Senior Product Manager, Fleet & Internal Tools

Skydio
San Mateo, CA
HybridCareer-pivot friendly

Who this role is best for

Aimed at senior product managers with experience in fleet management and AI-driven software, who thrive in collaborative, cross-functional environments and are based in San Mateo, CA.

Best fit for

  • Candidates with a background in fleet or logistics software and a track record of delivering complex products.
    — “6+ years defining and delivering market-leading software products, including experience leading the development of software for fleet, logistics, mobility, or other operationally complex environments.”
  • Individuals who have worked closely with UX designers and can translate user needs into product features.
    — “Experience wireframing and collaborating closely with UX design.”
  • Professionals with a proven ability to use AI to streamline product development and improve user experience.
    — “AI-forward mindset, with proven experience using AI to accelerate the product delivery process.”

Things to consider

  • Must be prepared to obtain FAA Part 107 certification within the first 60 days of employment.
    — “Obtaining FAA Part 107 certification within the first 60 days of employment is strongly encouraged for all Skydio employees and required for this position.”
  • The role requires a full-time, in-office commitment with no flexibility for remote work.
    — “This position is based onsite 5 days/week at our HQ in San Mateo, CA.”

How to stand out

  • Highlight experience in unifying fragmented systems into a single, intuitive platform.
    — “Experience replacing fragmented or third-party workflows with a cohesive native platform.”
  • Emphasize your ability to define end-to-end service experiences, especially in repair and support workflows.
    — “Define the end-to-end dock service experience from issue detection and remote diagnosis through dispatch, parts, repair, verification, and closure.”
  • Demonstrate your technical fluency with cloud, firmware, and autonomy systems in your resume and interviews.
    — “Strong technical fluency and ability to work effectively across autonomy, firmware, and cloud engineering teams.”
  • Showcase your ability to abstract complexity and prototype intuitive customer workflows.
    — “Prototype and validate intuitive workflows that abstract away complexity for our customers.”
  • Demonstrate your experience in high-availability, regulated, or mission-critical environments.
    — “Experience serving public safety, critical infrastructure, defense, or other regulated, high-availability customers.”
Pace · SteadyCollaboration · HighAutonomy · HighDecision Impact · Company

Derived from job-description analysis by Serendipath's career intelligence engine.

What success looks like

  • cohesive platform vision
  • customer satisfaction
Typical background
software product managementfleet management

Skills & requirements

Required

Product ManagementFleet ManagementInternal ToolingCustomer EngagementTechnical Fluency

Preferred

Ai-forward MindsetData Modeling

Stack & domain

Product ManagementFleet ManagementInternal ToolingAIData ModelingApi-driven ArchitecturesCommunicationProblem-solvingCustomer EngagementDrone Technology

About the role

Original posting from Skydio via Ashby

Skydio is the leading US drone company and the world leader in autonomous flight, the key technology for the future of drones and aerial mobility. The Skydio team combines deep expertise in artificial intelligence, best-in-class hardware and software product development, operational excellence, and customer obsession to empower a broader, more diverse audience of drone users, from utility inspectors https://www.skydio.com/solutions/energy-and-utilities to first responders https://www.skydio.com/solutions/public-safety, soldiers in battlefield scenarios https://www.skydio.com/solutions/national-security/tactical-isr, and beyond https://www.skydio.com/solutions.

About the Role:

This Senior Product Manager is a highly strategic role that will shape the future of Fleet Management and Internal Tooling across the Skydio Cloud platform. You’ll lead both the customer-facing fleet management software that powers our customers’ drone operations, along with the internal systems that make exceptional customer experiences possible. You’ll transform fragmented workflows, telemetry, service data, and real-world field challenges into a cohesive platform vision—and rally teams across Cloud, UX, hardware, firmware, operations, support, and go-to-market to bring it to life, from early discovery through launch and adoption.

Location:

This position is based onsite 5 days/week at our HQ in San Mateo, CA. We offer relocation assistance if needed.

How You’ll Make an Impact:

  • Own and evolve the roadmap for Fleet Management and Internal Tooling, spanning device inventory and health, pilot and organization administration, troubleshooting, support, service, and repair workflows.
  • Define the end-to-end dock service experience from issue detection and remote diagnosis through dispatch, parts, repair, verification, and closure, with a focus on reducing mean time to repair and repeat visits.
  • Drive feature definition and prioritization in close collaboration with design, engineering, and go-to-market teams.
  • Prototype and validate intuitive workflows that abstract away complexity for our customers.
  • Engage with customers, prospects, and internal stakeholders to understand core business problems to develop and iterate user personas and their use case-specific requirements.
  • Communicate plans and progress clearly across stakeholders; follow through to launch and adoption.
  • Collaborate with marketing, support, and customer success to deliver impactful product releases.

What makes you a good fit:

  • 6+ years defining and delivering market-leading software products, including experience leading the development of software for fleet, logistics, mobility, or other operationally complex environments.
  • Experience wireframing and collaborating closely with UX design.
  • AI-forward mindset, with proven experience using AI to accelerate the product delivery process.
  • Familiarity with data modeling and API-driven architectures; able to reason about systems at scale.
  • Strong technical fluency and ability to work effectively across autonomy, firmware, and cloud engineering teams.
  • Excellent written and verbal communication skills.
  • Deep curiosity and empathy for users managing real-world, operational complexity. Excitement to travel to customer sites and engage with end-users to gain a deep understanding of real problems and how Skydio can best solve them.
  • Obtaining FAA Part 107 certification within the first 60 days of employment is strongly encouraged for all Skydio employees and required for this position.

Bonus points:

  • Experience with drones, autonomous systems, robotics, industrial IoT, or other mission-critical connected products.
  • Experience with fleet management, asset lifecycle, work-order, field-service, RMA, parts, warranty, or repair-management systems.
  • Experience replacing fragmented or third-party workflows with a cohesive native platform.
  • Experience serving public safety, critical infrastructure, defense, or other regulated, high-availability customers.

Compensation: At Skydio, our compensation packages for regular, full-time employees include competitive base salaries, equity in the form of stock options, and comprehensive benefits packages. Compensation will vary based on factors, including skill level, proficiencies, transferable knowledge, and experience. Relocation assistance may also be provided for eligible roles. The annual base salary range for this position is $196,000 - $240,000*. Fundamentally, we believe that equity is the key to long-term financial growth, and we ensure all regular, full-time employees have the opportunity to significantly benefit from the company's success. Regular, full-time employees are eligible to enroll in the Company’s group health insurance plans. Regular, full-time employees are eligible to receive the following benefits: Paid vacation time, sick leave, holiday pay and 401K savings plan. This position and all associated benefits are subject to applicable federal, state, and local laws, as well as the Company’s policies and eligibility criteria.

*Compensation for certain positions may vary based on the position’s location.

#LI-RQ1

At Skydio we believe that diversity drives innovation. We have created a multidisciplinary environment that embraces the power of diverse perspectives to create elegant solutions for complex problems. We are committed to growing our network of people, programs, and resources to nurture an inclusive culture.

Qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability, protected veteran status, or other characteristics protected by federal, state or local anti-discrimination laws.

For positions located in the United States of America, Skydio, Inc. uses E-Verify to confirm employment eligibility. To learn more about E-Verify, including your rights and responsibilities, please visit https://www.e-verify.gov/

Source: Skydio careers (Ashby)

Similar roles