Managing Director – Aviation & Transportation

Role Overview

• Build relationships with key regulatory bodies and industry stakeholders to support operational readiness
• Lead FAA certification and regulatory approval processes, ensuring full compliance with federal aviation standards
• Establish and maintain robust safety, compliance, and operational frameworks that meet or exceed regulatory requirements
• Serve as the primary executive liaison with FAA regulators and other government agencies, ensuring alignment and responsiveness throughout all regulatory milestones
• Set performance culture, decision-making cadence, and accountability standards from day one
• Define organizational structure, roles, accountabilities, and reporting relationships to support regulatory approval and operational scale
• Foster a high-trust, high-performance culture aligned with both safety excellence and brand aspirations
• Recruit, hire, and lead the foundational executive team across operations, safety, compliance, maintenance, and finance functions
• Develop scalable standard operating procedures (SOPs), governance structures, and systems to support future expansion
• Oversee strategy, operational partnerships, vendor relationships, and readiness milestones
• Define and execute the operational roadmap from planning through launch and early-stage growth
• Balance service delivery with disciplined cost management and uncompromising safety standards
• Ensure operational delivery consistently reflects the positioning and brand promise
• Partner with key stakeholders to shape service standards, service philosophy, and customer experience standards
• Position the business competitively within the travel market
• Integrate service excellence into operational processes, training programs, and frontline accountability
• Maintain transparency and accountability in all board and investor communications
• Present operational progress, regulatory milestones, and financial performance to investors and stakeholders
• Participate in fundraising efforts and represent the company's vision and capability to current and prospective investors
• Serve as the senior executive interface with the Board of Directors, providing strategic updates and seeking guidance on key decisions

Requirements

• Proven experience overseeing organizational development and launch activities, including team formation, systems development, and regulatory processes
• Exceptional judgment and credibility in navigating complex regulatory environments and building trust with government agencies
• Deep commercial aviation regulatory experience, including significant involvement in FAA certification processes
• Strategic and operational versatility: able to think big-picture while driving detailed execution
• High credibility across diverse stakeholder groups, including technical teams, operational staff, board members, and investors
• Ability to operate effectively in complex, high-ambiguity settings with changing priorities
• Willingness to travel extensively and relocate as operational needs require
• Strong command of FAA regulations, safety management systems (SMS), and compliance frameworks applicable to commercial aviation operations
• Proven executive leadership as CEO, President, COO, VP Operations, or General Manager in aviation or similarly regulated, safety-critical industries

Preferred Qualifications

• Experience integrating brand vision with operational execution, ensuring service delivery aligns with market positioning
• Background in aviation or service industries with a focus on customer experience and brand differentiation
• Prior experience as CEO, President, or COO with ultimate P&L and operational accountability
• Direct leadership experience in FAA certification processes for aviation operations
• Experience in private aviation, charter operations, or emerging aviation business models
• Investor-facing leadership experience, including fundraising, stakeholder management, and articulating vision to financial backers
• Experience across multi-site or multi-certificate operating environments is highly valued
• Track record in scaling organizations from startup to mature operational phases

Benefits

• Flexible paid time off (PTO) policy
• 401(k) retirement plan with employer contribution
• Comprehensive health, dental, and vision insurance (employee and family coverage)