Note: The job is a remote job and is open to candidates in USA. Clasp is a venture-backed, mission-driven startup transforming access to education and career pathways through connections among employers, educational institutions, and diverse talent. Clasp is seeking an HR Operations Manager to own core HR infrastructure, including benefits, PEO and HRIS administration, leave management, compliance, and scalable process improvement.
Responsibilities
- Own Clasp’s employee benefits program end to end- from analyzing current offerings and gathering employee feedback, to benchmarking against external market standards, to recommending and implementing changes
- Lead annual benefits renewals from start to finish, including plan evaluation, negotiation, and rollout
- Own and execute company-wide open enrollment, including employee education, communication, and enrollment support
- Serve as the primary point of contact and day-to-day relationship owner for all external benefits vendors, brokers, and carriers
- Monitor plan utilization, cost trends, and employee satisfaction to keep our offerings competitive and cost-effective as we scale
- Ensure all benefits programs remain compliant with applicable regulations (ACA, COBRA, ERISA, and related requirements)
- Manage our day-to-day PEO relationship (currently Justworks), including HRIS administration and data integrity
- Lead a comprehensive audit of our current PEO/HRIS setup and own the project to evaluate whether Clasp should remain on a PEO model or transition to an alternative HR infrastructure by 2027, including recommending and executing next steps
- Own the administrative execution of onboarding (I-9 verification, background checks, new hire documentation, system provisioning) and offboarding (documentation collection, equipment return, system deactivation)
- Manage 401(k) match and equity data updates in Carta, ensuring accuracy between HRIS, payroll, and cap table systems (\•\•Not sure if Scott would keep doing this or this person would take this one)
- Conduct a comprehensive audit of existing HR processes to identify gaps, and design and implement updated, scalable processes and documentation
- Identify and drive opportunities to streamline and automate HR administrative workflows
- Manage all leave of absence requests and processes, including FMLA and state paid family/medical leave programs (PFMLA)
- Serve as the primary point of contact for unemployment claims and tax-related audits or inquiries
- Own Clasp’s employee handbook, partnering with Compliance and Security teams on regular review, updates, and audit response
- Maintain (or know how to quickly obtain) working knowledge of state-by-state HR compliance requirements, and proactively monitor and communicate regulatory changes to the business
- Own employment verification and reference check requests (e.g., background check vendors, mortgage/loan verifications)
- Serve as the primary point of contact for HR-related compliance audits and regulatory inquiries
Skills
- 5+ years of progressive HR experience, with significant ownership of benefits administration and PEO/HRIS management
- Hands-on experience managing a PEO relationship (Justworks experience a strong plus) and evaluating HR infrastructure options
- Strong experience in benefits administration — plan design and evaluation, renewals, open enrollment, and vendor/broker management
- Working knowledge of federal and state leave laws (FMLA, PFMLA) and multi-state employment compliance
- Experience managing the administrative side of onboarding and offboarding, including I-9 and background check compliance
- Strong process orientation, with experience auditing and rebuilding HR workflows and documentation
- Comfort operating as the primary owner of HR operations in a lean, fast-paced environment
- Excellent communication and vendor/stakeholder management skills
- SHRM-CP, PHR, or similar HR certification a plus
Benefits
- Open to Remote in ET or CT Locations ONLY
- Medical benefits (health, dental, & vision)
- 401k matching
- Flexible PTO policy
- Opportunities to grow and perform in a fast-paced environment alongside a stellar team.
- An attractive equity component as part of our compensation package, providing an opportunity for eligible employees to share in the success and growth of our company.
Company Overview