Six Figure Work

Assistant Chief Pilot

Wing

Company websitewing.com (Wing, opens in new tab)

Base salary $140K  to $148K

Employer-published annual base salary, USD. Advertised base range in Durham, NC

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  • LocationDurham, NC
  • WorkplaceWorkplace not stated
  • Status at last checkSource accepting applications when checked
  • Last checked (2 h ago) · observed since

About this job

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  

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.

Source: Wing on Greenhouse · View original posting (opens in new tab)

This range next to 6 other live Wing roles with the nearest advertised base floor
Chart as a table
This range next to 6 other live Wing roles with the nearest advertised base floor
RolePublished base
Assistant Chief Pilot (this listing)$140K - $148K
Senior SAP Solutions Architect$140K - $185K
Senior Talent Partner$140K - $180K
UTM Regulatory and Standards Manager$154K - $204K
Senior Manager of Accounting, Fixed Assets & Logistics$159K - $207K
Manufacturing Software Test Engineer$162K - $172K
Pilot-in-Command Manager$116K - $123K

Same $100K to $400K scale as every card. All Wing roles · How to read the bar

Observed changes

  1. First observed on the employer's board
  2. Began meeting the published-salary criteria
Observed since
Employer-stated posting date
2026-09-18
Where this pay comes from

Location as the employer wrote it: Durham, North Carolina, United States

$140,000—$148,000 USD

Method
Employer text, read with fixed rules and re-verified
Checked
Rule set
us-base-v2

The pay passage appears in the employer's own job text. Fixed, deterministic rules located it, and the passage below was checked against the stored copy of the posting.

What we verified

  • The pay figures come from the employer's own listing, quoted exactly above.
  • The pay is an annual base salary in US dollars with a minimum of at least $100,000.
  • The role was publicly listed on the employer's job board when last checked.

We do not verify what the employer will actually offer, whether the employer is still recruiting for the role, or anything beyond what the employer published. Full methodology.