Assistant Chief Pilot

Wing

$140K — $148K *
Transportation
8 - 10 years of experience
Job Overview by Ladders

Qualifications

  • 8+ years of experience in UAS operations or relevant educational background in civil UAS or military equivalent
  • 5+ years of people management experience with direct reports in safety-critical operations
  • 3+ years as a Pilot-in-Command (PIC) in Part 135 commercial drone delivery operations
  • Current FAA Part 107 Remote Pilot certificate and valid Third Class Medical Certificate
  • Extensive knowledge of aviation regulatory frameworks

Responsibilities

  • Assist the Chief Pilot in ensuring safe, compliant daily operations
  • Manage operational performance and staffing for PICs
  • Support regulatory and operational teams alongside Chief Pilot
  • Maintain qualification as a Part 135 PIC for drone delivery operations
  • Facilitate team development and onboarding of new crew members
  • Oversee operational readiness of control centers and equipment
  • Support public and government outreach efforts

Benefits

  • Onsite position in Dallas, Texas
  • Up to 20% travel required
  • Zero Tolerance Drug Free Workplace
  • Pre-employment drug testing in accordance with FAA/DOT regulations
  • Opportunity to shape the future of autonomous aviation
Full Job Description
About the Role:

Wing is looking for an Assistant Chief Pilotto join our Flight Operations team. This role is based onsite in Dallas, Texas. 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

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