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Director Remote Benefits Administrator Jobs (NOW HIRING)

Opensity Solutions

Administrator, HR Benefits

We are seeking a detail-oriented and collaborative Benefits Administrator with 3-5 years of ... Proven, direct experience preparing for and managing annual 401(k) financial audits. * Education:

K2services

Administrator, HR Benefits

We are seeking a detail-oriented and collaborative Benefits Administrator with 3-5 years of ... Proven, direct experience preparing for and managing annual 401(k) financial audits. * Education:

Airgas

$160K - $190K/yr

Your benefits start after just 30 days of employment. Recruiter: Sophia Harris / sophia.harris-sc@airgas.com / 656-263-5716 (Call/Text) The Director, Remote Operations is trusted with the overall ...

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Infographic showing various Director Remote Benefits Administrator job openings in the United States as of August 2026, with employment types broken down into 1% As Needed, 79% Full Time, 15% Part Time, and 5% Contract. Highlights an 91% Physical, 2% Hybrid, and 7% Remote job distribution.

Benefits Administrator (Dayforce)

Addison Group

Chicago, IL • Remote

$35 - $40/hr

Contractor

Medical, Dental, Vision, Life, Retirement

Re-posted 15 days ago

Job description

Job Title: Benefits Administrator (Dayforce)

Industry: Insurance

Location: Remote (U.S.)

Assignment Type: Contract – Approx. 6 months

Pay: $35.00–$40.00 per hour

Work Schedule: Monday–Friday, 8:30 AM–5:00 PM CST

Benefits: This position is eligible for medical, dental, vision, and 401(k).

About the Company:

Our client is a nationally recognized organization in the insurance and employee benefits industry that partners with businesses to deliver comprehensive HR, benefits, retirement, and risk management solutions. They are known for fostering a collaborative culture, leveraging innovative technology, and providing exceptional service to both employees and clients.

Job Description:

Addison Group is partnering with our client to identify an experienced Benefits Administrator to support a high-volume benefits team during the annual open enrollment season. This fully remote contract opportunity is ideal for someone with strong HRIS experience, advanced Excel skills, and a customer-focused approach to benefits administration.

In this role, you will assist employees with benefit-related questions, maintain accurate enrollment data, troubleshoot system issues, reconcile benefit information, and collaborate with internal teams to ensure a smooth open enrollment process.

Key Responsibilities:

  • Administer employee benefit enrollments and maintain accurate records within Dayforce and other HRIS platforms.
  • Support annual open enrollment by reviewing benefit configurations, testing enrollment workflows, and validating system functionality.
  • Respond to employee inquiries regarding medical, dental, vision, life, disability, FSA/HSA, and voluntary benefit plans.
  • Assist employees with eligibility questions, qualifying life events, dependent verification, and enrollment changes.
  • Research and resolve benefit-related issues while coordinating with payroll, HR, insurance carriers, and external vendors.
  • Audit enrollment data, payroll deductions, carrier files, and eligibility reports to identify and correct discrepancies.
  • Process benefit-related transactions, including evidence of insurability requests, leave-related benefit updates, benefit arrears, and dependent age-out tracking.
  • Create and maintain reports using Excel, including PivotTables and VLOOKUPs, to support audits and reconciliation efforts.
  • Prepare employee communications, benefit guides, and documentation while maintaining detailed tracking logs.
  • Participate in project meetings and assist with post-enrollment audits, reconciliations, and process improvements.

Qualifications:

  • Previous experience administering employee benefits in a high-volume environment.
  • Hands-on experience with Dayforce is required.
  • Advanced Microsoft Excel skills, including PivotTables and VLOOKUPs.
  • Strong understanding of employee benefits, eligibility requirements, enrollment rules, dependent verification, and leave-related benefit administration.
  • Excellent problem-solving and analytical abilities with exceptional attention to detail.
  • Outstanding customer service, written communication, and interpersonal skills.
  • Ability to prioritize multiple deadlines while maintaining accuracy in a fast-paced environment.
  • Comfortable handling confidential employee information with professionalism and discretion.

Additional Details:

  • 100% remote position.
  • This position supports a busy benefits team during a critical open enrollment period.

Perks:

  • Fully remote work environment.
  • Opportunity to gain experience with a well-established national organization.
  • Collaborative and supportive team culture.
  • Exposure to enterprise-level HRIS and benefits administration systems.
  • Meaningful project work supporting annual open enrollment initiatives.
Addison Group is an Equal Opportunity Employer. Addison Group provides equal employment opportunities (EEO) to all employees and applicants for employment without regard to race, color, religion, gender, sexual orientation, national origin, age, disability, genetic information, marital status, amnesty, or status as a covered veteran in accordance with applicable federal, state and local laws. Addison Group complies with applicable state and local laws governing non-discrimination in employment in every location in which the company has facilities. Reasonable accommodation is available for qualified individuals with disabilities, upon request.