Job Description A large software company is seeking a Tier II Benefits Specialist to provide advanced benefits and leave-of-absence support for a 7-month period. This role supports a high‑volume, employee‑facing case environment and serves as the escalation point for the Tier I team. This person will manage complex benefits and leave cases, partner directly with vendors, support file integrations, and contribute to project work including open enrollment and improvements within the benefits and leave space. Responsibilities Manage complex employee inquiries regarding benefit eligibility, claims, reimbursement programs, and leave policies. Partner directly with benefit vendors (e.g., Aetna, UHC, Kaiser, Reliance Matrix) to resolve employee issues and claims discrepancies. Work with integration files and troubleshoot file‑related issues between systems and vendors. Support open enrollment activities, testing, and communications within the benefits and leave space. Maintain strong employee communication, delivering high‑quality customer service and follow‑through. Monitor and meet performance metrics (case assignment within 1.5 days, customer satisfaction ≥ 4.8, low case reopen rate). Use Excel, Google Sheets, Slack, and other productivity tools for documentation, tracking, and communication. We are a company committed to creating diverse and inclusive environments where people can bring their full, authentic selves to work every day. We are an equal opportunity/affirmative action employer that believes everyone matters. Qualified candidates will receive consideration for employment regardless of their race, color, ethnicity, religion, sex (including pregnancy), sexual orientation, gender identity and expression, marital status, national origin, ancestry, genetic factors, age, disability, protected veteran status, military or uniformed service member status, or any other status or characteristic protected by applicable laws, regulations, and ordinances. If you need assistance and/or a reasonable accommodation due to a disability during the application or recruiting process, please send a request to HR@insightglobal.com.To learn more about how we collect, keep, and process your private information, please review Insight Global's Workforce Privacy Policy: https://insightglobal.com/workforce-privacy-policy/. Skills and Requirements Tier II-level benefits expertise, including leave-of-absence knowledge and experience handling escalations. Strong understanding of benefits eligibility, claims resolution, and working with benefit vendors/TPAs. Experience with high‑volume case management and employee‑facing support. Proficiency with ticketing systems. Excellent communication and customer service skills. Strong organizational abilities with the discipline to manage 30–50+ active cases. Experience with Workday (preferred). Ability to work independently, prioritize effectively, and maintain accuracy under pressure. Prior experience supporting open enrollment cycles. Background working with major benefit vendors (Aetna, UHC, Kaiser, Reliance Matrix).