Datadog
Director, Recruiting Operations
$176K–$250K
Boston, Massachusetts, USA +2 · Director · Full-time · Posted Oct 16, 2026
- Location
- Boston, Massachusetts, USA
New York, New York, USA
New York, NY, United States - Experience
- Significant leadership experience; no specific number of years stated.
About the job
Leads recruiting operations, technology, and AI enablement strategy and execution to improve hiring workflows and experiences across Datadog.
What you'll do
- Set the long-term roadmap for recruiting systems, integrations, AI capabilities, automation, and operational workflows.
- Lead teams and transformation initiatives toward AI-enabled recruiting, with responsible AI governance and measurable operational improvements.
- Partner across functions to improve platform adoption, data quality, compliance, and recruiting-team use of systems.
What they ask for
- Significant leadership experience in enterprise-scale recruiting operations, people technology, product management, business operations, or comparable platform organizations.
- Proven success leading complex technology, systems, or operational transformation initiatives with measurable business impact.
- Strong experience managing recruiting vendors and expertise in ATS configuration, Workday-to-Greenhouse connections and data flows, API issue resolution, integrations, and automation tools such as Workato.
- Experience leading managers and individual contributors; strong analytical, communication, and stakeholder-management skills.
Pay
$176,000–$250,000 USD yearly base salary
Tools
Workday, Greenhouse, Workato
AI focus
Leads AI enablement for recruiting, develops AI capabilities and automation, shifts recruiting toward an AI-native approach, and establishes responsible AI governance while ensuring compliance with laws governing AI in hiring.
Model-written summary · the original posting is authoritative