Director, Sales Enablement - Remote

San Mateo, California, United States

Skydio is the leading US drone company and the world leader in autonomous flight, the key technology for the future of drones and aerial transportation. The Skydio team combines deep expertise in artificial intelligence, best-in-class hardware and software product development, and operational excellence to empower a broader, more diverse audience of drone users - from first responders to insurance claims adjusters, utilities, and more!

About the role:
In this role, you will be a key leader responsible for designing and executing a comprehensive field enablement strategy that drives the success of our sales teams. This role involves crafting and implementing sales methodologies, industry-specific training, onboarding programs, and channel partner enablement initiatives. You will play a pivotal role in ensuring our field sales force is equipped with the knowledge, skills, and tools necessary to achieve and exceed organizational goals.


  • Develop and execute a holistic field enablement strategy aligned with overall business objectives.
  • Drive the adoption of effective sales methodologies that enhance the capabilities of the sales organization.
  • Leverage market insights to tailor sales training programs for specific industries, addressing unique challenges and opportunities.
  • Collaborate with subject matter experts to ensure the relevance and accuracy of industry-focused content.
  • Lead initiatives to enable and empower channel partners, fostering strong collaborative relationships.
  • Provide strategic guidance and resources to optimize the performance of channel partners in alignment with organizational goals.
  • Design and oversee comprehensive onboarding programs for new sales team members, ensuring a seamless integration into the organization.
  • Conduct regular training sessions to keep the sales force abreast of product updates, industry trends, and competitive positioning.
  • Develop and oversee the creation of a robust library of sales collateral, playbooks, and training materials.
  • Ensure that all content is current, easily accessible, and aligned with evolving sales strategies.
  • Establish and monitor key performance indicators (KPIs) to assess the impact and effectiveness of field enablement programs.
  • Utilize data-driven insights to continually refine and optimize training initiatives.
  • Collaborate closely with marketing, product management, and sales leadership to align strategies and messaging.
  • Foster strong relationships with internal stakeholders to gather insights and ensure a cohesive approach across departments.


  • Bachelor's degree in Business, Marketing, or a related field; MBA is a plus.
  • Proven leadership experience in field enablement, sales leadership, or related roles.
  • Deep understanding of sales methodologies, training methodologies, and adult learning principles.
  • Familiarity with CRM systems, preferably Salesforce.
  • Knowledge of LMS systems, enablement tools such as Gong, Highspot or other content management systems
  • Exceptional communication, leadership, and presentation skills.
  • Ability to navigate a dynamic and fast-paced environment and lead cross-functional initiatives.

Compensation Range: The annual base salary range for this position is $161,500 - $200,000*. Compensation will vary based on factors, including skill level, proficiencies, transferable knowledge, and experience. In addition to base salary, Skydio full-time employees are eligible to enroll in our benefit plans and take advantage of a variety of incentives and stipends. 

*For some positions the pay may be dependent upon the individual's regional location.


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.

As such, we do not make hiring or other employment-related decisions on the basis of an applicant or employee’s race, color, ethnicity, national origin, citizenship, sex/gender (including pregnancy, childbirth, breastfeeding and related medical conditions),  gender identity or expression, age, religion, disability status, sexual orientation, marital status, medical condition, genetic information or characteristics, veteran, military or family status, or other classifications protected by applicable 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

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