Assistant Chief Pilot

About Wing:

Wing offers drone delivery as a safe, fast, and sustainable solution for last mile logistics. Consumer appetites for on-demand services are increasing, but current delivery methods are inefficient, costly, and contribute to road accidents and air pollution. Wing’s fleet of highly automated delivery drones can transport small packages directly from businesses to homes on-demand, in minutes. We design, build, and operate our aircraft, and offer drone delivery services on two continents. Our technology is designed to be easy to integrate into existing delivery and logistics networks, offering a scalable drone delivery solution for a broad range of businesses. Wing is a part of Google's parent company, Alphabet, and our mission is to create the preferred means of delivery for the planet. If you're ready to do the greatest work of your life, come join us.

About the Role:

Wing is looking for an Assistant Chief Pilot to join our Flight Operations team. This role is based onsite in Durham, North Carolina. As our Assistant Chief Pilot, you will play a pivotal leadership role in shaping the future of autonomous aviation. Reporting directly to the Chief Pilot, you will inspire, lead, and empower our Pilot-in-Command (PIC) Managers and sUAS Flight Operators, ensuring operational excellence, mission readiness, and continuous team development across Wing's commercial drone delivery service. If you are an experienced leader with 8+ years of managing-high performing teams in safety-critical environments and are passionate about driving cutting-edge flight operations, we want to hear from you.

Note: This position is subject to Wing’s Drug and Alcohol testing policy in accordance with company procedures and DOT/FAA regulatory requirements. 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 .

What You’ll Do:

Assist the Chief Pilot in overseeing the safe and compliant daily operation of Wing’s delivery business in the United States, including ongoing commercial delivery operations and demonstrations/tests for regulators and other external stakeholders

Work closely with the Chief Pilot to manage PIC operational performance, availability, readiness, and scheduling

Work closely with the Chief Pilot to support Policy, Regulatory, Operations, and other teams

Maintain qualification for and function as a Part 135 Pilot-in-Command for Wing’s highly autonomous drone delivery service on a regular basis

Function as a people manager for a team of 3-5 PIC Managers

Enable professional and skill development of the PIC Managers and PICs on your team

Assist the Chief Pilot with ensuring the readiness and availability of PIC Stations and Operations Rooms and associated equipment

Facilitate onboarding of newly hired crew members

Exercise specific delegated operational authority on behalf of the Chief Pilot or Director of Operations, including as a duty Remote Operations Control Center supervisor

Directly support Wing’s public and government outreach efforts

Maintain strict confidentiality when dealing with sensitive information

Travel within the United States (up to 20%) required and sometimes for extended periods

What You’ll Need:

8+ years of experience with commercial/civil or public UAS operations or university-level education and training in civil UAS operations or military equivalent

5+ years of people management experience with 5+ direct reports or more in aviation, transportation, or other safety-critical operations

3+ years of experience as a PIC in Part 135 commercial drone delivery operations or equivalent, and a passion for aviation and the ongoing development of this new industry.

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

Must hold a valid FAA Third Class Medical Certificate (or higher) with an issuance date within the previous 36 months

Extensive knowledge and experience working with an aviation regulatory framework

A determination to recruit and foster the development of diverse teams

Experience with technical or engineering record keeping methods and tools

Experience working with web-based monitoring and control systems

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

Willing to meet Pilot Records Database (PRD) consent requirements

The US base salary range for this full-time position is the salary range below + bonus + equity + benefits. Wing’s salary ranges are determined by role, level, and location. Your recruiter can share more about the specific salary range for your location during the hiring process.

Salary Range

$140,000 — $148,000 USD

Wing is an equal opportunity employer and it is Wing's policy to comply with all applicable national, state and local laws pertaining to nondiscrimination and equal opportunity. Employment at Wing is based solely on a person's merit and qualifications directly related to professional competence. Wing does not discriminate against any employee or applicant because of race, creed, color, religion, gender, sexual orientation, gender identity/expression, national origin, disability, age, genetic information, veteran status, marital status, pregnancy or related condition (including breastfeeding), or any other basis protected by law.

If you have a need that requires accommodation during the interview process due to a disability or special need, please let us know by completing our Candidate Accommodations Request Form .