---
title: 'Ground Crew Evaluator at Wing'
canonical: 'https://feeny.ai/job/ground-crew-evaluator-wing-dallas-avp3mke04tnj'
type: 'job'
last_seen: '2026-09-09'
---

# Ground Crew Evaluator at Wing

- **Company:** Wing
- **Location:** Dallas, TX
- **Compensation:** $123k–$131k
- **Posted:** 2026-08-18
- **Last confirmed live:** 2026-09-09
- **Apply:** https://wing.com/careers/8660264002?gh_jid=8660264002

## Job description

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 a Ground Crew Evaluator to join our Aviation Training and Operational Readiness team based in Dallas, TX. As a Ground Evaluator, you are responsible for the execution of Wing’s training programs and crew role qualification evaluations for ground support operations, supporting Wing’s global flight operations. The primary focus of this role is to train, evaluate, and qualify ground support crew-members to operate the Wing system. You will execute training plans for individuals or groups of crew-members and prepare them to satisfactorily complete qualification evaluations (initial, recurrent, and re-qualification). A significant portion of your role will be to conduct qualification evaluations and ensure that crew-members demonstrate the knowledge and skills to meet safety and competency standards. You will also play a key role in the development and validation of training materials, methods, and content for all Wing training programs.

In order to maintain proficiency and expertise, you will also be scheduled and function as a line crew-member for qualified roles. Wing Instructors and Evaluators will report to the Training Lead to support our focus on standards and compliance with our safety culture.

What You’ll Do:

- Earn Part 135 Wing Ground Check Pilot (Ground Evaluator) designation and conduct role qualification evaluations (“check rides”) for ground support operators and visual observers.
- Conduct training for ground support crew positions on the Wing UAS delivery system (Ground Crew Instructors, Ground Support Operators & Visual Observers).
- Develop and deliver various types of train-the-trainer curriculum.
- Function as an FAA approved crewmember (Ground Crew Instructor, Ground Support Operator & Visual Observer) when scheduled (around 20% of total effort).
- Develop training materials, methods, and training syllabus used to conduct training. Provide expertise for creating learning module content; review lessons for accuracy and provide feedback.
- Validate training material, support testing and evaluation to establish procedures, and collaborate as a subject matter expert (SME) with cross-functional team members.
- Conduct specialized and advanced training support as needed.
- Conduct group classroom events and practical events in a training laboratory and in the field to qualify ground support operators and visual observers.
- Conduct remedial, differences, initial, mission, and recurrent training.
- Plan, schedule, and execute individual training events.
- Assess, debrief, and document the performance of trainees during training events and qualification evaluations.
- Assist in the record generation and audit processes for flight operations training programs and qualification evaluations.
- Prepare and sign off students for check rides and evaluations conducted by the FAA, Wing Check Pilots, or Wing Ground Evaluators.
- Support training events and checkride evaluations by bolstering training scenarios and acting as a FitBIT Operator, using OpenSky.

What You’ll Need:

- A minimum of 12 months of relevant experience as a Wing Ground Support Operator.
- Current FAA Part 107 Remote Pilot Certificate.
- Current driver’s license and clean driving record within the last 36 months.
- FAA Fundamentals of Instruction (FOI) test completed and passed.
- Ability to complete Wing Ground Crew Instructor qualification requirements within 30 days of start.
- Demonstrated experience and knowledge of aviation/flight manuals, training packages, and UAS operations procedures.
- Excellent verbal and written communication skills.
- Deep understanding of effective teaching strategies and ability to apply them across disciplines.
- Demonstrated experience as a trainer, instructor, educator, or coach.
- Technical expertise and familiarity with UAS and the ability to operate, troubleshoot, and solve deficiencies to keep training on track.
- Ability to travel domestically within the US (up to 50%) and internationally (up to 5%).

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 $123,000—$131,000 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](https://forms.gle/5wEF3MvTtEckFyAM8).

## About Wing

## Company Overview
- **One-liner**: Wing is an Alphabet company that operates a fleet of lightweight, highly automated delivery drones to transport small packages directly from businesses to homes in minutes.
- **Entity Type**: Private (Subsidiary of Alphabet Inc.)
- **Headquarters**: Palo Alto, California, United States
- **Founded**: 2012 (started in the labs of X, Alphabet's Moonshot Factory)
- **Founders**: Not publicly listed as individual founders; originated as a project within X (Alphabet's Moonshot Factory)

## Core Business
- **Primary industry/industries**: Drone Delivery / Last-Mile Logistics / Aviation Technology
- **Target customers**: B2B (retailers like Walmart, DoorDash) and B2C (consumers receiving deliveries)
- **Mission or purpose statement**: "We’re working to make delivery more convenient, sustainable, and accessible" [wing.com](https://wing.com/careers)

## Products & Services
- **Drone Delivery Service**: A fully operational, FAA-approved commercial drone delivery service that delivers small packages (food, medicine, household essentials) directly to homes in minutes. The service is integrated with major retailers like Walmart and DoorDash. [wing.com](https://wing.com/)

## Market Standing
- **Valuation/Market Cap**: Not publicly disclosed (Alphabet subsidiary)
- **Key Metric**: Over 1 million residential deliveries completed; operates one of the largest aircraft fleets in the world [wing.com](https://wing.com/about)
- **Notable Investors/Partners**: Alphabet Inc. (parent company), Walmart, DoorDash. Executive team includes experience across aerospace, technology, and consumer brands [wing.com](https://wing.com/about)
- **Growth Signals**:
    - Headcount of 465 employees (+11.6% YoY) [LinkedIn](https://www.linkedin.com/company/wing)
    - Expanding to nearly 20 U.S. metros with a network of 270+ Walmart stores for coast-to-coast U.S. scale (announced 2025/2026) [wing.com](https://wing.com/about)
    - Received first FAA Part 135 Air Carrier Certificate for drone operations in 2019 [wing.com](https://wing.com/about)
    - Strong partnerships with Walmart and DoorDash [wing.com](https://wing.com/about)

## Competitive Advantages
- **First-mover advantage**: First company to receive FAA approval for commercial drone delivery to homes in the U.S. (2019).
- **Alphabet backing**: Deep resources, talent, and technological support from its parent company.
- **Proven scale**: Over 1 million deliveries and operating one of the largest aircraft fleets globally.
- **Regulatory expertise**: Pioneered the safety standards and regulatory framework for drone delivery in the U.S.

## Strategic Focus
- **Current priorities and direction for growth**: Scaling the drone delivery network across the U.S. (targeting 270+ Walmart stores and 20 metros), strengthening partnerships with major retailers (Walmart, DoorDash), and expanding service hours and coverage areas [wing.com](https://wing.com/about).

## Why Work Here
- **Culture**: Wing emphasizes a "respectful, collaborative, and open culture" and solving complex problems as a team. They describe their mission as "building an entirely new industry." [wing.com](https://wing.com/careers)
- **Remote/Hybrid Policy**: Offers remote roles (especially in Software Engineering, Analytics, and Operations) alongside on-site positions in Palo Alto, CA and Dallas, TX [greenhouse.io](https://job-boards.greenhouse.io/embed/job_app?for=wing&token=7832926002&t=)
- **Notable Perks**:
    - Financial wellbeing: Competitive compensation, 401K matching, generous retirement plans, 1-on-1 financial coaches [wing.com](https://wing.com/careers)
    - Health and wellness: Top-tier healthcare providers, wellness & mental health programs, paid vacation, parental leave [wing.com](https://wing.com/careers)
    - Career development: Workshops, lunch & learns, fireside chats [wing.com](https://wing.com/careers)
- **Engineering Culture**: Teams work on complex problems in hardware engineering (battery, power systems, reliability), software engineering (navigation, machine learning, perception), and operations at scale. The company is building the future of delivery from scratch [wing.com](https://wing.com/careers).

## Sources
1. [wing.com - About](https://wing.com/about)
2. [wing.com - Careers](https://wing.com/careers)
3. [wing.com - Homepage](https://wing.com/)
4. [LinkedIn - Wing](https://www.linkedin.com/company/wing)
5. [Greenhouse - Wing Jobs](https://job-boards.greenhouse.io/embed/job_app?for=wing&token=7832926002&t=)

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