Senior Systems Engineer, Technical Solutions (US-East)

Datadog • Boston, MA

7h • Hybrid

About The Position

Datadog’s Technical Solutions organization includes 1,200+ sales engineers, support engineers, post-sales experts, and solution architects. They run on an ecosystem of enterprise platforms and internal tools that directly shape how we serve customers. Technical Solutions Operations (“TSO”) owns that ecosystem. We manage the full lifecycle of the systems TS depends on: Zendesk, Jira, Confluence, and a growing portfolio of off-the-shelf and purpose-built tools. We do the work to operate, maintain, and evolve the platforms powering daily workflows across TS. When a vendor tool reaches its limits, we extend it through customization, integration, or targeted solution development, tapping internal partners across Datadog as needed. We’re looking for a systems engineer who wants to own enterprise platforms end-to-end. You go from understanding the business process, to designing the right solution (whether that’s configuration, integration, or code), to measuring whether it actually moved the needle. 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.

Requirements

• 3-5 years of experience with enterprise platforms and production software. You’ve administered, extended, or integrated systems like Salesforce, Zendesk, Jira, or similar.
• You’ve also built software that real users depend on (web services, APIs, data pipelines, or applications).
• Strong in Python, Go, or JavaScript/TypeScript. Bonus if you're a polyglot. You’ll work in whatever the problem demands.
• Ability to work across the stack. You can build a backend service, wire up a frontend, design an API, and set up the CI/CD pipeline to ship it.
• Demonstrated fluency with AI coding tools. You use Copilot, Claude, or similar daily and can articulate how it changes the way you work.
• Experience building AI-powered features. You’ve worked with LLMs, embeddings, RAG pipelines, or agent frameworks.
• Systems thinking. You design reliable, maintainable, scalable solutions that integrate with multiple upstream and downstream systems that improve the long-term health of our tech stack.
• Experience contributing to a large shared codebase with established engineering practices (code review, CI/CD, feature flags, observability)
• Background in technical support tooling or customer-facing business systems
• Experience in a high-growth B2B SaaS environment

Responsibilities

• Own enterprise systems through their full lifecycle. You’ll be the technical owner for one or more platforms that TS relies on daily. That means understanding how the system is used, where it’s falling short, what’s coming from the vendor roadmap, and what needs to change. You drive improvements from assessment through implementation.
• Engineer solutions that create leverage. Not every problem is solved by configuration. You’ll build and evolve enterprise systems, integrations, automations, and internal tools that multiply the effectiveness of 1,200+ technical experts. Where AI can make a solution smarter (e.g., intelligent routing, automated triage, agent-assisted workflows), you'll include AI in the initial design, not as an afterthought.
• Contribute to the Datadog codebase when the problem calls for it. Some TS-specific features (e.g., support tooling, in-app experiences) ship into the same repos Engineering uses. This work is targeted and partnership-driven, and you’ll collaborate with Engineering teams to build and ship these capabilities.
• Use AI to work faster and think bigger. AI coding tools are part of your daily workflow. You use them to ship faster, explore unfamiliar systems, and automate the tedious parts of your job. You can articulate how AI changes the way you work and help teammates adopt the same habits.
• Solve business problems, not just technical ones. You’ll partner with TS leaders to understand what’s slowing their teams down, then engineer the fix. The best solutions aren’t always the most technically complex. They’re the ones that actually get adopted.
• Own what you ship. Monitor, maintain, and iterate on systems in production. You understand your systems well enough to diagnose issues before anyone else does, from implementation and iteration through optimization and maintenance.

Benefits

• Best-in-breed onboarding
• Generous global benefits
• Intra-departmental mentor and buddy program for in-house networking
• New hire stock equity (RSUs) and employee stock purchase plan (ESPP)
• Continuous professional development, product training, and career pathing
• An inclusive company culture, able to join our Community Guilds and Inclusion Talks

What This Job Offers

• Job Type: Full-time
• Career Level: Senior
• Education Level: No Education Listed