Top 13 Benefit specialist Jobs in Poughkeepsie, Ny

Benefits & Compliance Administrator
Trailways of New York —Hurley, NY
- $80,000 - $85,000 a year
- Full-time
- Microsoft Excel
- Microsoft Outlook
- Customer service
- Health savings account
- Paid holidays
Quick Apply
13d
Benefits Coordinator
Poughkeepsie City School District —Poughkeepsie, NY
- $85,000 - $96,000 a year
- Online Application
- Writing skills
- Mid-level
- Office
- Employee discount
HRIS/Compensation & Benefits Specialist
Rhinebeck Bank —Poughkeepsie, NY
- $65,000 - $80,000 a year
- Full-time
- Mid-level
- 3 years
- Communication skills
Quick Apply
Assistant Client Service Specialist- Employee Benefits
M & S EMPLOYEE BENEFITS INC —Poughkeepsie, NY
- $37,500 - $42,500 a year
- Full-time
- Office
- High school diploma or GED
- Entry level
- Paid holidays
- Health insurance
Quick Apply
Corporate Insurance, Employee Benefits & General Administrative Professional
M&E Mfg. Co., Inc. —Kingston, NY
- $28 - $33 an hour
- Part-time
- HIPAA
- Mid-level
- Office
- Paid holidays
- Health insurance
Quick Apply
HUD and Benefits Coordinator
Wraparound Services of the Hudson Valley —Lake Katrine, NY
- $22 - $24 an hour
- Full-time
- Microsoft Outlook
- Experience working with individuals with disabilities
- Mid-level
- Health insurance
- Dental insurance
Quick Apply
12d
DMS Manager
University of California San Francisco —United States
- Full-time
- Management
- HIPAA
- Analysis skills
- Disability insurance

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Benefits & Compliance Administrator

Trailways of New York -
Hurley, NY

Quick Apply

Job Details

Full-time
$80,000 - $85,000 a year
13 days ago

Benefits

Health savings account
Paid holidays
Health insurance
Dental insurance
401(k)
Paid time off
Vision insurance
401(k) matching
Life insurance

Qualifications

Confidential information handling
Microsoft Excel
Microsoft Outlook
Employment law
HR legal compliance
High school diploma or GED
Regulatory compliance analysis

Full Job Description

Trailways of New York Is Hiring

Trailways of New York, a prominent and prestigious family-owned intercity bus company established in 1926, is seeking a reliable and detail-oriented Benefits & Compliance Administrator to join our team at our corporate office in Hurley, NY.

About Us

Trailways of New York provides 24/7 transportation services throughout New York State, with routes extending to Montreal and Toronto. With nearly a century of service, we are committed to safety, reliability, and maintaining high standards across our facilities and operations.

About The Opportunity

The Benefits and Compliance Administrator is responsible for the day-to-day administration of the Company's employee benefit programs while ensuring compliance with applicable federal and state regulations. This position serves as a key resource for employees by providing guidance on benefit plans, coordinating with insurance carriers, payroll providers, and third-party administrators, and maintaining accurate records and reporting. The ideal candidate is highly organized, detail-oriented, customer-focused, and able to manage multiple priorities while handling confidential information with professionalism and discretion.

Key Responsibilities

Administer employee benefit programs, including medical, dental, vision, life, disability, HSA, FSA, and HRA plans.
Manage employee benefit enrollments, terminations, life event changes, and annual open enrollment activities.
Maintain accurate employee benefit records and ensure data integrity across payroll, benefits, and insurance systems.
Serve as the primary point of contact for employee benefit questions, providing guidance on eligibility, coverage, claims, and plan options.
Coordinate with insurance brokers, carriers, third-party administrators (TPAs), and payroll providers to ensure accurate administration of benefit plans.
Monitor compliance with applicable federal and state regulations, including ACA, HIPAA, COBRA, ERISA, and other employee benefit requirements.
Assist with ACA reporting and required filings, including coordination of IRS Forms 1095 and related documentation.
Administer leave programs, including FMLA, Short-Term Disability, Paid Family Leave, and related employee communications.
Administer the Company's group life insurance and voluntary life insurance programs, including enrollments, beneficiary designations, coverage changes, claims assistance, and coordination with insurance carriers.
Support the Company's overall compliance program by assisting with regulatory compliance initiatives, maintaining required compliance records and documentation, coordinating compliance-related activities, and serving as a point of contact for employee compliance reports and concerns.
Prepare and maintain compliance notices, policies, required employee communications, and government reporting.
Reconcile monthly benefit invoices and coordinate benefit-related payroll deductions and employer contributions.
Assist with year-end benefit reporting, including information required for Form W-2 preparation.
Prepare reports, audits, and supporting documentation related to employee benefits and regulatory compliance.
Maintain strict confidentiality of employee information and sensitive records.
Collaborate with Human Resources, Payroll, Accounting, insurance providers, and outside vendors to ensure efficient administration of benefit programs.
Stay current on changes in employee benefits legislation and recommend process improvements to maintain compliance.
Perform other related duties as assigned.

Education & Experience

Associate's degree in Human Resources, Business Administration, Accounting, or a related field preferred.
Bachelor's degree in Human Resources, Business Administration, or a related field is a plus.
Equivalent combination of education, training, and relevant experience will be considered.
Minimum of 3–5 years of experience administering employee benefit programs and regulatory compliance in a Human Resources or Benefits role.
Experience with ACA, HIPAA, COBRA, ERISA, FMLA, and employee benefits administration strongly preferred.
Experience working with payroll systems, HRIS platforms, insurance carriers, and third-party administrators (TPAs) preferred.

Required Skills

Strong understanding of employee benefit administration and applicable federal and state regulations.
Excellent organizational skills with strong attention to detail and accuracy.
Ability to manage multiple priorities and meet deadlines in a fast-paced environment.
Strong written and verbal communication skills.
Ability to maintain confidentiality and exercise sound judgment when handling sensitive employee information.
Proficiency with Microsoft Office, particularly Excel, Word, and Outlook.

Preferred Certifications

SHRM-CP, SHRM-SCP, PHR, CEBS, or similar professional certification is a plus, but not required.

Benefits

Paid vacation, holidays, and sick time
401(k) with company match
Medical, dental, vision, and life insurance
Opportunities for professional development, growth, and career advancement within the company

Join Us

If you are seeking a rewarding opportunity to contribute to our mission, we encourage you to apply today.

Trailways of New York is committed to fostering an inclusive and diverse workplace. In compliance with Federal, State, and applicable Local equal employment opportunity laws, qualified applicants are considered for all positions without regard to race, color, national origin, sex, religion, sexual orientation, disability, military status, or any other status protected by law.

Pay: $80,000.00 - $85,000.00 per year

Benefits:

401(k)
Dental insurance
Health insurance
Paid time off
Vision insurance

Education:

High school or equivalent (Required)

Experience:

Employee benefits administration and regulatory compliance.: 3 years (Preferred)

Ability to Commute:

Hurley, NY 12443 (Required)

Work Location: In person

Quick Apply

Refine Your Search

benefit specialist jobs in poughkeepsie, ny

Benefits & Compliance Administrator

Benefits Coordinator

HRIS/Compensation & Benefits Specialist

Assistant Client Service Specialist- Employee Benefits

Corporate Insurance, Employee Benefits & General Administrative Professional

HUD and Benefits Coordinator

DMS Manager

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