GTM Strategy Analyst

Skydio
San Mateo, CA
HybridCareer-pivot friendly

Who this role is best for

A natural match if you have experience in strategic pricing or business modeling within high-growth tech environments.

Best fit for

  • Candidates with strategic pricing experience in high-growth tech companies
    — “owns pricing strategy, implementation, and customer ROI modeling”
  • Individuals who thrive in cross-functional, high-visibility environments
    — “will work cross-functionally with the Sales, Product, Finance, and Operations teams”
  • Professionals with strong quantitative and data storytelling abilities
    — “High proficiency in data modeling and storytelling, with the ability to break down and solve problems through quantitative thinking and analysis.”

Things to consider

  • Requires in-office presence at least three days a week in San Mateo, CA
    — “Location: This position is based onsite 3+ days a week at our headquarters in San Mateo, CA.”
  • FAA Part 107 certification is strongly encouraged and required for certain roles
    — “Obtaining FAA Part 107 certification within the first 60 days of employment is strongly encouraged for all Skydio employees and required for certain positions.”

How to stand out

  • Highlight experience in structuring complex business cases with customer data
    — “Engage directly with customers to structure ambiguous problems into clear, compelling business cases”
  • Demonstrate fluency in Excel/Sheets with clear examples of financial modeling
    — “Expert fluency in Excel/Sheets.”
  • Emphasize your ability to defend models to executives and explain pricing to sales teams
    — “comfortable defending your model to the CFO and explaining pricing rationale to sales reps”
Pace · Fast PacedCollaboration · HighAutonomy · MediumDecision Impact · Team

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

What success looks like

  • successful pricing implementations
  • customer ROI models
  • business model development
Typical background
management consultinginvestment bankingprivate equity

Skills & requirements

Required

Pricing StrategyROI ModelingBusiness Model DevelopmentCompetitive PositioningData ModelingExcel

Preferred

PythonSQLLLM PlatformsMBA

Stack & domain

ExcelPythonSQLCommunicationProblem-solvingPricingROITCOBusiness ModelCompetitive Positioning

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 Team:

The GTM Strategy team is the muscle that connects product capabilities to market reality. Our job is to deeply understand the value of our products in the context of the market and our customers, and operationalize those insights to help Skydio refine our product portfolio and revenue model to scale efficiently.

About the role:

The Go-To-Market Strategy Analyst owns pricing strategy, implementation, and customer ROI modeling, shifting between strategic and deeply tactical work within the same day. This role reports to the Director of GTM Strategy and will work cross-functionally with the Sales, Product, Finance, and Operations teams. It is a high-visibility role suited for an individual excited to take on ambiguous challenges and own them through resolution.

Location: This position is based onsite 3+ days a week at our headquarters in San Mateo, CA.

How you’ll make an impact:

  • Lead strategic workstreams across pricing architecture, value quantification models (ROI, TCO), business model development, and competitive positioning.
  • Engage directly with customers to structure ambiguous problems into clear, compelling business cases backed by detailed research and analysis.
  • Drive pricing implementations and maintain the related systems and documentation.
  • Design AI-native workflows that reduce manual work, improve consistency, and accelerate decision-making.

Requirements:

  • 3+ years of experience in management consulting, investment banking, private equity/venture capital, or a strategic role at a high-growth startup.
  • Ability to work onsite at our San Mateo, CA headquarters 3+ days a week.
  • Obtaining FAA Part 107 certification within the first 60 days of employment is strongly encouraged for all Skydio employees and required for certain positions.

Experience & Skills:

  • High proficiency in data modeling and storytelling, with the ability to break down and solve problems through quantitative thinking and analysis.
  • Expert fluency in Excel/Sheets.
  • Detail-oriented with exceptional written and verbal communication skills; comfortable defending your model to the CFO and explaining pricing rationale to sales reps.
  • Proactive problem-solver who moves easily between big-picture strategic planning and detailed tactical execution.
  • Preferred experience with several of the following: Databricks, Python, SQL, LLM platforms (Anthropic, OpenAI, Gemini, or similar), Palantir Foundry.
  • An advanced degree or MBA is a plus, but not required.
  • Hardware experience is a plus, but not required.

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 $115,000 - $151,000. 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-JF1

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)

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