Senior Benefits Specialist

Role Overview

• Provide operational support for health, welfare, retirement, leave, and statutory benefits programs across the Americas region.
• Manage employee benefits inquiries and escalations through the SNOW ticketing system, ensuring timely triage, resolution, and clear communication.
• Serve as a primary point of contact for brokers, carriers, TPAs, PBMs, COBRA administrators, and leave vendors; actively manage escalations and hold vendors accountable to SLAs.
• Support annual renewals by coordinating census data, reviewing pricing, validating assumptions, and partnering with leadership on recommendations.
• Review vendor invoices, eligibility files, and claims reports for accuracy; coordinate corrections with Payroll and Finance as needed.
• Ensure compliance with applicable legislation, including U.S. federal and state requirements (ERISA, ACA, COBRA, HIPAA, FMLA), Canadian provincial frameworks, and statutory programs in Mexico and Colombia.
• Maintain compliance calendars and support audits, regulatory filings, and documentation standards.
• Process limited benefits transactions in Workday and ensure data integrity across systems.
• Collaborate closely with HRBPs, Payroll, Finance, Legal, AskHR, and Global Benefits leadership to support onboarding, terminations, mobility cases, and organizational changes.
• Exercise sound judgment within established governance frameworks and seek leadership alignment before implementing policy or strategic changes.
• Identify recurring service issues or process gaps and recommend improvements in coordination with leadership.
• Stay current on evolving benefits legislation and market practices across the Americas through ongoing professional development and broker engagement.

Requirements

• 7+ years of progressive, dedicated benefits experience (not generalist HR).
• Demonstrated experience managing vendors, renewals, escalations, and compliance-related activities.
• Strong working knowledge of U.S. benefits legislation; exposure to Canada, Mexico, and Colombia preferred.
• Experience supporting audits, regulatory filings, or compliance oversight activities.
• Proven ability to collaborate effectively and operate within leadership-directed governance structures.
• Strong communication skills and consistent follow-through.
• Experience with Workday and ticketing systems (SNOW preferred).
• High level of professionalism, discretion, and attention to detail.
• CEBS, SHRM-SCP, CBP, or related professional certifications preferred.

Benefits

• Our compensation reflects the cost of labor across several US geographic markets.
• The compensation package may also include incentive compensation opportunities in the form of annual bonus or incentives, equity awards, and an Employee Stock Purchase Plan (ESPP).
• Learn more about the benefits at Rackspace.