Glenn B. Allyn, a native of New York, has consistently prioritized leadership and management throughout his educational journey. He began his higher education at Hartwick College in Oneonta, New York, earning a Bachelor of Arts in Management. This degree laid the groundwork for developing his organizational and strategic skills, equipping him with the tools necessary to lead effectively across various business environments.
Following his undergraduate studies, Glenn advanced his education by pursuing a Juris Doctor at the Benjamin N. Cardozo School of Law in New York City's heart. His legal training gave him a deep understanding of regulatory frameworks, critical thinking, and advocacy. This blend of management principles and legal expertise became the cornerstone of his multifaceted career.
His professional journey began in the automotive sector, where he worked as a sales manager at a dealership in Nyack. After earning his law degree, he entered the legal field, joining respected firms in New York City and White Plains. Over time, he became a partner at two law firms. His legal practice centered on aviation law and ski area liability. Early in his legal career, he was involved in cases related to major air disasters, dealing with complex reinsurance issues that required both precision and sensitivity.
His legal work in ski liability was supported by direct experience in the field. Glenn coached youth ski teams for athletes aged 12 to 15 and served as a staff instructor and trainer at a ski resort. His coaching duties involved technical training, mental preparation, and developing race strategies in slalom and giant slalom events. These roles helped him understand the intersection of sports instruction, safety, and risk mitigation—insights that informed his legal and aviation practices.
For over a decade, he expanded his professional portfolio to include real estate. As a builder and developer, he managed commercial and residential properties. His responsibilities included overseeing construction, managing tenants, and ensuring property maintenance met local standards. His hands-on approach increased his reputation for operational reliability across various business types.
Glenn B Allyn entered the aviation industry as a Learjet captain for Northeast Jet in Allentown, Pennsylvania. He later took on a leadership role as Director of Operations at Tab Aviation, New York and New Hampshire. These positions helped him gain valuable flight hours and deepen his understanding of aviation operations. His responsibilities included managing crews, ensuring compliance, and coordinating logistical support for flight schedules.
Glenn later served as a five-year broker and sales associate with Best Jets, Inc.. His role included selling a range of aircraft types, such as jets, turboprops, helicopters, and seaplanes. He handled the whole transaction cycle, from evaluation to contract finalization, ensuring smooth exchanges between buyers and sellers. His experience in aircraft sales contributed to his well-rounded aviation knowledge, especially in valuation and compliance.
As Chief Pilot for M’Air Aviation, he supervised flight operations, risk analysis, pilot coordination, and aircraft sales. His work also included overseeing documentation, insurance, and company procedures. These experiences allowed him to fine-tune his aviation leadership and service delivery skills while preparing for his venture in the aviation business.
He has led Flying Zebra, a private air carrier based at Westchester County Airport in New York, for several years. The company serves locations throughout the United States, Canada, the Caribbean, and the Bahamas. Its fleet includes Pilatus PC-12/45, PC-12/47, and PC-12 NG. Under his direction, Flying Zebra emphasizes safety, scheduling efficiency, and client service.
His responsibilities include managing pilot training, tracking aircraft, coordinating charter schedules, overseeing maintenance, and ensuring compliance with FAA regulations. He also handles tax-related matters for aviation clients, including operational deductions and lease structures. Additionally, he manages warranty programs and prepares documentation related to airworthiness and federal certifications.
Glenn Allyn boasts an impressive total of over 30,000 hours spent in the cockpit, with more than 22,000 hours flown as the pilot in command. His extensive flying experience covers various aircraft types, including jets, turboprop airplanes, and helicopters. He has dedicated approximately 1,600 hours to rotary-wing aircraft, highlighting his versatility across different aviation platforms. Glenn holds FAA Part 135 certification, which authorizes him to operate on-demand charter and commercial flight services. This certification underscores his expertise in meeting stringent regulatory standards and managing complex flight operations safely and efficiently.
Beyond his time flying, Glenn has contributed significantly to aviation's regulatory and procedural side. He has developed numerous critical aviation documents to ensure safe and compliant operations. Among these are Safety Management System (SMS) plans, which establish protocols for managing risks and maintaining high safety standards. Additionally, Glenn has crafted emergency response plans to prepare crews and operators for various in-flight contingencies. His work extends internationally, including authoring Canadian Air Operator Certificate (AOC) applications, which enable companies to conduct commercial operations in Canadian airspace. He has also produced Hazardous Materials (HZMAT) compliance manuals, ensuring that dangerous goods are transported according to strict regulations.
Through Flying Zebra, Glenn has broadened the scope of private travel by focusing on destinations not commonly served by commercial airlines. His company provides efficient, client-focused flight options to remote and niche locations. His leadership is driven by an understanding of operational discipline, safety compliance, and customer needs, making his service accessible and dependable.
Outside of work, he enjoys a range of outdoor and athletic activities. His interests include cycling, golf, kiteboarding, biathlon, running, and scuba diving. He is also active in motorcycling and sport shooting disciplines such as skeet and trap. A dedicated skier, he has competed in amateur and professional freestyle events, including moguls and aerials.
Glenn Allyn remains fully committed to guiding Flying Zebra with the same focus, precision, and professionalism that have shaped his diverse career. Drawing on an extensive background in aviation, legal practice, and real estate development, he brings a rare combination of strategic insight and operational know-how to the company’s leadership. His day-to-day involvement ensures that every element of the business—from flight operations and regulatory compliance to customer service and aircraft management—meets the highest performance and reliability standards.
What sets Glenn apart is his ability to integrate experience from multiple industries into a cohesive, forward-thinking leadership style. His legal training equips him to navigate complex regulatory environments, while his years in real estate contribute to his strengths in long-term planning and asset management. Combined with thousands of hours as a professional pilot, these skills allow him to approach private aviation with a deep understanding of the industry's technical and business sides. Under Glenn’s leadership, Flying Zebra has established a reputation for dependable, safe, and flexible charter services. He works closely with clients, pilots, and regulatory bodies to ensure that the company meets expectations and consistently exceeds them. His hands-on approach, paired with a commitment to accountability and safety, has positioned Flying Zebra as a trusted name in private aviation.