Senior Manager, People Operations – Payroll, Benefits, Analytics

This is a fully remote position, open to applicants in Colorado, +4 more states.

📋 Description

• Take full ownership of accurate, timely, and compliant semi-monthly payroll processing for a multistate workforce.

• Oversee the configuration of Rippling payroll, including employee and tax setup, reporting, integrations, and troubleshooting.

• Manage the relationship with Rippling, addressing payroll, tax, system, and integration challenges.

• Direct the administration of federal, state, and local payroll tax, including filings, notices, amendments, and W-2 preparation.

• Ensure payroll controls, review procedures, documentation, and audit trails are maintained effectively.

• Collaborate with the Finance team on payroll funding, general ledger mapping, reconciliations, accruals, invoices, workforce cost reporting, audits, and forecasting.

• Lead the strategy for benefits, including plan design, financial assessment, administration, renewals, vendor management, and employee communication.

• Evaluate claims, utilization, enrollment, benchmarking, and employee feedback to enhance benefit programs.

• Administer 401(k) eligibility, enrollment, contributions, loans, distributions, compliance corrections, and annual audits.

• Assist with the preparation and filing of Form 5500.

• Oversee the administration of multistate leave-of-absence, including documentation, notices, payroll, benefits deductions, disability payments, and return-to-work processes.

• Create people analytics dashboards, recurring reports, workforce metrics, and insights tailored for executives.

• Collaborate with People and Finance leaders on headcount planning, labor forecasting, compensation analysis, workforce cost modeling, and scenario planning.

• Define metrics, establish reporting standards, and ensure data governance.

• Manage payroll-related system configurations, workflows, integrations, automation, permissions, and reporting within Rippling.

• Enhance People processes, conduct audits, resolve data discrepancies, and lead scalable cross-functional implementations.

• Empower People team members, managers, and employees to effectively utilize systems and processes.

⛳️ Requirements

• Minimum of seven years of progressive experience in multistate payroll, payroll tax, benefits, leave administration, HR systems, people analytics, and People–Finance operations.

• Direct, hands-on experience in processing and managing multistate payroll through Rippling, encompassing payroll processing, employee and tax setup, deductions, reporting, configuration, integrations, and complex problem resolution.

• Proven experience in managing vendor relationships for payroll providers, focusing on performance, service delivery, and issue escalation.

• In-depth knowledge of multistate payroll and payroll tax regulations, including quarterly and year-end processing.

• Demonstrated expertise in benefits plan design, renewals, financial analysis, administration, compliance, and employee communication.

• Hands-on experience with administering a 401(k) or similar retirement plan, including conducting annual plan audits, compliance testing, and Form 5500 support.

• Experience in overseeing multistate leave administration and aligning statutory, company, disability, payroll, and benefits requirements.

• Advanced capabilities in people analytics, including dashboard creation, complex data interpretation, workforce modeling, and actionable insights.

• Strong financial acumen with experience collaborating with Finance or Accounting on reconciliations, general ledger activities, audits, forecasting, and workforce cost analysis.

• Advanced skills in Excel or Google Sheets, including complex formulas, pivot tables, lookups, data validation, and financial or workforce modeling.

• Strong expertise in HR systems, including configuration, workflows, integrations, automation, reporting, and data governance.

• Exceptional written and verbal communication skills.

• Outstanding judgment, organization, attention to detail, and the ability to manage competing priorities and confidential information.

• Bachelor’s degree in human resources, business, finance, accounting, analytics, or a related field, or equivalent professional experience.

• Preferred: Certified Payroll Professional (CPP) certification.

• Preferred: Experience in professional services, agency, private equity-backed, or similarly fast-paced distributed organizations.

• Preferred: Experience in M&A support, self-funded or level-funded health plans, and payroll, benefits, HRIS, or vendor implementations.

🏝️ Benefits

• Competitive salary with merit-based opportunities for advancement.

• Flexible hybrid work model customized to your schedule and lifestyle.

• Generous vacation policy, featuring extended summer and winter breaks.

• Early log-off on Fridays through our Empower Hours initiative.

• 401(k) plan with employer matching contributions.

• Comprehensive medical, dental, and vision coverage, along with FSA options.

• Paid parental leave benefits.

• Commuter benefits.

• Annual Growth Mindset stipend for books, events, or learning experiences.

• Monthly technology reimbursement.

• Wellness benefit program focusing on mental and physical health.

• 501c3 donation matching program.

• Opportunities for mentorship and ongoing professional development.

• Monthly recognition and team celebration activities.

• Employee referral and new business referral bonuses.

• Quarterly Highwire events and team gatherings.

• Dog-friendly office environment.

• A supportive, inclusive, and collaborative workplace culture.

• Additional perks aimed at enhancing overall well-being and growth.