Demo

Benefit Specialist

DATTCO
New Britain, CT Full Time
POSTED ON 5/7/2026
AVAILABLE BEFORE 7/7/2026

DATTCO has an opening for a full-time Benefits Specialist in New Britain, CT. This is a full-time, on-site position and remote work is not available. The Benefits Specialist provides day-to-day support for the administration of the company’s full suite of employee benefits. This role assists employees across multiple business groups, ensuring timely, accurate processing of benefit elections, responding to inquiries, and supporting compliance activities. The ideal candidate has at least 1 year of benefits administration experience, strong communication skills, and the ability to manage multiple tasks in a fast-paced environment.

DATTCO is a third-generation, family-owned transportation company and is New England’s largest private passenger transportation company with 2,500 employees. Learn more about us at www.dattco.com.

Why DATTCO:

  • Medical & dental insurance
  • Life insurance
  • 401k plan with company match
  • Flexible spending accounts
  • Paid time off
  • Room for advancement – we promote from within
  • Paid holidays
  • Compensation of $26.00-28.00/hour

Key Responsibilities:

  • Administration Benefits
    • Support administration of all benefit programs, including medical, dental, vision, life insurance, disability, FSA, EAP, and voluntary benefits.
    • Process new hire enrollments, qualifying life events, and terminations.
    • Assist with annual open enrollment, including system testing, employee support, and data audits.
    • Maintain accurate employee benefit records and audit vendor files for discrepancies.
    • Conduct New Hire Orientation as required
  • Leave Management & Compliance
    • Support administration of FMLA and other statutory or company-sponsored leave programs.
    • Ensure accurate tracking and documentation of employee leave cases.
    • Provide employees with required forms, timelines, and communication related to leave.
  • Employee Support & Communication
    • Serve as the first point of contact for employee benefit questions across multiple employee groups.
    • Communicate benefit information clearly and professionally, both verbally and in writing.
    • Assist in developing benefit communications, FAQs, guides, and orientation materials.
  • HR Systems & Data
    • Enter, update, and audit data across HRIS, benefits platforms, and vendor systems.
    • Generate reports, track metrics, and support data integrity initiatives.
    • Identify and escalate system or data issues to the HR Director.
  • General HR Support
    • Support HR projects, audits, and cross-functional team initiatives as needed.
    • Assist with vendor relationships, invoice review, and reconciliation.

Required Qualifications:

  • Minimum 1 year of experience in benefits administration or HR support with exposure to a full suite of employee benefits.
  • Working knowledge of FMLA and basic leave administration processes.
  • Strong proficiency in MS Office (Excel, Outlook, Word); ability to quickly learn HRIS and benefit platforms.
  • Excellent verbal and written communication skills with the ability to explain benefit concepts clearly.
  • Strong organizational and multi-tasking ability; comfortable managing multiple cases, employees, and deadlines at one time.
  • High attention to detail, accuracy, and confidentiality.
  • Ability to work effectively with multiple employee groups and collaborate across departments.

Preferred Qualifications:

  • Experience with HRIS/benefits administration systems (Paycor, Benefit Advisor)
  • Basic understanding of retirement plan compliance (i.e., eligibility, employer match, contribution limits).
  • Experience supporting multi-site or multi-group benefit populations.

Qualified applicants will receive consideration for employment without regard to race, color, religion, sex, national origin, disability, protected veteran status and any other protected classes.

Salary.com Estimation for Benefit Specialist in New Britain, CT
$62,055 to $76,143
If your compensation planning software is too rigid to deploy winning incentive strategies, it’s time to find an adaptable solution. Compensation Planning
Enhance your organization's compensation strategy with salary data sets that HR and team managers can use to pay your staff right. Surveys & Data Sets

Sign up to receive alerts about other jobs with skills like those required for the Benefit Specialist.

Click the checkbox next to the jobs that you are interested in.

  • Administrative Support Skill

    • Income Estimation: $39,856 - $50,745
    • Income Estimation: $41,855 - $52,992
  • Business Communications Skill

    • Income Estimation: $41,386 - $50,832
    • Income Estimation: $42,423 - $53,300
Employees: Get a Salary Increase
View Core, Job Family, and Industry Job Skills and Competency Data for more than 15,000 Job Titles Skills Library

Job openings at DATTCO

  • DATTCO North Smithfield, RI
  • DATTCO has School Bus Monitor openings at our location in North Smithfield, RI. In this role, you will play a vital role in your community by ensuring that... more
  • 4 Days Ago

  • DATTCO Harrisville, RI
  • DATTCO currently has a full-time Mechanic opening in our School Bus Fleet Maintenance department. DATTCO was founded in 1924 and is a third generation, fam... more
  • 5 Days Ago

  • DATTCO New Britain, CT
  • DATTCO is searching for an experienced leader to serve as District Fleet Maintenance Manager in our School Bus Maintenance Division. This position reports ... more
  • 5 Days Ago

  • DATTCO Harrisville, RI
  • We are currently hiring experienced school bus drivers for our location in Burrillville, RI. Come find out why DATTCO has the highest employee satisfaction... more
  • 6 Days Ago


Not the job you're looking for? Here are some other Benefit Specialist jobs in the New Britain, CT area that may be a better fit.

  • DATTCO, INC New Britain, CT
  • DATTCO has an opening for a full-time Benefits Specialist in New Britain, CT. This is a full-time, on-site position and remote work is not available. The B... more
  • 10 Days Ago

  • O'Reilly Auto Enterprises, LLC Unionville, CT
  • The Parts Specialist will provide all retail and installer customers with a high level of service. This position will also support store management in the ... more
  • 3 Days Ago

AI Assistant is available now!

Feel free to start your new journey!