Director, Sales Enablement Curriculum & Strategy


About Datadog:

Datadog is the world’s leading monitoring service for cloud-scale applications, bringing together data from servers, databases, tools and services to present a unified view of your entire stack. These capabilities are provided on a SaaS-based data analytics platform that enables Dev and Ops teams to work collaboratively to avoid downtime, resolve performance problems, and ensure that development and deployment cycles finish on time.

The Team

Our GTM Enablement team is a unique strategy and curriculum team that plays an integral part in connecting our go-to-market approach and curriculum to customer value. We’re interdisciplinary thinkers leveraging diverse business backgrounds in engineering, education, management consulting, business operations (and more!) to define, manage and measure Datadog’s global go to market motion. We empower all of Datadog’s customer-facing teams with the right information, skills, and tools at the right time in order to maximize their ability to land, expand and drive Datadog’s next phase of growth.

The Opportunity

The Director of Sales Enablement Curriculum & Strategy will lead us toward scale: developing repeatable field enablement systems, defining go-to-market / learning strategy, partnering with SMEs to develop content and advising senior leadership on how to best grow the business. The scope of this role will include providing enablement to both the Sales and Customer Success teams.


  • People leadership: lead a high-performing team of program managers and curriculum designers in creating scalable and effective enablement programs

  • Operationalize everything: design robust systems that will scale as we growth our go-to-market headcount

  • Thought leadership: develop an enablement “roadmap” building towards a target state of learning and productivity at Datadog

  • Execute on plans: build consensus around your roadmap and bring it to life with best in class trainings and enablement programming

  • Follow up: maintain a regular reporting cadence ensuring that programs are working and adopted

  • Data-driven: measure the success of our enablement programs; identify skill set, knowledge and training program gaps in the field

  • Develop the field: ensure that each of our salespeople reaches their full potential


  • 8+ years of work experience (with at least several years in a sales operations, strategy or an enablement role)

  • 3+ years of experience leading people in highly complex / ambiguous environments

  • Strong quantitative skills: you like to run your own salesforce reports and debate data with your partners and stakeholders

  • Operational thinker: you thrive executing on clear plans and improving systems

  • Proven track record of building and maintaining scalable programs

  • Agile mindset: proven ability to iterate from minimum viable products

  • Outstanding verbal and written communicator: you make the complex simple

  • Team oriented and empathetic: you can work with analysts, engineers, reps, whomever!

  • BA/BS degree required

  • Bonus points

  • Experience at a high growth Software-as-a-Service or technology company

  • Knowledge of DevOps or cloud technologies

  • Experience enabling salespeople particularly with a structured methodology

  • Experience building effective programs at our scale or greater

  • Advanced degree such as an MBA or masters




Equal Opportunity at Datadog:

Datadog is an Affirmative Action and Equal Opportunity Employer and is proud to offer equal employment opportunity to everyone regardless of race, color, ancestry, religion, sex, national origin, sexual orientation, age, citizenship, marital status, disability, gender identity, veteran status, and more. We also consider qualified applicants regardless of criminal histories, consistent with legal requirements.


Your Privacy:

Any information you submit to Datadog as part of your application will be processed in accordance with Datadog’s Applicant and Candidate Privacy Notice.