Head of Leadership Search, Business Recruiting

We are seeking a Head of Executive Search to build and lead a centralized, specialized function responsible for global leadership hiring across sales, marketing, technical solutions, and G&A. This role will bring consistency, rigor, and strategic ownership to Senior Director, VP, and SVP hiring while partnering closely with executive stakeholders to deliver high-impact talent outcomes. You will elevate assessment and decision-making practices, develop proactive executive talent pipelines, and generate market intelligence that informs hiring and organizational strategy. This is a high-visibility opportunity to shape how Datadog attracts, evaluates, and hires senior leadership globally, with potential to expand scope to Director+ and executive-level searches over time. 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: Own end-to-end strategy and execution for Senior Director, VP, and SVP searches, with dotted line to APAC Recruit highly confidential searches end to end, taking on execution responsibilities when needed Build and lead a specialized executive search team, including defining operating rhythms and performance expectations Establish and operationalize a standardized leadership hiring playbook, including executive assessment frameworks, confidentiality protocols, and stakeholder governance Partner directly with C-suite, VP, and SVP stakeholders to drive alignment, calibration, and high-quality hiring decisions Develop proactive, long-term pipelines for critical leadership roles while producing market intelligence to inform talent and organizational strategy Define and execute an agency engagement and executiv