People Operations Manager

atSkylightRemoteUS flagUnited StatesFull-timePeople OperationsMid-levelSenior$100k – $130k/year

Posted Oct 30

This is a fully remote position, open to applicants in United States.

📋 Description

• Oversee the complete administration of benefits programs, which include medical, dental, vision, disability, life, FSA, HSA, and 401(k).

• Cultivate and manage relationships with benefits brokers and carriers, focusing on renewals, plan design discussions, and issue resolution.

• Conduct annual open enrollment processes, encompassing communications, employee education, system configuration, and reconciliation.

• Administer various leave programs, including parental, medical, FMLA, short-term disability, and state-mandated family and medical leave.

• Ensure accurate tracking and reporting of leave while safeguarding confidential information.

• Collaborate with Finance on payroll inputs, adjustments related to leave, and benefits reconciliation.

• Manage the onboarding and offboarding processes from start to finish, including checklists, orientation, I-9 verification, E-Verify, exit surveys, final pay and benefits procedures, access revocation, and equipment return.

• Facilitate onboarding for new managers.

• Process transitions related to roles, projects, and reporting lines while maintaining current records and timekeeping assignments.

• Oversee the maintenance of employee data across various systems, including tax- and compliance-related modifications.

• Administer the Rippling HRIS, ensuring proper configuration, data integrity, reporting, and integrations.

• Create and sustain automated workflows within the HRIS.

• Manage HRIS and people-system implementations and migrations, which include vendor coordination, data validation, go-live readiness, and stabilization.

• Assist with employee relations issues through documentation, correspondence, and coordination with leadership and outside counsel.

• Support performance discussions and improvement plans by providing templates, documentation, and follow-up tracking.

• Oversee the mechanics of compensation and promotion cycles, which involve packets, trackers, letters, and system updates.

• Respond to employee inquiries regarding benefits, leave, pay, and policy.

• Maintain people policies, knowledge base, SOPs, templates, and checklists.

• Implement and monitor mandatory compliance training.

• Ensure adherence to multi-state employment compliance obligations.

• Draft and distribute company-wide communications related to people matters.

• Identify opportunities for process automation utilizing tools such as AI.

• Contribute to fostering a supportive, informed, and consistent workplace.


⛳️ Requirements

• A minimum of five years of progressive experience in an HR generalist, people operations, or benefits and leave administration role.

• Proven track record of managing benefits administration end to end, including broker engagement, renewals, and open enrollment.

• Demonstrated experience in leave administration across various states, understanding the interaction between company policy, federal leave laws, and state-paid leave programs.

• Experience in supporting employee relations issues, including documentation and knowing when to escalate concerns.

• Solid understanding of federal and multi-state employment laws as they relate to leave, accommodations, classification, and pay practices.

• Strong judgment in balancing transparency and visibility with confidentiality, privacy, and risk management.

• Established ability to collaborate across the organization, working openly with leaders and teams rather than in isolation.

• Hands-on experience with HRIS administration, including reporting, configuration, workflow automation, and data integrity.

• Experience managing end-to-end onboarding and offboarding processes, encompassing I-9 and E-Verify compliance.

• Familiarity with working in remote and distributed team environments.

• Highly organized, detail-oriented, and quality-focused, with a commitment to follow through on tasks rather than passing them off.

• Exceptional written and verbal communication skills, including the ability to articulate policy clearly to frustrated individuals.

• Comfortable operating without a predefined playbook, with the initiative to create one afterward.

• Passionate about enhancing public outcomes through excellent government services.

• An approach to work that aligns with our core values.

• Willingness to travel for work occasionally.

• All work must be performed within the U.S.

• Must possess legal authorization to work in the U.S. both now and in the future without sponsorship.

• May need to obtain a public trust or security clearance.

• May be required to successfully complete a company background check.


🏝️ Benefits

• Medical insurance, dental insurance, and vision insurance.

• Short-term and long-term disability insurance.

• Life and AD&D insurance.

• Dependent care FSA, healthcare FSA, and 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 of paid time off for all eligible new birth, adoption, or foster parents.

• Performance rewards, including annual salary increases, annual performance bonuses, 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 showcase your Skylight pride with merchandise (hoodies, hats, and more).

• A flexible, remote-friendly work environment.

• An atmosphere that empowers you to utilize your strengths for the public good.

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