Skydio

Sales Enablement Manager

San Mateo, California, United States Full Time

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 to first responders, soldiers in battlefield scenarios and beyond.

About the Role:

We’re building a high-performing GTM organization, and the Sales Enablement Manager will be a key force behind that growth. This role is about empowering our sellers to perform at their peak by providing the tools, training, and insights they need to win.

You’ll design and deliver impactful programs that connect Skydio’s technology to customer value, align field teams around consistent messaging and methodology, and accelerate onboarding, ramp, and productivity. You’ll partner cross-functionally with Sales, Marketing, Product, and Customer Success to make enablement a strategic advantage across the company.

This is a hands-on, creative, and analytical role, ideal for someone who enjoys combining structure and storytelling to help complex technology resonate in the field.

What You’ll Do:

Strategic Enablement

  • Partner with Sales Leadership and Product Marketing to define enablement priorities that align with GTM strategy.
  • Build scalable frameworks for onboarding, readiness, and continuous learning across SLED/Gov, Commercial, and channel segments.
  • Translate product, messaging, and methodology updates into actionable field enablement programs.

Content & Training

  • Develop and maintain sales playbooks, positioning guides, competitive resources, and value messaging content.
  • Deliver engaging enablement sessions live, virtual, and self-paced — that blend practical selling with deep product understanding.
    Integrate enablement into major product releases, launches, and campaigns.

Sales Tools & Systems

  • Own enablement tools such as Highspot, Gong, Clari, and Uplimit, ensuring content is discoverable, relevant, and adopted.
  • Partner with RevOps to align tools, data, and process improvements to enablement outcomes.

Performance & Impact

  • Define and track key enablement metrics
  • Gather feedback from sellers to continuously improve programs and resources.
  • Ensure enablement outcomes are visible to GTM and executive stakeholders.

What You’ll Bring

  • 3–6 years of experience in sales enablement, GTM strategy, or enterprise sales leadership (hardware + software experience a plus).
  • Deep understanding of enterprise or public sector sales cycles, and the ability to translate complexity into clarity.
  • Strong knowledge of sales methodologies (MEDDPICC, Challenger, or Command of the Message).
  • Proven track record of building and scaling onboarding and readiness programs.
  • Excellent communication and facilitation skills, you can lead workshops and craft messaging that sticks.
  • Highly organized, project-driven, and comfortable managing multiple workstreams.
  • Proficient in GTM tools such as Salesforce, Highspot, Gong, Clari
  • Analytical mindset with the ability to connect enablement programs to business outcomes.

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 $139,500 - $198,000.*. 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.

 

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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/