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Benefits Director Jobs in Springfield, MA (NOW HIRING)

Trinity College

Benefits Specialist

Hartford, CT

Reporting to the Director of Benefits Administration/Operations, the Benefits Specialist is highly motivated, detail and project management minded, supporting an inclusive, collaborative, engaged ...

TEKsystems

Benefits Analyst

West Hartford, CT · Hybrid

$24 - $26.44/hr

The Benefits Analyst is the primary service contact for an assigned Employee Benefits book of ... directed. * Coordinate meeting schedules and prepares meeting minutes. * Provide key support ...

USA Waste and Recycling

Benefits Specialist

Enfield, CT · On-site

$55K - $65K/yr

The Benefits Specialist is responsible for supporting the administration of the employee benefits program, including health insurance, retirement plans, and other employee benefit offerings ...

The Hartford

Specialist, Benefits

Hartford, CT · On-site

$80K - $120K/yr

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 ...

New

USA Waste and Recycling

Benefits Specialist

Enfield, CT · On-site

$55K - $65K/yr

Benefits SpecialistUSA Waste and RecyclingUSA Waste and Recycling, IncPosition Summary:The Benefits Specialist is responsible for supporting the administration of the employee benefits program ...

ISO New England, Inc.

Benefits Specialist

Holyoke, MA · On-site

The Benefits Specialist plays a key role in the delivery of an exceptional employee benefits experience. This position partners closely with the Total Rewards & HRIS team, Finance, Legal, and ...

Robert Half

Benefits Specialist

South Windsor, CT · On-site

$28 - $38/hr

We are seeking a Benefits Analyst to join a small but mighty benefits team supporting employees across a national organization. This contract opportunity, based in the South Windsor, Connecticut area ...

Quest Global

Benefits Specialist

Windsor, CT · Remote

$70K - $80K/yr

Oversee day-to-day administration of employee benefit programs including medical, dental, vision, life, disability, retirement, voluntary benefits, and leave of absence programs. * Lead annual open ...

The Hartford

Specialist, Benefits

Hartford, CT · On-site

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 ...

New

USA Waste & Recycling

Benefits Specialist

Enfield, CT

$55K - $65K/yr

The Benefits Specialist is responsible for supporting the administration of the employee benefits program, including health insurance, retirement plans, and other employee benefit offerings ...

Robert Half

Benefits Specialist

Springfield, MA · On-site

$28 - $34/hr

We are looking for an experienced Benefits Specialist to support a broad range of people operations. This position is ideal for someone who is detail oriented and can balance employee support, HR ...

New

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Benefits Director information

See Springfield, MA salary details

$31.4K

$116.5K

$175.9K

How much do benefits director jobs pay per year?

As of Aug 30, 2026, the average yearly pay for benefits director in Springfield, MA is $116,488.00, according to ZipRecruiter salary data. Most workers in this role earn between $96,200.00 and $140,000.00 per year, depending on experience, location, and employer.

What does a benefits director do?

A Benefits Director oversees an organization's employee benefits programs, including health insurance, retirement plans, and wellness initiatives. They ensure compliance with legal regulations, negotiate with vendors, and develop strategies to enhance employee satisfaction and retention. Additionally, they analyze benefit trends, manage budgets, and collaborate with HR leadership to align benefits with company goals.

What are the key skills and qualifications needed to thrive as a benefits director?

A Benefits Director requires deep knowledge of employee benefits programs, regulatory compliance (such as ERISA and ACA), and strategic planning, typically backed by a bachelor’s degree in human resources, business, or a related field. Familiarity with benefits administration systems, HRIS platforms, and certifications like CEBS (Certified Employee Benefit Specialist) are highly valuable. Excellent interpersonal skills, negotiation, and the ability to communicate complex information clearly set top candidates apart. These qualifications are vital for ensuring legal compliance, optimal program design, and strong support for employees and business objectives.

What are some common challenges faced by benefits directors, and how do they address them?

Benefits Directors often face challenges such as navigating complex regulatory changes, balancing cost control with employee satisfaction, and managing multiple vendors or benefit providers. They address these by staying current on industry trends and legal requirements, leveraging technology to streamline processes, and fostering strong relationships with finance, legal, and HR teams. Effective communication and proactive planning are key to anticipating issues and maintaining a competitive benefits program. By tackling these challenges, Benefits Directors play a crucial role in attracting and retaining top talent for their organizations.

What is a benefits director?

A benefits director is a senior HR professional responsible for designing, managing, and overseeing employee benefits programs such as health insurance, retirement plans, and wellness initiatives. They analyze benefits data, ensure compliance with regulations, and collaborate with vendors to optimize offerings for the organization. Strong leadership, knowledge of benefits administration tools, and industry certifications are often required.

What are the most commonly searched types of Benefits jobs in Springfield, MA?

The most popular types of Benefits jobs in Springfield, MA are:

What cities near Springfield, MA are hiring for Benefits Director jobs?

Cities near Springfield, MA with the most Benefits Director job openings:

Benefits Director jobs near you

Director, Communication & Member Benefits

Connecticut Education Association

Hartford, CT • On-site

Full-time

Posted 19 days ago

Job description

Please review the attached document to see the job description. This position is a backfill for an employee who is retiring after 15 years of dedicated service to CEA.
If you need any reasonable accomondations to support you through the interview process, please email me directly. 

*Disclaimer: If you’re viewing this posting on a third-party site such as Indeed or ZipRecruiter, please use the following link to route your application to ADP and select “Apply” to be officially considered. Easy-apply applications will not be considered from third-party sites*

  • https://cea.org/jobs/
Please note, all recruiting communications will come directly from ADP or directly from Human Resources (latishab@cea.org). 

With appreciation, 
Latisha 

Best,
Latisha Billups (She/Her)
HR Generalist
Connecticut Education Association

Apply