Real Estate Development and Property Oversight

Glenn Allyn dedicated 15 years to the real estate sector, where he built a parallel career as a developer and property manager. His involvement spanned residential and commercial properties, giving him practical, in-depth experience with every property development and management phase. He directed construction projects from the ground up, consistently meeting timelines, budgets, and structural quality.

Glenn was also responsible for overseeing day-to-day property operations, including tenant coordination, leasing arrangements, and maintenance workflows. His leadership in these areas helped create efficient, well-run buildings that met the needs of both investors and residents. He gained a broad understanding of asset life cycles and value optimization by managing both development and long-term property performance.

His real estate work also sharpened his ability to navigate investment strategy, risk assessment, and operational logistics. Whether planning multi-unit builds or managing lease portfolios, Glenn demonstrated an ability to balance vision with execution. His role often required coordinating with contractors, legal teams, and financial partners while maintaining apparent oversight of physical assets. This hands-on, multifaceted experience added a new dimension to his professional toolkit. It strengthened his capacity for strategic planning, resource management, and business leadership, which later enhanced his effectiveness in aviation operations and legal practice. Glenn’s time in real estate played a vital role in shaping his disciplined, results-driven approach across all career areas. 

Piloting and Early Aviation Roles

His passion for flying led him to become a captain at Northeast Jet in Allentown, Pennsylvania. Later, he was appointed Director of Operations for Tab Aviation, which had offices in New York and New Hampshire. These roles helped him develop operational oversight skills while accumulating thousands of hours in the cockpit. He handled crew coordination, flight schedules, and compliance with aviation standards.

Experience in Aircraft Brokerage and Sales

Glenn B Allyn later worked at Best Jets, Inc. as a broker and sales associate, managing jets, turboprops, helicopters, and other aircraft transactions. He led all these deals, from sourcing aircraft to closing contracts. He also coordinated inspections and guided clients through complex purchasing or selling decisions, deepening his knowledge of aviation markets and regulations.

Leadership and Risk Oversight in Aviation

While serving as Chief Pilot at M’Air Aviation, Glenn Allyn oversaw pilot operations, safety protocols, and regulatory compliance. He was central in coordinating fleet activity, ensuring each flight adhered to strict operational standards. In addition to managing flight crews, he supported aircraft sales and helped facilitate related services, combining technical oversight with client-facing responsibilities. His leadership in this role strengthened his skills in risk management, logistics, and team supervision. These responsibilities laid the groundwork for the next phase of his aviation career, positioning him for expanded leadership within the industry.

Flying Zebra and Private Charter Services

For over seven years, Glenn has led Flying Zebra, a private charter company based at Westchester County Airport in New York. The company operates flights throughout the contiguous United States, Canada, the Bahamas, and the Caribbean. Its fleet includes several Pilatus PC-12 aircraft, known for their efficiency and reliability in regional travel. Under his leadership, the company maintains high safety standards and offers flexible scheduling for a broad client base.

In addition to acting as Chief Pilot, he handles pilot training compliance, flight tracking, charter coordination, and aircraft maintenance. He also manages insurance matters, leasing programs, warranty tracking, and documentation required for FAA compliance. His work includes consulting on tax-related issues such as ownership deductions and lease structures.

Flight Credentials and Documentation Expertise

Glenn Allyn has accumulated over 30,000 flight hours, with over 22,000 as a lead pilot. His experience spans jets, turboprops, and helicopters, with 1,600 hours dedicated to rotary-wing aircraft. He is authorized to conduct charter operations as a certified Part 135 FAA operator. His background includes authoring aviation documents such as SMS protocols, emergency response manuals, DOT and Canadian AOC applications, and HZMAT compliance materials.

Expanding Access to Remote Destinations

Through Flying Zebra, he has broadened the availability of private air travel to include remote areas often unreachable by commercial airlines. The company’s charter services are focused on customer needs, flexible access, and a strong safety record. His leadership reflects consistent attention to regulatory detail, client satisfaction, and service integrity.

Recreation and Athletic Pursuits

Beyond his professional commitments, Glenn Allyn leads a highly active lifestyle centered around physical endurance and outdoor adventure. His hobbies include golf, distance running, cycling, scuba diving, kiteboarding, waterskiing, and biathlon. He’s also passionate about motorsports and participates in shooting disciplines such as trap and skeet. A lifelong skier, Glenn has competed in both amateur and professional events, showcasing his freestyle and alpine racing skills. These activities reflect his drive, focus, and love for performance under pressure—qualities that define his leadership and aviation approach.

Continued Focus

Glenn Allyn actively leads Flying Zebra and manages the company’s daily operations. From flight coordination and regulatory oversight to client service and aircraft maintenance, he maintains a hands-on approach that reflects his commitment to excellence. His diverse background in law, aviation, and real estate gives him a well-rounded perspective on operational strategy and compliance. Under his leadership, Flying Zebra continues to deliver safe, reliable, and customized private aviation services to a broad client base. Glenn’s ability to integrate precision, professionalism, and efficiency aligns the company with the highest industry standards.

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