Our GTM Enablement team plays a critical role in helping Datadog's Sales and Customer Success teams succeed by equipping them with the right skills, knowledge, and tools at the right time. We partner closely with teams across Sales, Customer Success, Product Marketing, Curriculum, and Operations to ensure enablement programs translate into real performance in the field.
If you like adding value and seeing the direct impact of your work, and you thrive in dynamic environments where you can roll up your sleeves and get things done, this role is for you.
The Opportunity:
Datadog continues to grow at a rapid rate, and with this exciting growth, our onboarding and ongoing enablement programs are also increasing in scale and complexity. This position is part of a dynamic Field Enablement team responsible for delivering onboarding and ongoing enablement training and programs for all of our Sales and Customer Success teams in AMER.
You'll serve as a trusted partner to Sales leaders, adapting global programs to the realities of the AMER motions while staying tightly aligned with our global Field Enablement organization.
This role is ideal for someone who thrives operating independently, builds strong relationships in the field, and enjoys adapting enablement programs to meet the needs of fast-growing sales teams.
As a Field Enablement Manager in NYC, you'll be central to onboarding our global GTM Sales and Customer Success new hires, both ICs and leaders, setting the foundation for their success from day one. You'll help accelerate ramp, build seller confidence, and enable sales teams to succeed with customers across one of Datadog's fastest-growing and most complex regions.
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:
- Deliver engaging live and virtual enablement sessions for global Sales and Customer Success teams, including onboarding, ongoing training, and reinforcement programs.
- Administer program certifications — score and evaluate submissions against established rubrics and provide structured feedback.
- Conduct ongoing field listening (shadows, 1:1s, syncs with first-line leaders) to maintain a strong pulse on business needs, gaps, and strengths across AMER markets; share insights with the broader enablement team to shape programs and priorities.
- Lead reinforcement and coaching to drive post-program adoption, including designing activities (role plays, deal clinics, skill practice sessions) that connect training to measurable behavior change in real, complex customer scenarios.
- Partner with Curriculum, Program Management, and Operations to share field insights and pilot or co-build content, and work closely with first-line Sales leaders to build trusted relationships, diagnose challenges, and deliver ad hoc training in response to emerging needs.
- Use AI tools to accelerate delivery and reinforcement — including synthesizing field feedback and surfacing patterns — and model effective AI use for the teams you train.
Who You Are:
- 3–5 years of experience in sales enablement, field enablement, training, or a related GTM role, with a proven delivery track record supporting Sales and/or Customer Success teams in a SaaS or technology environment.
- Strong facilitator with experience delivering engaging live and virtual training sessions to senior, sophisticated audiences, and familiarity with sales methodologies/frameworks such as MEDDICC, Command of the Message, Challenger, Sandler, etc. (certification a plus).
- Strong business acumen and comfort using performance data, field feedback, and qualitative insights to inform enablement decisions; experience with Asana or similar project management tools is a plus.
- Foundational understanding of Datadog and/or the broader technology industry, including foundational knowledge of Datadog's core product pillars (Infrastructure, APM, Logs) and the ability to connect product capabilities to customer value.
- Highly collaborative and relationship-oriented — you build trust quickly with sellers, managers, and cross-functional partners.
- Organized, adaptable, and comfortable operating independently across a large, diverse region.
- Willing and able to travel approximately 25% across AMER.
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.
#LI-Hybrid
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 is the leading observability and security platform for the AI era, providing businesses with unified visibility across the technology stack to manage complexity at scale. It brings applications, infrastructure, data, models, and security into one place, using AI to detect and resolve issues before they impact customers. Trusted globally by Fortune 500 companies and high-growth AI leaders, Datadog enables businesses to move faster with clarity and confidence. Learn more about #DatadogLife on Instagram, LinkedIn, and Datadog Learning Center.
Equal Opportunity at Datadog:
Datadog 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 other characteristics protected by law. We also consider qualified applicants regardless of criminal histories, consistent with legal requirements. Here are our Candidate Legal Notices for your reference.
Datadog endeavors to make our Careers Page accessible to all users. If you would like to contact us regarding the accessibility of our website or need assistance completing the application process, please complete this form. This form is for accommodation requests only and cannot be used to inquire about the status of applications.
Privacy and AI Guidelines:
Any information you submit to Datadog as part of your application will be processed in accordance with Datadog’s Applicant and Candidate Privacy Notice. For information on our AI policy, please visit Interviewing at Datadog AI Guidelines.
Skills Required
- 3-5 years of experience in sales enablement, field enablement, training, or a related go-to-market role
- Experience supporting Sales and/or Customer Success teams in a SaaS or technology environment
- Proven delivery track record in enablement or training
- Experience delivering engaging live and virtual training sessions to senior, sophisticated audiences
- Familiarity with sales methodologies or frameworks such as MEDDICC, Command of the Message, Challenger, or Sandler
- Strong facilitation skills
- Strong business acumen and comfort using performance data, field feedback, and qualitative insights
- Experience with Asana or similar project management tools
- Foundational understanding of Datadog or the broader technology industry
- Foundational knowledge of Datadog product pillars, including Infrastructure, APM, and Logs
- Ability to connect product capabilities to customer value
- Strong collaboration, relationship-building, organization, adaptability, and independent operating skills
- Willingness and ability to travel approximately 25% across AMER
What the Team is Saying
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Datadog Compensation & Benefits Highlights
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Healthcare Strength — Health coverage is described as comprehensive, with medical, dental, and vision plans plus added mental-health resources and wellness support. Feedback suggests virtual-care options and fitness reimbursements further strengthen this area.
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Parental & Family Support — Paid parental leave and broad family-forming benefits (e.g., fertility, adoption, surrogacy) are consistently highlighted. Feedback suggests extras like childcare help and pet-related benefits reinforce an inclusive family focus.
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Equity Value & Accessibility — Employees have access to equity via new-hire grants and a discounted Employee Stock Purchase Plan. Feedback suggests these ownership programs materially enhance total rewards for many roles.
Datadog Insights
What We Do
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.
Why Work With Us
At Datadog, we learn from and celebrate each other daily - each win is a team win. Datadogs solve tough problems, innovate pragmatically, and grow together. We promote from within, provide mentorship and opportunities for career development, and support our colleagues in the process. Best of all? We truly love what we do.
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Datadog Offices
Hybrid Workspace
Employees engage in a combination of remote and on-site work.
We operate as a hybrid workplace to ensure our Datadogs can create a work-life harmony that best fits them and their team.
