[Remote] Sr Benefits Analyst

Note: The job is a remote job and is open to candidates in USA. Instructure is a company dedicated to empowering individuals through innovative products that enhance learning and personal development. The Sr Benefits Analyst will oversee the administration and compliance of U.S. health, welfare, retirement, and leave programs while serving as the primary contact for employees and vendors.

Responsibilities

• U.S. Program Administration: Own the daily operations of U.S. benefits programs, including medical, dental, vision, HSA/FSA, life and AD&D, short- and long-term disability, 401(k), wellness, and voluntary benefits. This includes a strong focus on self-insurance
• Leave Management: Administer U.S. leave programs end-to-end, including FMLA, state paid family/medical leave, parental leave, PTO, short- and long-term disability, workers’ compensation, and ADA accommodations
• Vendor & Broker Management: Serve as the primary point of contact for U.S. benefits brokers, carriers, and third-party administrators; manage service levels, escalations, and renewals
• Compliance & Audit: Ensure full compliance with federal and state regulations, including ERISA, ACA, HIPAA, COBRA, Section 125, and IRS/DOL requirements. Lead 5500 filings, non-discrimination testing, SAR distribution, and annual audits
• Open Enrollment: Lead the annual U.S. open enrollment cycle, including HRIS configuration and testing, communications, employee education sessions, and post-enrollment auditing
• Employee Experience: Be the trusted go-to for U.S. employees on benefits questions; develop clear communications and education that help employees use their benefits with confidence
• Data & Analytics: Analyze enrollment, utilization, and cost data to identify trends; produce regular dashboards and ad-hoc analyses that inform renewal strategy and plan design
• Fiscal Oversight: Reconcile monthly carrier invoices and self-bill files; partner with Finance and Payroll on accruals, GL coding, and budget tracking for U.S. benefits spend
• Process & Systems: Identify and implement improvements in Workday and with vendor partners to automate enrollments, EOI workflows, evidence-of-coverage tracking, and reporting
• Escalated Support: Serve as the final point of escalation for complex U.S. employee benefits issues and claims disputes; coordinate with carriers and brokers to drive resolution
• Cross-Region Partnership: Partner with global Total Rewards Partners to maintain a coherent global benefits philosophy, share best practices, and support consistent employee experience across regions

Skills

• Bachelor's degree in Human Resources, Business Administration, Finance, or a related field
• 3–5 years of progressive experience in U.S. benefits administration, including direct ownership of self-insurance, open enrollment, compliance filings, and vendor management
• Strong working knowledge of ERISA, ACA, HIPAA, COBRA, FMLA, ADA, Section 125, and IRS/DOL benefits regulations
• Proficiency in Workday HRIS (Benefits module preferred) and advanced Excel skills (pivots, lookups, modeling) for analysis and reconciliation
• Ability to explain complex benefits concepts to employees and senior stakeholders with empathy, clarity, and discretion
• High attention to detail
• Strong project management instincts
• Ability to manage competing priorities in a fast-paced environment
• CEBS, CBP, or PHR/SHRM-CP certification is a plus

Benefits

• Competitive compensation, plus all full-time employees participate in our ownership program - because everyone should have a stake in our success.
• Flexible work culture. Our remote, hybrid and in-office collaboration spaces vary by role, team and location.
• Generous time off, including local holidays and our annual 9 Dim the Lights period in late December, when teams are encouraged to step back and recharge based on departmental needs.
• Comprehensive wellness programs and mental health support
• Learning and development resources, including professional development tools and tuition reimbursement, to support your growth
• The technology and tools you need to do your best work
• Motivosity employee recognition program
• A culture rooted in inclusivity, support, and meaningful connection

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