Benefits Analyst – Hybrid/Onsite with Open Enrollment

Cypress HCM; San Jose (CA); On-site; USD 110,000 - 125,000; Full time

Job summary

Cypress HCM in San Jose, CA is hiring a Benefits Analyst for a 1-year contract. You will act as the first escalation point for healthcare questions, coordinate with vendors and the COE, and support enrollment readiness using bswift and Emma.

You will review communications, manage escalations, and contribute to special projects within the Benefits team. The role requires 7+ years of US health and welfare benefits experience, ERISA knowledge, and strong organizational and communication skills.

Qualifications

• 7+ years of directly applicable US health and welfare benefits experience.
• Knowledge of ERISA and other applicable federal, state, and local benefits laws.
• Strong organizational skills with ability to multi-task in a fast-paced environment.
• Strong oral and written communication skills and attention to detail.
• Analytical and problem-solving capabilities to manage escalations and identify root causes.
• Ability to collaborate with stakeholders such as Employee Resource Center (ERC), payroll, communications, and vendors.
• Bachelor’s degree in a related field required (may be substituted by additional years of experience).

Responsibilities

• Monitor healthcare cases and channels (Slack benefits-talk, ServiceNow, bswift, ERC, webinar chat), identify trending issues, research concerns, and resolve cases with employees, vendors, and COE.
• Triage and resolve healthcare ServiceNow tickets; esc...
• Coordinate with health plan liaisons and vendors to support issue resolution and act as escalation point for complex inquiries.
• Review and update enrollment requirements, plan details, and employee-facing content within bswift and Emma; conduct enrollment testing and final validation following vendor and Rewards Operations sign-off.
• Review healthcare-related communications and materials (Open Enrollment materials, website updates, Rewards Guides, videos, PDFs, vendor communications, mailers, microsites) to ensure accuracy and alignment.
• Liaise with internal and external teams for healthcare events (Open Enrollment fairs, pop-ups), coordinate vendor participation, logistics, scheduling, promotion, and collateral review.
• Support compliance activities including review of SBCs, plan booklets, Schedules of Benefits, tracking/administration for COBRA, non-discrimination testing, PCORI fees, and other regulatory notices.
• Contribute to special projects in partnership with Sr. program managers, including RFPs, new vendor or program implementations, survey submissions, wellbeing data support, and acquired company medical plan transitions.

Skills

Benefits experience

ERISA knowledge

Organizational skills

Communication skills

Analytical/problem-solving

Collaboration with stakeholders

Education

Bachelor's degree

Job description

Cypress HCM in San Jose, CA is hiring a Benefits Analyst for a 1-year contract. You will act as the first escalation point for healthcare questions, coordinate with vendors and the COE, and support enrollment readiness using bswift and Emma.

You will review communications, manage escalations, and contribute to special projects within the Benefits team. The role requires 7+ years of US health and welfare benefits experience, ERISA knowledge, and strong organizational and communication skills.