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Posted Mar 31, 2026

Sr. Benefits Specialist

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Overview:

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Benefits Specialist – Employee Benefits

Remote | 

 

At Alera Group, we help businesses navigate risk with confidence. Our Employee Benefits teams deliver thoughtful, people-centered solutions that support organizations and the employees they serve. We’re hiring a Benefits Specialist who will play a key role in administering leave and benefits programs while ensuring compliance, accuracy, and a strong employee experience.

This role serves as a subject-matter expert in leave of absence programs and partners closely with HR, Payroll, vendors, and employees to ensure seamless, compliant operations across multiple jurisdictions.

 

About the Role

The Benefits Specialist is responsible for overseeing leave of absence programs while supporting core benefits administration. This role partners closely with internal teams and external vendors to ensure accurate, timely, and compliant execution of leave and benefits processes.

Success in this role looks like delivering a seamless employee experience, maintaining strong compliance across evolving regulations, and ensuring operational accuracy across leave and benefits programs.

 

About Alera Group

Founded in 2017, Alera Group has grown to become the 14th largest broker of U.S. business. We are passionate about our clients’ success in Employee Benefits, Property & Casualty Insurance, and Financial Services. With offices nationwide, our collaborative approach allows us to deliver national strength with local service.

 

If you’re someone who enjoys navigating complexity, ensuring compliance, and supporting employees through important life events, this is an opportunity to make a meaningful impact while growing your expertise in benefits and leave administration.

 

Why Join Alera Group

 

Responsibilities:

What You’ll Do

Leave Administration & Compliance

Benefits Administration

Program Support & Collaboration

Qualifications:

What You Bring

Required

  • 3+ years of experience supporting leave of absence programs (FMLA, ADA, disability, and state leave programs)
  • Strong knowledge of federal, state, and local leave laws and regulations
  • Experience working with benefits programs including health, welfare, and retirement plans
  • Ability to manage multiple priorities and work independently in a fast-paced environment
  • Strong analytical skills and attention to detail
  • Excellent written and verbal communication skills
  • Proficiency in Microsoft Office, particularly Excel

Preferred

  • Experience with workers’ compensation programs
  • Knowledge of ERISA and benefits compliance regulations
  • Experience supporting 401(k) administration and retirement plan processes
  • Background working with HRIS and vendor platforms
  • Experience collaborating with Payroll, HR Business Partners, and external vendors

Core Competencies

  • Compliance-focused with strong attention to detail
  • Customer-first mindset with the ability to explain complex topics clearly
  • Strong problem-solving and decision-making skills
  • Ability to navigate change and evolving regulations
  • Collaborative and team-oriented approach

Equivalent combinations of education and experience will be considered.

 

 

 
 

 

Additional Information:

Compensation:
Salary range: $80,000 – $90,000 per year based on expereince 
Eligible for performance-based bonus: Yes

 

Benefits:
Alera Group offers comprehensive benefits including medical, dental, vision, life and disability coverage, 401(k), generous PTO, and more.

 

Work Model:
This role is Remote

 

Professional Development – Alera Group Academy

At Alera Group, growth isn’t left to chance. Through Alera Group Academy, we provide structured development opportunities designed to help you expand your expertise and build a meaningful career.

You’ll have access to:

Whether you’re deepening technical expertise or preparing for leadership, we’re invested in helping you grow.

 

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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