Senior Director of Global Operations
Wing
Description
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. Wingâs 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 building the future of on-demand delivery and we are looking for a Senior Director of Global Operations to lead and build the operational engine that powers it at scale. Wing has recently announced plans to expand into eleven new major US metro areas: Memphis, New Orleans, Philadelphia, Phoenix, San Diego, the San Francisco Bay Area, Cincinnati, Los Angeles, Miami, St. Louis, Tampa and Salt Lake City. This growth is in addition to our existing drone delivery markets: Dallas-Fort Worth, Atlanta, Houston, Charlotte and Orlando. Based in Palo Alto, CA or Remote (US), this operations executive will own the strategy and execution of our drone delivery service as we plan to serve nearly 20 US metros, putting our technology within reach of roughly 40 million people.
In this role, you will architect, build, and optimize a highly scalable physical operational delivery model. This role requires a transformation and execution-obsessed leader who excels at managing distributed multi-site operations, scaling a hybrid workforce of full-time employees and third-party contractor/vendor networks, and embedding cutting-edge technologyâincluding AI workflowsâinto daily ground execution with our commercial partners. Accelerated expansion of autonomous drone delivery requires a deep focus on the intersection of autonomous technology and the physical world - ensuring our best in class technology meets elegant and scalable ground operations workflows with our commercial partners across retail, QSRs and food delivery companies.
What Youâll Do:
- Develop the team that is the launch engine for Wing - launching new markets across the US and globe and ensuring existing markets are hitting operational & strategic OKRs and adhere to aviation protocols.
- Collaborate with Partnerships, Commercial Real Estate, BizOps, and Regulatory teams to execute rapid deployment, permitting, setup, and operationalization of drone delivery operating sites and co-located retail sites.
- Rigorously monitor site-level unit economics as Wing scales (cost-per-delivery, labor efficiency, fleet availability, etc) and bring best in class operational practices to optimize those levers.
- Collaborate with Product, Engineering, Manufacturing, Supply Chain, and Partnerships teams to operationalize new aircraft hardware, software features, and merchant partner integrations.
- Build, lead and scale a high-performing operations workforce using a mix of labor types (FTEs, large-scale third-party contractors and vendors) while instilling a data-driven culture of accountability, continuous improvement, and operational excellence.
- Champion the adoption of AI-driven tools and automated workforce scheduling to optimize site-level labor allocation, forecast drone fleet maintenance needs, and streamline ground diagnostics.
- Maintain compliance with regional aviation regulations (e.g., FAA Part 135/107, CASA), Environmental Health & Safety (EHS) policies, and local site safety protocols across all field locations.
- 25+ years of progressive operational leadership experience managing hyper-growth physical operations, complex multi-site networks, and last-mile logistics networks.
- Strong commercial orientation with deep understanding of operational P&L management, unit economics, labor scheduling optimization, and cost-per-delivery levers.
- Proven track record scaling a distributed field operation that is a mix of contractor, vendor, 3PL workforces and FTE teams.
- Demonstrated experience integrating advanced technology, AI tools, or algorithmic automation into daily operational workflows to boost labor efficiency and operational uptime.
- High-level problem-solving and critical thinking skills with experience balancing rigorous safety/compliance frameworks with aggressive growth timelines.
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Interview Prep Guide
Preparation Strategy
To prepare for this role, focus on developing a deep understanding of the drone delivery industry and its regulatory environment. Review Wing's website and mission statement to understand the company's values and goals. Prepare examples of your experience in managing operations at scale, collaborating with cross-functional teams, and driving data-driven decision making. Think critically about your approach to building and scaling a high-performing operations team, and be prepared to discuss your long-term goals for Wing's operations.
Likely Interview Rounds
- 1. Screening call~30 min
What to prep: Review Wing's website, understand the company's mission and values, and prepare examples of your experience in managing operations at scale.
- What do you know about Wing's drone delivery operations?
- How would you scale operations to meet the demands of 20 US metros?
- Can you share an example of managing distributed multi-site operations?
- 2. Behavioral~60 min
What to prep: Prepare examples of your experience in managing operations, collaborating with cross-functional teams, and driving data-driven decision making.
- Tell me about a time when you had to collaborate with multiple teams to launch a new product or service.
- How do you handle operational issues that arise in a fast-paced environment?
- Can you describe your experience with data-driven decision making in operations?
- 3. Final~90 min
What to prep: Review the company's mission and values, prepare examples of your experience in building and scaling teams, and think critically about your long-term goals for Wing's operations.
- What are your long-term goals for Wing's operations, and how do you plan to achieve them?
- How do you see yourself contributing to the company's mission and values?
- Can you walk me through your approach to building and scaling a high-performing operations team?
Most Likely Questions
- What do you know about the drone delivery industry?
- How would you handle regulatory compliance in a rapidly changing environment?
- Can you describe your experience with AI-driven tools and automated workforce scheduling?
- How do you approach operational excellence and continuous improvement?
- Can you share an example of a time when you had to optimize site-level unit economics?
Common Pitfalls
- Lack of understanding of the drone delivery industry and its regulatory environment
- Inability to scale operations to meet the demands of a rapidly growing company
- Insufficient experience with data-driven decision making and operational excellence
Free Prep Resources
- • Wing's website
- • FAA regulations (Part 135/107, CAS)
- • Industry reports on drone delivery and logistics
- • Operations management books and courses (e.g. 'The Goal' by Eliyahu Goldratt, 'Operations Management' by Richard Chase)