Pilot-in-Command Manager

Wing•Durham, NC

11d•$116,000 - $131,000•Onsite

About The Position

At Wing, we are redefining the future of aviation and delivery. We are looking for an inspiring and proactive Pilot-in-Command Manager to join our pioneering Flight Operations team. In this onsite role based in Durham, NC or Dallas, TX, you will play a pivotal role in shaping daily flight operations, serving as a dedicated PIC people manager for Wing’s commercial drone delivery service. Reporting directly to our Assistant Chief Pilot, you’ll ensure the operational readiness, availability, and high-level performance of your team of sUAS Flight Operators (PICs). You’ll lead with confidence and empathy, fostering team growth and maintaining seamless operational excellence. If you bring at least one year of successful leadership experience with small teams, a year or more as a PIC in Part 135 commercial drone delivery operations, and an unyielding passion for aviation, this is your opportunity to make a lasting impact in an industry taking flight. This position is subject to Wing’s Drug and Alcohol testing policy in accordance with company procedures and DOT/FAA regulatory standards. Wing is a Zero Tolerance Drug Free Workplace. All prospective employees in FAA/DOT-regulated roles are subject to pre-employment drug testing. Any applicant applying to a FAA/DOT regulated role who has previously tested positive on any required drug or alcohol test at a former employer will be considered ineligible for employment with Wing.

Requirements

Current FAA Part 107 Remote Pilot certificate. If applicable, Part 107 recurrent certificate: only the ALC-677 course is accepted
Current driver’s license and clean driving record within the last 36-months
3+ years experience with commercial or public UAS operations, or university level education and training in civil UAS operations
2+ years of people management experience with 5+ direct reports or more in aviation, transportation, or other safety critical operations
Must possess an FAA First, Second, or Third Class Medical Certificate, that has been issued within the previous 36 months, or obtain prior to start date
Experience working with web-based monitoring and control systems
Experience with technical or engineering record keeping-methods and tools
Ability to communicate clearly in spoken and written English
Ability to work a rotating 7-day schedule within crew duty time limits, including weekends and holidays
Willingness to travel to complete initial and recurrent training
Ability to work independently and in teams while still maintaining rigorous attention to detail
Ability to maintain attention to detail for extended periods in a monitoring role
Willingness to meet Pilot Records Database (PRD) consent requirements
Technical background aligned with the intricacies of operating a last-mile delivery network
Demonstrated experience mentoring individual contributors to support their individual growth
Independent problem-solving capability under ambiguous conditions

Responsibilities

Maintain rigorous FAA qualifications and consistently operate as a Part 135 Pilot-in-Command (PIC) to execute safe, efficient missions for Wing’s advanced autonomous drone delivery network.
Direct, mentor, and manage a dedicated crew of 7-9 PICs, cultivating a culture of safety, accountability, and operational excellence.
Champion the skill development and career progression of your team through continuous coaching, performance evaluations, and targeted technical training.
Partner closely with the Chief Pilot and Assistant Chief Pilot to optimize and maintain the continuous readiness of PIC Stations, Operations Rooms, and all critical aviation infrastructure.
Orchestrate comprehensive onboarding and training programs for new hires, accelerating their path to proficiency while ensuring strict adherence to company and regulatory standards.
Provide strategic, subject-matter expertise to support Wing’s public relations, community engagement, and government regulatory outreach initiatives.
Exercise impeccable judgment and maintain absolute confidentiality when handling sensitive strategic, technical, and personnel information.