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Director, Employee Benefits System Operations

Alera Group

Chicago, Illinois(remote)

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JOB DETAILS
SKILLS
Accounting, Automation, Best Practices, Brokerage, Business Administration, Business Intelligence Software, Business Operations, Change Management, Compensation and Benefits, Continuous Improvement, Cross-Functional, Customer/Client Research, Data Management, Data Quality, Employee Benefits, Information Technology & Information Systems, Insurance, Leadership, Mentoring, Microsoft Office, Performance Metrics, Power BI, Problem Solving Skills, Process Development, Process Improvement, System Integration (SI), System Migration, System Operations, Systems Administration/Management, Vendor/Supplier Management
LOCATION
Chicago, Illinois
POSTED
30+ days ago
OVERVIEW

Alera Group is looking for a Director, Employee Benefits System Operations. We are seeking highly motivated colleagues who bring experience and enthusiasm to our team - joining us may be the perfect fit for you!

Alera Group was founded in 2017 and has grown to become the 14th largest broker of US business. We are passionate about our clients' success in the areas of Employee Benefits, Property and Casualty Insurance, Retirement Plan Services, and Wealth Services. With a network of offices nationwide, our commitment to collaboration allows us to offer national resources combined with local service.

RESPONSIBILITIES

  • Collaborate with national operations leadership to align Employee Benefits Agency Management System (AMS) solutions with business and operational needs while ensuring consistency with corporate goals
  • Drive adoption of standardized workflows, data governance, and best practices across Employee Benefits business lines to support scalability and efficiency
  • Serve as the Employee Benefits AMS subject matter expert and advocate, promoting system standardization, optimization, and long-term strategy
  • Provide leadership and mentoring to Employee Benefits AMS administrators, regional power users, and support staff, fostering skill development and knowledge-sharing
  • Oversee Employee Benefits AMS system management and optimization, including upgrades, testing, change management, feature rollouts, and vendor partnership oversight
  • Establish and monitor KPIs to measure performance, adoption, data quality, and integration with enterprise reporting and business intelligence tools
  • Identify process improvement opportunities and lead Employee Benefits AMS training initiatives, ensuring consistent workflows, automation, and comprehensive training/support materials across regions
QUALIFICATIONS

  • Bachelor's degree in business, information systems, insurance, or related field required; MBA or advanced degree preferred, or equivalent relevant work experience
  • 8+ years of experience in Employee Benefits insurance operations, including at least 5 years managing or supporting an AMS (e.g., Benefit Point)
  • Demonstrated success leading cross-functional projects, system implementations, and migrations with measurable outcomes
  • Strong knowledge of agency workflows such as policy servicing, renewals, accounting, client data management, and document handling
  • Expertise in one or more AMS platforms with proven ability to manage vendors, system enhancements, and integrations
  • Proficiency in Microsoft Office Suite with experience in business intelligence tools (e.g., Power BI) considered a plus
  • Recognized leadership, communication, and problem-solving skills with a track record of driving continuous improvement and effective collaboration across all organizational levels
ADDITIONAL INFORMATION

This job is fully remote.

Alera Group offers comprehensive benefits to our colleagues, including medical, dental, life and disability insurance, 401k, generous paid time off and much more.

The salary range is $175,000 to $225,000 per year. The actual salary will vary based on applicant's education, experience, skills and abilities. This position is eligible for an annual performance-based bonus.

We're an equal opportunity employer. All applicants will be considered for employment without attention to race, color, religion, sex, sexual orientation, gender identity, national origin, veteran or disability status, or any other protected class.

Alera Group is committed to protecting your privacy. Please review our Privacy Policy to understand what personal information we may collect and use as part of your application process.

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Location Type

Remote

About the Company

A

Alera Group