Note: The job is a remote job and is open to candidates in USA. Skylight is a digital consultancy that helps government agencies deliver better public services through design and technology. The People Operations Manager administers benefits and leave, manages the employee lifecycle, maintains people systems and records, and supports employee relations, compliance, and people programs.

Responsibilities

• Administer our benefits programs end to end, including medical, dental, vision, disability, life, FSA, HSA, and 401(k)
• Own the working relationship with our benefits broker and carriers, including renewals, plan design discussions, and issue escalation
• Run annual open enrollment, from communications and employee education through system configuration and post-enrollment reconciliation
• Administer all leaves of absence, including parental, medical, FMLA, short-term disability, and state paid family and medical leave programs
• Maintain leave tracking and reporting so business unit leaders have the staffing visibility they need without exposing confidential detail
• Partner with Finance on payroll inputs, leave-related pay adjustments, and benefits reconciliation
• Run onboarding end to end, including the preboarding checklist, new employee orientation, I-9 verification meetings, and E-Verify submissions, and coordinate with IT so system and equipment access is ready on day one
• Run manager onboarding for employees stepping into people-management roles
• Run offboarding end to end, including the checklist, exit surveys, and state compliant final pay and benefits steps, and confirm with IT that access is revoked and equipment is returned
• Process role, project, and reporting-line transitions, keeping employee records and timekeeping assignments aligned and routing access changes to IT
• Maintain employee data across our people systems, including address and status changes that carry tax or compliance implications
• Serve as the administrator for our HRIS (Rippling), covering configuration, data integrity, reporting, and integrations with our timekeeping and payroll systems
• Build and maintain automated workflows in the HRIS so routine people processes run without manual intervention
• Run HRIS and people-system implementations and migrations, including vendor coordination, data validation, go-live readiness, and post-launch stabilization
• Support employee relations matters by conducting intake, maintaining documentation, preparing correspondence, and coordinating with the Head of People Operations and outside counsel where needed
• Support managers through performance conversations and performance improvement plans, including template preparation, documentation standards, and follow-up tracking
• Run the mechanics of our compensation and promotion cycles, including packet assembly, tracker maintenance, letter generation, and system updates
• Serve as the first point of contact for employee questions on benefits, leave, pay, and policy, through our People Operations inbox and our internal request channels
• Maintain our people policies and knowledge base, keep the policy backlog current, and flag where a policy is missing, stale, no longer compliant, or contradicted by practice
• Deploy and track mandatory compliance training, such as anti-harassment and security awareness, and follow up on non-completions
• Monitor multi-state employment compliance obligations and surface changes that affect our policies or practices
• Write and publish company-wide people communications, including benefits deadlines, policy changes, and process updates
• Maintain the SOPs, templates, and checklists behind our people workflows so the process survives any one person
• Identify manual processes worth automating and use our tools, including AI, to reduce the administrative load on the function
• Contribute to a work environment where people feel supported, informed, and treated consistently

Skills

• Five or more years of progressive experience in an HR generalist, people operations, or benefits and leave role
• Demonstrated ownership of benefits administration end to end, including broker management, renewals, and open enrollment
• Demonstrated ownership of leave administration across multiple states, including interaction between company policy, federal leave law, and state paid leave programs
• Experience supporting employee relations matters, including documentation, correspondence, and knowing when to escalate
• Working knowledge of federal and multi-state employment law as it applies to leave, accommodation, classification, and pay practices
• Sound judgment balancing transparency and visibility with confidentiality, privacy, and risk
• Proven ability to collaborate across the business, partnering openly with leaders and teams rather than working in a silo
• Hands-on administration of an HRIS, including reporting, configuration, workflow automation, and data integrity
• Experience running onboarding and offboarding end to end, including I-9 and E-Verify compliance
• Experience working with remote and distributed teams
• Organized, detail-oriented, and quality-minded, with the follow-through to close items rather than route them
• Superior written and oral communication skills, including the ability to explain a policy clearly to someone who is frustrated
• Comfort working without a playbook, and the instinct to write one afterward
• Passionate about creating better public outcomes through great government services
• A mindset and work approach that aligns with our core values
• You must be legally authorized to work in the U.S. now and in the future without sponsorship
• Experience with Rippling or a comparable HRIS
• Experience in a government contracting, consulting, or professional services environment
• Experience administering benefits and leave through a company's growth from roughly 100 to 300 employees
• Experience implementing a leave management platform, a benefits administration system, or an HRIS migration
• Experience deploying and tracking mandatory compliance training across a distributed workforce
• Familiarity with government contractor compliance obligations, such as EEO reporting, affirmative action planning, or Service Contract Act requirements
• Professional certification such as PHR, SPHR, SHRM-CP, or SHRM-SCP

Benefits

• Medical insurance, dental insurance, vision insurance
• Short-term and long-term disability insurance
• Life and AD&D insurance
• Dependent care FSA, healthcare FSA, health savings account
• Dollar-for-dollar 401(k) match up to 10% of your salary with no vesting period
• Paid time off, including 20 vacation days, 11 federal holidays, and flexible sick leave
• Up to 12 weeks paid time off for all eligible new birth, adoption, or foster parents
• Performance rewards, including annual salary increase, annual performance bonus, spot bonuses, and stock options
• Business development / sales bonuses
• Referral bonuses
• Annual $2,000 allowance for professional development
• Annual $750 allowance for tech-related purchases
• Annual swag budget of $100 to display your Skylight pride with some merchandise (hoodies, hats, and more)
• Flexible, remote-friendly work environment
• An environment that empowers you to unleash your superpowers for public good

Company Overview