Datadog

AI

PeopleSystemsDeveloper

$145–215k Boston, Massachusetts, United States Remote Friendly
Market Sentiment
HIGH DEMAND

Neural analysis suggests this role is
optimal for Mid candidates.

The Brief

“People Systems Developer at Datadog. Skills: AI-native workflows, AI-enabled systems, LLMs, APIs, automation frameworks, software engineering, systems engineering, advanced automation. Design, build, test, and implement AI-enabled workflows and tools, moving from proofs of concept to full production and adoption based on user feedback. Rapidly prototype using LLMs, APIs, and automation frameworks — and move validated ideas into secure, scalable production systems”

What You'll Achieve.

reducing manual People workflows by at least 20% through AI-enabled automation and intelligent system design

Industry & Context.

AI
Problems you'll solve

design and deploy AI-native workflows; transform how we hire, develop, and support our employees; reduce manual People workflows by at least 20% through AI-enabled automation and intelligent system design

What They're Looking For.

Must Have

3-5 years of experience in software engineering, systems engineering, or advanced automation, Proven ability to build and integrate LLM-powered features or intelligent agents into production, utilizing leading Frontier models (e. g. , OpenAI, Anthropic, Gemini) and hands-on experience with coding agents/CLIs (e. g. , Claude Code, Cursor), API integration and workflow automation experience, using tools such as n8n, Zapier, or Workato, Comfortable operating independently in a fast-moving, low-structure environment, Able to translate complex technical systems into clear, practical solutions for business stakeholders, Skilled at using qualitative data to guide decisions, measure effectiveness, and iterate, Thoughtful about privacy, governance, and responsible AI practices — especially in sensitive HR contexts

Nice to Have

Familiarity with HR systems (Workday, Greenhouse, or similar) preferred, Demonstrated ability to use AI coding tools in day-to-day workflows and validate, critique, and refine AI-generated output, Motivated to push the boundaries of how AI can improve software engineering best practices and contribute to building AI-enabled products

What You'll Do.

and implement AI-enabled workflows and tools

moving from proofs of concept to full production and adoption based on user feedback

Rapidly prototype using LLMs

and automation frameworks — and move validated ideas into secure

scalable production systems

Integrate AI capabilities into our ecosystem (Workday

Partner directly with stakeholders like People Analytics

and Security to ensure solutions are usable

and follow responsible AI practices

Evaluate AI tools and vendors through hands-on experimentation

Enable the broader People team to adopt AI effectively and responsibly

How You'll Work.

Team & Collaboration

partner directly with stakeholders like People Analytics, HRBPs, IT, Legal, and Security; cross-departmentally

Communication Scope

Able to translate complex technical systems into clear, practical solutions for business stakeholders

Full Job Description

Datadog’s People Technology team is building the future of AI at work. We’re looking for a People Systems Developer to design and deploy AI-native workflows that transform how we hire, develop, and support our employees. This is a high-impact hands-on builder role. You’ll move beyond traditional HRIS configuration to prototype and productionize AI-enabled systems across talent acquisition, onboarding, performance, workforce planning, and internal service delivery. You’ll operate with high autonomy, partner directly with stakeholders, and ship solutions that measurably improve how our People team works. 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 Design, build, test, and implement AI-enabled workflows and tools, moving from proofs of concept to full production and adoption based on user feedback. Rapidly prototype using LLMs, APIs, and automation frameworks — and move validated ideas into secure, scalable production systems. Integrate AI capabilities into our ecosystem (Workday, Greenhouse, Slack, Snowflake, Jira, Google Workspace, and more). Partner directly with stakeholders like People Analytics, HRBPs, IT, Legal, and Security to ensure solutions are usable, compliant, and follow responsible AI practices. Evaluate AI tools and vendors through hands-on experimentation. Enable the broader People team to adopt AI effectively and responsibly. Success in this role includes reducing manual People workflows by at least 20% through AI-enabled automation and intelligent system design. 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. Who You Are 3-5 years of exper

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