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Clasp is a venture-backed fintech startup on a mission to transform access to education and career pathways while tackling the student debt crisis. As HR Operations Manager, you will be the administrative and operational backbone of the People & HR function, owning core HR infrastructure end-to-end.
Key responsibilities include:
Benefits Ownership: Manage Clasp's employee benefits program comprehensively—from analyzing current offerings and gathering employee feedback to benchmarking against market standards and recommending changes. Lead annual benefits renewals including plan evaluation and negotiation. Own and execute company-wide open enrollment with employee education and support. Serve as primary point of contact for all external benefits vendors, brokers, and carriers. Monitor plan utilization, cost trends, and employee satisfaction to keep offerings competitive and compliant with ACA, COBRA, and ERISA regulations.
HR Operations & Process Management: Manage the day-to-day PEO relationship (currently Justworks), including HRIS administration and data integrity. Lead a comprehensive audit of the current PEO/HRIS setup and own the strategic evaluation project to determine whether Clasp should remain on a PEO model or transition to alternative HR infrastructure by 2027. Own 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. Conduct comprehensive audit of existing HR processes to identify gaps and design scalable, documented processes. Identify and drive opportunities to streamline and automate HR administrative workflows using AI tools.
Compliance & Risk Management: Manage all leave of absence requests and processes, including FMLA and state paid family/medical leave programs. Serve as primary point of contact for unemployment claims and tax-related audits. Own the employee handbook, partnering with Compliance and Security teams on regular review and updates. Maintain working knowledge of state-by-state HR compliance requirements and proactively monitor regulatory changes. Own employment verification and reference check requests. Serve as primary point of contact for HR-related compliance audits and regulatory inquiries.
You'll need 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 strongly preferred) and evaluating HR infrastructure options is essential. Strong benefits administration experience including plan design, renewals, open enrollment, and vendor management required. Working knowledge of federal and state leave laws and multi-state employment compliance necessary. Experience with onboarding/offboarding administration, I-9 and background check compliance required. Strong process orientation with experience auditing and rebuilding HR workflows. Ability to operate as primary HR operations owner in a lean, fast-paced environment. Excellent communication and vendor/stakeholder management skills. SHRM-CP, PHR, or similar HR certification a plus.
