Senior Director, People Operations
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 operations 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 processes. Working across domestic and international teams, the Senior Director manages the operational backbone supporting company-wide scaling, performance management cycles, M&A integrations, and positive employee experiences. The role drives policy and operational harmonization across global offices, including hubs in the US, UK, Australia, and Mexico. It also manages the People Operations budget, leads and develops the team, oversees vendors and HR technology, builds People analytics capabilities, and partners with the CPO, Finance, Recruitment, Legal counsel, and external advisors.
Requirements
- 10+ years of progressive experience in People Operations or HR Operations.
- At least 5+ years 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.
- Proven experience 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.
- Ability to meet the listed physical and mental requirements: prolonged sitting, typing and computer work, listening and speaking on phone or video calls, and sustained concentration, analytical thinking, and focus.
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 CPO’s People roadmap, cultural goals, and workforce plans into departmental OKRs, project plans, and scalable service delivery models.
- Manage the People Operations 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 operational rhythms, performance metrics, and service standards.
- Support organizational scaling and M&A integration, including due diligence, HRIS and payroll migrations, policy harmonization, and workforce assimilation.
- Oversee operational delivery of payroll, 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 third-party People vendor relationships, RFPs, SLAs, and contract terms, including EOR/PEO providers, benefits brokers, and screening partners.
- Own the enterprise HR technology stack, including HRIS, onboarding workflows, performance platforms, and data integrations, and drive automation and AI fluency.
- Collaborate with Recruitment to maintain a secure, seamless ATS-to-HRIS data pipeline.
- Build People analytics and reporting capabilities, including executive dashboards and KPIs for retention, turnover, engagement, and headcount forecasts.
- Implement and enforce data governance, role-based security, 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, working with Legal counsel and external advisors.
- Oversee international employment documentation, statutory filings, and global privacy mandates such as GDPR.
- Develop, localize, and maintain global employee handbooks, operational policies, and standard operating procedures.
- Partner with the CPO and Legal counsel on employee relations matters, investigations, documentation, performance improvement plans, and terminations.
- Oversee onboarding, internal transfers, leaves, 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 through logistics, tooling, and operational communications.
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What This Job Offers
Job Type
Full-time
Career Level
Senior
