At Instructure, we believe in the power of people to grow and succeed throughout their lives. Our goal is to amplify that power by creating intuitive products that simplify learning and personal development, facilitate meaningful relationships, and inspire people to go further in their education and careers.
We do this by giving smart, creative, passionate people opportunities to create awesome. And that's where you come in:
The Sr Benefits Analyst is the subject-matter expert for our U.S. health, welfare, retirement, and leave programs. Reporting to the Sr Manager, Total Rewards, you will own the day-to-day administration, compliance, and continuous improvement of U.S. benefits, and serve as the primary point of contact for U.S. employees, brokers, and carriers.
Key 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.
Qualifications
Education: Bachelor’s degree in Human Resources, Business Administration, Finance, or a related field; CEBS, CBP, or PHR/SHRM-CP certification is a plus.
Experience: 3–5 years of progressive experience in U.S. benefits administration, including direct ownership of self-insurance, open enrollment, compliance filings, and vendor management.
Regulatory Knowledge: Strong working knowledge of ERISA, ACA, HIPAA, COBRA, FMLA, ADA, Section 125, and IRS/DOL benefits regulations.
Technical Skills: Proficiency in Workday HRIS (Benefits module preferred) and advanced Excel skills (pivots, lookups, modeling) for analysis and reconciliation.
Communication: Ability to explain complex benefits concepts to employees and senior stakeholders with empathy, clarity, and discretion.
Soft Skills: High attention to detail, strong project management instincts, and the ability to manage competing priorities in a fast-paced environment.
Get in on all the awesome at Instructure!
We offer competitive, meaningful benefits in every country where we operate. While they vary by location, here's a general idea of what you can expect:
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 “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
We believe in hiring great people and treating them right. The more diverse we are, the better our ideas and outcomes.
Instructure is an Equal Opportunity Employer. We comply with applicable employment and anti-discrimination laws in every country where we operate.
All employees must pass a background check as part of the hiring process. To help protect our teams and systems, we’ve implemented identity verification measures. Candidates may be asked to verify their legal name, current physical location, and provide a valid contact number and residential address, in accordance with local data privacy laws.
Any attempt to misrepresent personal or professional information will result in disqualification.
Skills Required
- Bachelor's degree in Human Resources, Business Administration, Finance, or a related field
- 3-5 years of progressive experience in U.S. benefits administration
- Knowledge of ERISA, ACA, HIPAA, COBRA, ADA regulations
- Proficiency in Workday HRIS (Benefits module preferred)
- Advanced Excel skills (pivots, lookups, modeling)
Instructure Compensation & Benefits Highlights
The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about Instructure and has not been reviewed or approved by Instructure.
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Fair & Transparent Compensation — Pay is considered market-competitive for many engineering, product, and quota-carrying roles, especially when factoring base, variable, and equity. In these tracks, total rewards are often characterized as fair-to-strong for the role and location.
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Healthcare Strength — Health coverage is described as comprehensive, including medical, dental, vision, mental-health support, and HSA/FSA options. Employer contributions are often portrayed as strong, and core medical benefits receive consistently positive marks.
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Leave & Time Off Breadth — Time off offerings include flexible or “unlimited” PTO, paid holidays, and paid sick time, paired with widespread remote/hybrid flexibility. This breadth of time off and work flexibility is often viewed as a meaningful perk that enhances overall value.
Instructure Insights
What We Do
Instructure is helping people grow from the first day of school to the last day of work. More than 30 million people use its Canvas and Bridge platforms for learning management and employee development.
