Datadog · 22 hours ago
Enablement Systems Engineer
Datadog is a global SaaS business focused on digital transformation and cloud monitoring. The Enablement Systems Engineer will play a critical role in supporting the Enablement Operations team by configuring and evolving enablement systems, automating workflows, and partnering with various stakeholders to enhance operational efficiency.
Cloud ComputingEnterprise SoftwareSaaSBig DataAnalyticsCloud Data ServicesCloud InfrastructureData ManagementDevOpsProductivity Tools
Responsibilities
Identify, design, and automate manual, repetitive, and error-prone enablement workflows across Sales Enablement, Technical Enablement, and GTM teams
Build and own end-to-end automated workflows across systems, alerts, integrations, and lifecycle automations
Design and implement AI-powered tooling to support GTM teams (e.g., content discovery, learning reinforcement, deal support, coaching insights, enablement analytics)
Configure, administer, integrate, and onboard new enablement and GTM tools, ensuring seamless adoption and measurable business impact
Partner closely with Enablement, Sales Ops, RevOps, IT, Data, and Product teams to translate business workflows into scalable technical solutions
Act as a technical owner for enablement systems, ensuring reliability, security, scalability, and ease of use
Reduce technical debt by modernizing legacy workflows, simplifying system sprawl, and proactively improving existing automations
Establish best practices for documentation, testing, monitoring, and support of enablement tooling
Measure and communicate impact through metrics such as time saved, headcount avoided, adoption, and enablement effectiveness
Conduct ad-hoc GTM enablement owned systems reporting
Complete data entry tasks (migrate records between systems, upload data, mass data changes via API or system upload)
Assist broader GTM Enablement team in content creation, configuration, net new use case builds leveraging toolstack
Qualification
Required
BS or MS in Computer Science, Engineering, or a related technical field (or equivalent practical experience)
2-3 years of experience building automation, internal tools, or workflow systems in a production environment
Strong programming skills in one or more of the following: Python, JavaScript, or similar languages
Hands-on experience working with APIs, system integrations, and cross-platform workflows
Experience with LMS, Sales Recording, or Enablement platforms
Familiarity with automation platforms, low-code/no-code tools, or workflow orchestration frameworks (e.g., Zapier, Workato)
Experience applying AI/ML or LLM-based tools in practical business workflows (prompting, evaluation, guardrails, integration into systems)
Strong problem-solving skills and comfort working with ambiguous or loosely defined requirements
Strong communication skills. Ability to communicate technical concepts clearly to non-technical stakeholders and influence cross-functional partners
Benefits
Continuous career development and pathing opportunities for internal mobility
Intra-departmental mentor and buddy program for in-house networking
An inclusive company culture, ability to join our Community Guilds
New hire stock equity (RSUs) and employee stock purchase plan (ESPP)
Free global mental health benefit through Spring Health
Generous global benefits
Healthcare
Dental
Parental planning
Mental health benefits
A 401(k) plan and match
Paid time off
Fitness reimbursements
A discounted employee stock purchase plan
Company
Datadog
Datadog is an observability and security platform that offers infrastructure, applications, software development, and monitoring services.
H1B Sponsorship
Datadog has a track record of offering H1B sponsorships. Please note that this does not
guarantee sponsorship for this specific role. Below presents additional info for your
reference. (Data Powered by US Department of Labor)
Distribution of Different Job Fields Receiving Sponsorship
Represents job field similar to this job
Trends of Total Sponsorships
2025 (123)
2024 (66)
2023 (45)
2022 (53)
2021 (31)
2020 (29)
Funding
Current Stage
Public CompanyTotal Funding
$1.02BKey Investors
ICONIQ GrowthIndex VenturesOpenView
2024-12-09Post Ipo Debt· $870M
2020-05-28Post Ipo Debt
2019-09-19IPO
Recent News
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2026-02-07
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