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Skylight

Digital consultancy for government service delivery

People Operations Manager

HR Operations & Coordination +1Confirmed live in the last 24 hours
Full-timeRemote in USA$100k - $130k

About the Job

Requirements

  • 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.
  • Ability to travel for work from time to time.
  • All work must be conducted within the U.S.
  • Must be legally authorized to work in the U.S. now and in the future without sponsorship.

Responsibilities

  • Administer benefits programs end to end, including medical, dental, vision, disability, life, FSA, HSA, and 401(k).
  • Own the working relationship with benefits brokers 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 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 staffing visibility 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; 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; 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 people systems, including address and status changes with tax or compliance implications.
  • Administer the HRIS (Rippling), covering configuration, data integrity, reporting, and integrations with 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 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 the People Operations inbox and internal request channels.
  • Maintain people policies and the knowledge base, keep the policy backlog current, and flag missing, stale, noncompliant, or inconsistently applied policies.
  • 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 policies or practices.
  • Write and publish company-wide people communications, including benefits deadlines, policy changes, and process updates.
  • Maintain SOPs, templates, and checklists behind people workflows so processes do not depend on one person.
  • Identify manual processes worth automating and use tools, including AI, to reduce the administrative load on the function.
  • Contribute to a work environment where people feel supported, informed, and treated consistently.

Desired Qualifications

  • 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.

About the Company

Skylight

Digital consultancy for government service delivery

Skylight is a digital consultancy that helps government agencies improve public services by combining design and technology. It works by offering services that blend user-centered design with technology implementation, helping agencies plan, build, and enhance digital services that citizens interact with. The company differentiates itself by focusing specifically on the public sector and partnering with government clients to deliver practical, service-oriented solutions rather than generic tech products. Skylight’s goal is to make public services easier to use, more efficient, and more accessible for citizens.

Company size
201-500
Company stage
Grant
Total funding
$1.9M
Headquarters
North Port, FL
Founded
2017

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