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Head of Executive Search, Business Recruiting

Boston💼 Full-time💰 $180,000–$180,000🗓 2026-05-28 → 2026-07-31

Core

Build and lead a centralized executive search function to handle global leadership hiring for Senior Director, VP, and SVP roles across sales, marketing, technical solutions, and G&A.

Role type

Head of Executive Search (Business Recruiting)

Builds

Global executive search function and leadership hiring pipelines

Domain

Technology (Observability/Security) + Executive Talent Acquisition

Deliverable

client delivery

Required skills

Executive search strategy, team building and scaling, executive assessment, market mapping, pipeline development, agency management, confidentiality management, stakeholder governance

Preferred skills

Data-driven approach, complex organizational navigation, high-integrity operations

Technologies

N/A

Responsibilities

Own end-to-end strategy and execution for Senior Director, VP, and SVP searches; Recruit highly confidential searches end to end; Build and lead a specialized executive search team; Establish and operationalize a standardized leadership hiring playbook; Partner directly with C-suite, VP, and SVP stakeholders; Develop proactive, long-term pipelines for critical leadership roles

Seniority

Senior, hands-on IC with team leadership

Rewrite
## Responsibilities - 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 executive candidate closing strategy to reduce external spend and deliver a high-touch candidate experience ## Requirements - Experienced executive search leader with a track record of delivering Senior Director+ hires in complex, global organizations - Skilled at building and scaling teams, with the ability to set clear standards and drive consistent execution - Trusted partner to senior executives, with strong communication skills and the ability to influence and navigate complex decision-making - Adept at executive assessment, market mapping, and proactive pipeline development - Data-driven in approach, using metrics and insights to improve hiring outcomes and inform strategy - High integrity operator with experience managing confidential and sensitive searches ## Benefits and Growth - Opportunity to build and scale a global executive search function from the ground up - High visibility role partnering with executive leadership on critical hiring decisions - Ability to shape leadership hiring strategy and influence organizational growth - Professional development through complex, high-impact search engagements - Collaborative, cross-functional work environment - Exposure to global markets and leadership talent ecosystems ## Nice to Have - Passion for technology and a desire to grow skills - Experience with hybrid workplace models Datadog values people from all walks of life. We understand not everyone will meet all the above qualifications on day one. That's okay. If you’re passionate about technology and want to grow your skills, we encourage you to apply.
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