Benefits Supervisor

COBRA Operations Supervisor At ThrivePass, we're on a mission to help employees and businesses Thrive—because benefits should be more than just checkboxes. Through personalized benefits technology, data-driven insights, and meaningful experiences, we empower companies to support their teams in ways that truly matter. We don't just talk about culture—we build it. Everything we do is rooted in our CARE values: Courageous – We embrace new challenges and fresh ideas. Authentic – We show up as our true selves and value transparency. Resourceful – We find creative solutions and make things happen. Excellent – We hold ourselves accountable and take pride in our work. At ThrivePass, performance isn't just about hitting goals—it's about how you show up. We invest in our employees' growth and encourage bold thinking, collaboration, and continuous learning. Join us in shaping the future of employee benefits! Team Leadership & Talent Development Lead, coach, mentor, and develop a high-performing COBRA Operations team through regular feedback, performance management, and career development. Partner with People & Culture to recruit, interview, onboard, and proactively build a pipeline of qualified talent to support current and future staffing needs. Foster a culture of accountability, continuous learning, collaboration, and operational excellence. Operational Excellence Oversee daily COBRA operations, including workload management, scheduling, service levels, and team performance. Monitor KPIs, customer satisfaction, and operational metrics, implementing action plans to improve results. Maintain and enhance standard operating procedures, training materials, and compliance with COBRA regulations. Customer Support & Escalations Serve as the primary escalation point for complex customer issues and ensure timely, effective resolution. Act as a subject matter expert on COBRA regulations, operational processes, and customer support best practices. Collaborate with Product, Operations, Data Services, Finance, and other internal teams to deliver exceptional client outcomes. Continuous Improvement Identify opportunities to improve operational efficiency, customer experience, and team effectiveness. Analyze trends, customer feedback, and regulatory changes to recommend and implement process improvements. Lead or support strategic initiatives and special projects that advance departmental and organizational goals. What You BringWe're looking for a leader who enjoys developing people, improving operations, and delivering exceptional client experiences. The ideal candidate will demonstrate: A people-first leadership style with a passion for coaching, mentoring, and developing high-performing teams. Strong critical thinking and problem-solving skills with the ability to make sound decisions in a fast-paced environment. A customer-focused mindset that balances operational excellence with exceptional service. Strong organizational skills with the ability to prioritize competing demands and adapt to changing business needs. Excellent communication and collaboration skills that foster strong partnerships across teams. A continuous improvement mindset with a desire to streamline processes, develop talent, and drive operational results.