

U.S. Charter group Fly Alliance set to expand in India. * March 31, 2026 U.S. aircraft management and charter group Fly Alliance is preparing to enter the Indian market with an initial $12 million investment. According to CEO Kevin Wargo, the company will start operations in fourth-quarter 2027 with an Embraer Legacy 600 as the first step in a plan to base 10 aircraft in the country over the next 18 months. Fly Alliance has also opened an office in New Delhi to support aircraft owners. Speaking at the recent Corporate Jet Investor conference in India, Wargo said the company will also provide charter flights and maintenance services under a new local brand to be announced soon. India's civil aviation regulator has already cleared Fly Alliance as a foreign approved maintenance organization with authority to work on Bombardier Globals, Cessna Citations, and Hawkers. The company is now finalizing a partnership with a number of Indian maintenance, repair, and overhaul providers. Wargo commented that current Indian restrictions on imported aircraft limit available inventory and choice for customers. The country only allows pressurized business aircraft aged up to 18 years to be imported, and proposals have been made to raise this limit to 20 years. "Although fractional ownership has worked well in the U.S., we will not pursue it in India," Wargo explained. In the U.S., the company offers jet card arrangements for customers wanting better pricing for blocks of flight hours. Florida-based Fly Alliance already has an office in Dubai, where it brokers charter flights. The company is also looking to base aircraft in the UAE.