About the Role:

Wing is looking for a  Engineering Manager, System Evaluation to join our SimEval team. This role is hybrid based in Palo Alto, CA.

As Wing scales its autonomous drone delivery fleet, the volume of simulation and real-world operational flight data is growing exponentially. To accelerate R&D, while maintaining our ability to operate reliability at scale, we are looking for an Engineering Manager, System Evaluation to join the SimEval team. This role will operate at the intersection of engineering, simulation, and analytics, bridging the gap between operational data and our technical roadmap.

In this role, you will lead the System Evaluation team that connects operations and engineering, transforming real-world data into actionable insights that inform engineering direction and ensure scalable and reliable systems. 

What You’ll Do: 

• Lead, coach, and grow a team of technical data analysts responsible for distilling complex data into actionable recommendations that inform engineering direction and ensure scalable, reliable systems.
• Design and deliver the evaluation workflows, automated triage strategies, and analysis algorithms that aggregate engineering metrics into actionable feedback for engineering leadership.
• Define the metrics, acceptance criteria, and success thresholds that govern our continuous software releases.
• Develop new statistical methods and data pipelines to quantify performance and identify behavioral regressions across our operational domains.
• Connect real-world operational findings directly to
• the engineering roadmap, and leverage simulation to predict performance of the system with new features and releases.
• Partner closely with engineering teams, flight operations and the Analytics team to turn business metrics into clear insights that drive the technical roadmap and root-cause analysis of system degradation.

What You’ll Need: 

• 8+ years of experience in data analytics, data science, or operational analysis, including 3+ years of experience directly managing and growing analytical teams.
• B.S or M.S degree or equivalent practical experience in Data Science, Statistics, Mathematics, Computer Science, or a related quantitative field.
• Proven experience analyzing complex hardware/software systems, robotics, or massive simulation environments.
• Proven ability to design and implement robust data pipelines, dashboards, and automated alerting systems from the ground up.
• Expertise in applied statistics, experiment design, and A/B testing, with a strong track record of using these methodologies to quantify system performance.
• Strong programming and data querying skills using Python, SQL, or R to manipulate massive datasets and extract actionable insights.
• Exceptional ability to translate complex data into clear narratives, presenting analytical findings effectively to engineering partners and organizational leadership.