Senior Director, People Operations

Crunchtime • Boston, GA

1d

About The Position

The Senior Director, People Operations serves as the operational co-pilot to the Chief People Officer (CPO), translating Crunchtime’s executive people strategy into scalable, compliant, and data-driven global operations. The role oversees the day-to-day engine of the People organization, including global HR infrastructure, total rewards execution, payroll collaboration with Finance, benefits and compensation administration, HRIS architecture, data analytics, regulatory compliance, and employee lifecycle operations.

Operating across domestic and international teams, this leader manages the operational backbone that supports company-wide scaling, performance management cycles, M&A integrations, and positive employee experiences. The role drives policy and operational harmonization across global offices, including the United States, United Kingdom, Australia, and Mexico.

The position partners closely with the CPO, Finance, Recruitment, Legal counsel, and external advisors. It leads the People Operations team and manages the department budget, vendors, HR technology, compliance, workforce analytics, and operational processes throughout the employee lifecycle.

Requirements

• 10+ years of progressive experience in People Operations or HR Operations.
• At least 5 years of experience directly leading people managers or specialized HR operations teams.
• Operational leadership experience in a high-growth, scaling technology or software enterprise.
• Hands-on experience with modern HRIS platforms, such as Rippling, and automated workflow integrations across IT and Finance systems.
• Strong background in payroll operations, compensation administration, benefits mechanics, and vendor contract oversight.
• Comprehensive understanding of multi-jurisdictional employment law, statutory compliance, and EOR/PEO operating models.
• Track record of using workforce analytics and reporting to identify operational bottlenecks and inform talent decisions.
• Strong project management, cross-functional collaboration, and communication skills, including comfort presenting to executive stakeholders.
• Bachelor’s degree in Human Resources, Business Administration, or a related field, or equivalent practical experience.

Nice To Haves

• Professional HR certification such as SPHR, SHRM-SCP, or GPHR.
• Hands-on experience executing People Operations integration for M&A, ideally in a high-velocity, private equity-backed, or rapidly scaling SaaS environment.
• Central or Eastern timezone.

Responsibilities

• Translate the executive People roadmap, cultural goals, and workforce plans into departmental OKRs, project plans, and scalable service delivery models.
• Manage the People Operations department budget in partnership with the CPO, monitoring expenditures across benefits, HR technology, vendor platforms, swag, and company events.
• Lead, mentor, and scale the People Operations team, establishing operating rhythms, performance metrics, and high standards of service, accuracy, and responsiveness.
• Support organizational scaling and M&A integration, including due diligence, HRIS and payroll migrations, policy harmonization, and workforce assimilation.
• Oversee payroll operations, statutory deductions, and global compensation administration in coordination with Finance.
• Partner with the CPO on compensation structure execution, job leveling, and career matrix operationalization.
• Direct global benefits administration, annual renewals, leave management, and accommodation programs with brokers and regional providers.
• Manage strategic relationships, RFPs, SLAs, and contract terms for People vendors, including EOR/PEO providers, benefits brokers, and screening partners.
• Own the enterprise HR technology stack, including HRIS, onboarding workflows, performance platforms, and data integrations; drive automation and AI fluency.
• Collaborate with Recruitment to maintain a secure, seamless ATS-to-HRIS data pipeline.
• Build People analytics and reporting, including executive dashboards and KPIs for retention, turnover, engagement trends, and headcount forecasts.
• Implement and enforce data governance, role-based security access, record-retention schedules, and audit controls across workforce platforms.
• Ensure compliance with local, state, federal, and international employment laws across company entities and contractor networks, in partnership with Legal counsel and external advisors.
• Oversee international employment documentation, statutory filings, and global privacy requirements such as GDPR.
• Develop, localize, and maintain global employee handbooks, operational policies, and standard operating procedures.
• Partner with the CPO and Legal counsel on complex employee relations matters, investigations, documentation, performance improvement plans, and terminations.
• Oversee onboarding, internal transfers, leaves of absence, promotions, and offboarding across distributed and international locations.
• Manage company-wide performance management cycles, review calibrations, and feedback delivery in alignment with the CPO’s talent philosophy.
• Support engagement, culture, recognition, and DEIB initiatives by managing their logistics, tooling, and operational communications.

What This Job Offers

• Job Type: Full-time
• Career Level: Senior