Benefits Administration & Insights Specialist

Jobtailor; Connecticut; On-site; USD 65,000 - 85,000; Full time

Job summary

Jobtailor in Connecticut seeks an experienced Benefits Administrator to manage retirement, health, and wellness programs and partner with vendors on administration and enrollment readiness.

You will analyze benefits data, prepare reports, ensure compliance, and support annual enrollment while collaborating with HR, employees, and external partners to improve service and program outcomes.

Qualifications

• Bachelor’s degree or equivalent combination of education and experience.
• 3–5 years of experience in benefits, HR, Total Rewards, finance, or related analytic/operations role.
• Strong attention to detail and organizational skills.
• Ability to manage recurring responsibilities independently and apply sound judgment.

Responsibilities

• Support administration of retirement, medical, dental, vision, life, disability, and wellness programs.
• Resolve employee benefit questions and issues, escalating complex matters as needed.
• Monitor participant issues, identify patterns, and recommend process improvements.
• Manage invoice processing, record maintenance, and other benefits operations.
• Partner with external benefits vendors on administration, issue resolution, and service coordination.
• Monitor vendor service performance and elevate trends or concerns.
• Prepare standard, recurring, and ad hoc reports and supporting documentation.
• Develop and distribute benefits communications and education materials.
• Assist during annual enrollment with testing, employee support, and issue resolution.
• Support projects involving benefits administration, process improvement, systems enhancements, and vendor implementations.

Skills

Benefits Administration

Data Analysis

Invoice Processing

Compliance Management

Employee Support Processes

Attention to Detail

Organizational Skills

Sound Judgment

Curiosity

Growth Mindset

Education

Bachelor’s degree in Human Resources, Business, Finance, or related field

Equivalent combination of education and experience

Tools

Microsoft Office

Excel

Outlook

Case Management Tools

Benefits Administration Platforms

Job description

Jobtailor in Connecticut seeks an experienced Benefits Administrator to manage retirement, health, and wellness programs and partner with vendors on administration and enrollment readiness.

You will analyze benefits data, prepare reports, ensure compliance, and support annual enrollment while collaborating with HR, employees, and external partners to improve service and program outcomes.