Specialist, Benefits

About this role

Specialist, Benefits - HB08CE We’re determined to make a difference and are proud to be an insurance company that goes well beyond coverages and policies. Working here means having every opportunity to achieve your goals – and to help others accomplish theirs, too. Join our team as we help shape the future.   

We are seeking a detail-oriented and collaborative Benefits Specialist to support the administration and continuous improvement of our retirement, wellbeing, and health & welfare programs. In this role, you will work across benefits operations, vendor management, reporting, employee support, and communications to help deliver programs that meet employee needs and support business priorities. This opportunity is ideal for a professional with 3–5 years of relevant experience who wants to deepen their expertise in benefits while building a broader career path within the Total Rewards function . This role offers the opportunity to contribute to meaningful employee programs while gaining exposure to a broad range of benefits and Total Rewards activities. You’ll join a collaborative environment where you can continue to grow your skills, expand your knowledge, and build toward future opportunities across the Total Rewards function.

Benefits Administration & Operations • Support administration of retirement, medical, dental, vision, life, disability, and wellness programs with a strong focus on accuracy, service, and process consistency • Resolve employee benefit questions and issues independently when appropriate, while escalating more complex matters as needed • Monitor participant issues, identify patterns, and recommend process improvements to enhance service delivery • Manage invoice processing, record maintenance, and other operational activities that support effective program administration

Vendor & Program Support • Partner with external benefits vendors on routine administration, issue resolution, and service coordination • Monitor vendor service performance and escalate trends or concerns for review • Contribute to vendor updates, annual enrollment readiness, and ongoing program changes

Compliance & Risk Management • Support compliance-related processes by maintaining records and following established procedures • Maintain plan files, documentation, and standard process materials • Prepare standard reports and supporting documentation

Data Analysis & Reporting • Compile and analyze benefits data to support recurring reporting, trend monitoring, and team decision-making • Prepare routine and ad hoc reports for internal stakeholders using benefits, vendor, and employee support data • Review participation, utilization, and service data to identify opportunities to enhance employee experience and program effectiveness

Employee Experience & Communications • Develop and distribute benefits communications and education materials that are clear, timely, and audience-appropriate • Assist during annual enrollment, including testing, employee support, and issue resolution • Support employee awareness of benefits programs through clear, timely, and audience-appropriate communications

Project Support • Support projects related to benefits administration, process improvement, systems enhancements, and vendor implementations • Track project deliverables and contribute to execution of assigned workstreams

Required • Bachelor’s degree in Human Resources, Business, Finance, or a related field, or an equivalent combination of education and experience • 3–5 years of experience in benefits, HR, Total Rewards, finance, or a related analytical or operations role • Strong attention to detail and organizational skills • Ability to manage recurring responsibilities independently, apply sound judgment, and maintain accuracy in a detail-oriented environment • Working knowledge of health and welfare benefits and employee support processes • Proficiency in Microsoft Office tools, especially Excel and Outlook

Preferred Qualifications • Experience supporting employee benefits, Total Rewards, HR operations, or related workforce programs • Familiarity with HR systems, case management tools, or benefits administration platforms • Foundational knowledge of artificial intelligence concepts and an interest in applying AI-enabled tools to improve reporting, employee support, communications, or process efficiency within HR or Total Rewards • Ability to apply new technologies, including AI-enabled tools, with sound judgment, attention to data quality, and a focus on improving the employee experience • Interest in building broader knowledge across the Total Rewards function , including benefits, wellbeing, retirement, and leave programs • Demonstrated curiosity and growth mindset to support career progression within Total Rewards

How You’ll Stand Out • Attention to Detail: Maintains accuracy in benefits administration, reporting, and documentation • Collaboration: Works effectively with teammates, vendors, and internal partners • Continuous Improvement Mindset: Identifies opportunities to strengthen processes, service delivery, and employee experience • Problem Solving: Applies judgment to resolve issues, identify root causes, and escalate appropriately • Customer Focus: Delivers a positive employee experience • Learning Agility: Expands knowledge across benefits programs and develops broader understanding of the Total Rewards function over time

Why This Role • Supports a broad range of benefits activities within a structured and collaborative Total Rewards environment • Works with increasing independence while building expertise that supports future growth within Total Rewards • Engages regularly with HR team members, employees, and external vendors • Offers career development potential into broader Total Rewards areas

This role can have a Hybrid or Remote work arrangement. Candidates who live near one of our offices and will have the expectation of working in an office 3 days a week (Tuesday thr

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