As part of Datadog’s GTM Enablement department, the Technical Solutions (TS) Enablement team shares knowledge, delivers ongoing education, and creates scalable learning experiences for our internal technical product experts—including Sales Engineers, Support Engineers, Technical Enablement Managers, and Technical Account Managers. The TS Field Enablement team specifically leads live enablement experiences that drive technical proficiency, customer impact, and consistent execution across our global technical teams.
The OpportunityDatadog is scaling rapidly, and with that growth comes increasing demand for high-quality live training that supports onboarding, skill development, and product education. As the Manager of Technical Solutions Field Enablement, you will lead a team of Field Enablement Managers responsible for delivering engaging, high-impact live enablement experiences—while also continuing to facilitate training sessions yourself.
This is a player-coach role: you’ll balance managing and developing a team with directly delivering live training for our Technical Solutions audiences. You’ll collaborate closely with Enablement, Product, and TS leadership to align programming with business goals and ensure consistent instructional quality across global teams.
At Datadog, we place value in our office culture - the relationships and collaboration it builds and the creativity it brings to the table. We operate as a hybrid workplace to ensure our Datadogs can create a work-life harmony that best fits them.
What You’ll Do- Manage and develop a team of Technical Solutions Field Enablement Managers, providing mentorship, support, and guidance as they deliver onboarding and ongoing training
- Design and facilitate live technical enablement sessions—virtually and in person—for internal technical teams including Sales Engineers, Support Engineers, and Technical Account Managers
- Oversee the planning and execution of regional and global workshops, onboarding programs, and ad hoc training requests
- Collaborate with Curriculum and Program Management teams to co-create, pilot, and scale new training programs
- Build strong partnerships with TS leadership to identify skill gaps, gather feedback, and prioritize training needs
- Define and track metrics for live programs to ensure they are driving meaningful impact on learner performance and business outcomes
- Foster a consistent, high-quality learning environment that supports both team and individual success
- Contribute to team hiring, onboarding, and performance management, while promoting an inclusive and collaborative culture
- 5–7+ years of experience in technical enablement, training, or learning and development, with at least 1–2 years of experience managing or mentoring others
- Comfortable delivering live technical training in both virtual and in-person formats, with strong facilitation and classroom management skills
- Skilled in coaching other trainers and building a consistent learner experience across a global team
- Experienced working with technical audiences (e.g. SEs, Support Engineers, TAMs) in a SaaS, cloud, or DevOps environment
- Able to translate complex technical topics into accessible, engaging training sessions
- Confident in your use of tools and platforms like Google Workspace, Zoom, and learning management systems
- Proficient with AWS, Azure, or GCP, with an understanding of modern observability and DevOps practices
- Based in New York City and able to work in a hybrid in-office/remote model
- Experience in field enablement, onboarding, or coaching for technical customer-facing roles
- Background in adult learning theory or instructional design
- Experience leading global enablement initiatives or scaling live training teams
- Familiarity with the unique needs of fast-paced SaaS or high-growth technology environments
Datadog values people from all walks of life. We understand not everyone will meet all the above qualifications on day one. That's okay. If you’re passionate about technology and want to grow your skills, we encourage you to apply.
Benefits & Growth:
- Generous and competitive benefits package
- New hire stock equity (RSUs) and employee stock purchase plan
- Continuous career development and pathing opportunities
- Employee-focused best in class onboarding
- Internal mentor and cross-departmental buddy program
- Friendly and inclusive workplace culture
Benefits and Growth listed above may vary based on the country of your employment and the nature of your employment with Datadog.
Datadog offers a competitive salary and equity package, and may include variable compensation. Actual compensation is based on factors such as the candidate's skills, qualifications, and experience. In addition, Datadog offers a wide range of best in class, comprehensive and inclusive employee benefits for this role including healthcare, dental, parental planning, and mental health benefits, a 401(k) plan and match, paid time off, fitness reimbursements, and a discounted employee stock purchase plan.
About Datadog:
Datadog (NASDAQ: DDOG) is a global SaaS business, delivering a rare combination of growth and profitability. We are on a mission to break down silos and solve complexity in the cloud age by enabling digital transformation, cloud migration, and infrastructure monitoring of our customers’ entire technology stacks. Built by engineers, for engineers, Datadog is used by organizations of all sizes across a wide range of industries. Together, we champion professional development, diversity of thought, innovation, and work excellence to empower continuous growth. Join the pack and become part of a collaborative, pragmatic, and thoughtful people-first community where we solve tough problems, take smart risks, and celebrate one another. Learn more about #DatadogLife on Instagram, LinkedIn, and Datadog Learning Center.
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. Here are our Candidate Legal Notices for your reference.
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.
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Datadog Boston, Massachusetts, USA Office
We are located steps away from Post Office Square. When we aren't eating locally catered lunches, food trucks & other restaurants are easily accessible!
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