Benefits Specialist Jobs
Benefits Specialist jobs are open across healthcare, insurance, financial services, higher education, and large enterprises, at every level from entry-level coordinator to senior and manager, with specializations in retirement plans, health and wellness programs, and leave administration. Find a role that fits from the openings below and apply directly.
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Showing 5 of 455+ Benefits Specialist jobs
At Loews Hotels at Universal Orlando, our team members get to make a difference and have fun every day. Our world-class team brings to life the incredible, award-winning hotels located at Universal Orlando Resort.
Named one of Central Florida's Top Workplaces and one of America's Best-in-State Employers by Forbes, we are committed to our ”power of we” culture.
Are you looking for a place where you can bring your authentic self to work every day and be able to connect, engage and delight?
- We offer excellent benefits and perks including one free meal per shift and free theme park access.
- We have a dynamic culture that makes every day interesting, challenging, fulfilling and fun.
- We embrace diversity at our core and offer the opportunity for all team members to reach their potential.
- We invest in training and development opportunities for all team members.
- We promote social responsibility by being a good neighbor in the community.
- We care for you, just as we care for others.
Who We Are: Founded in 1960, Loews Hotels & Co operates iconic hotels and resorts across the U.S. Together, our diverse and welcoming teams craft exceptional experiences in iconic destinations.
Growth and belonging start here; you'll be valued for who you are and the goals you have. Whether your next career chapter involves making memories for guests or supporting our properties in our Corporate Office, every role-from Guest Services to Finance, Culinary to IT-offers opportunities to grow and make a meaningful impact.
Creating a Team Member experience where you belong no matter what race, color, religion, sex, sexual orientation, gender identity, national origin, veteran or disability status that makes you, you is a daily focus for us.
About Lakewood Regional Support
Our regional support center provides resources to our hotels for multiple areas including Human Resources, Engineering, Purchasing, Accounting, Security, Group Reservations, Guest Contact Center, Information Technology, Laundry and Communications.
What We're Looking For
A motivated Benefits Specialist to administer the company's health, 401(k), ADA, and leave programs with accuracy, professionalism, and care. This role acts as the go-to resource for enrollments, claims support, compliance issues, and employee communications -ensuring a seamless, supportive benefits experience aligned with regulatory standards and internal policies.
Who You Are
- A subject matter expert on employee benefit plans and regulations, with a clear and thoughtful communication style
- Discreet and professional when addressing sensitive or personal issues
- Resourceful and proactive in resolving issues and improving processes
- Exceptionally detail-oriented and organized, committed to precision
- A collaborative, service-oriented team player with warmth and integrity
What You Will Do
- Serve as the primary resource for employee inquiries regarding health plans, retirement programs, and leave policies (e.g., FMLA, ADA, PWFA).
- Facilitate the ADA interactive process, engaging employees in discussions to identify reasonable accommodations, ensuring compliance with legal requirements and organizational policies.
- Coordinate with medical providers to obtain necessary documentation supporting ADA accommodations, leave requests, or other related needs, maintaining confidentiality and adhering to regulatory standards.
- Process enrollments, life-status changes, leave requests, and terminations accurately through HRIS and vendor platforms.
- Investigate and resolve benefit discrepancies, claims issues, and coverage disputes in coordination with HR and external vendors.
- Maintain accurate records and perform data audits to ensure compliance and data integrity.
- Ensure all benefit administration is compliant with federal and state laws; support audits and filings as needed.
- Lead benefits orientations and open enrollment presentations, ensuring information is accessible, engaging, and clear
Your Experience Includes
- 3+ years of experience in benefits administration or a related HR function
- Solid understanding of ERISA, ACA, COBRA, HIPAA, FMLA, ADA, PWFA, and 401(k) administration
- Hands‑on experience using HRIS systems, Workday preferred
- Proven track record of advising employees on eligibility, coverage, leave, and claims resolution
- Demonstrated ability to handle confidential information with professionalism
- Bilingual English/Spanish or Creole proficiency is a plus, but not required
Loews Hotels & Co is an Equal Opportunity Employer committed to a diverse work culture. All qualified applicants will receive consideration for employment without regard to race, color, religion, age, gender, national origin, or protected veteran status and will not be discriminated against on the basis of disability. If you would like to request a reasonable accommodation to submit an application or participate in the hiring process please contact our Human Resources team.
At Loews Hotels at Universal Orlando, our team members get to make a difference and have fun every day. Our world-class team brings to life the incredible, award-winning hotels located at Universal Orlando Resort.
Named one of Central Florida's Top Workplaces and one of America's Best-in-State Employers by Forbes, we are committed to our ”power of we” culture.
Are you looking for a place where you can bring your authentic self to work every day and be able to connect, engage and delight?
- We offer excellent benefits and perks including one free meal per shift and free theme park access.
- We have a dynamic culture that makes every day interesting, challenging, fulfilling and fun.
- We embrace diversity at our core and offer the opportunity for all team members to reach their potential.
- We invest in training and development opportunities for all team members.
- We promote social responsibility by being a good neighbor in the community.
- We care for you, just as we care for others.
Who We Are: Founded in 1960, Loews Hotels & Co operates iconic hotels and resorts across the U.S. Together, our diverse and welcoming teams craft exceptional experiences in iconic destinations.
Growth and belonging start here; you'll be valued for who you are and the goals you have. Whether your next career chapter involves making memories for guests or supporting our properties in our Corporate Office, every role-from Guest Services to Finance, Culinary to IT-offers opportunities to grow and make a meaningful impact.
Creating a Team Member experience where you belong no matter what race, color, religion, sex, sexual orientation, gender identity, national origin, veteran or disability status that makes you, you is a daily focus for us.
About Lakewood Regional Support
Our regional support center provides resources to our hotels for multiple areas including Human Resources, Engineering, Purchasing, Accounting, Security, Group Reservations, Guest Contact Center, Information Technology, Laundry and Communications.
What We're Looking For
A motivated Benefits Specialist to administer the company's health, 401(k), ADA, and leave programs with accuracy, professionalism, and care. This role acts as the go-to resource for enrollments, claims support, compliance issues, and employee communications -ensuring a seamless, supportive benefits experience aligned with regulatory standards and internal policies.
Who You Are
- A subject matter expert on employee benefit plans and regulations, with a clear and thoughtful communication style
- Discreet and professional when addressing sensitive or personal issues
- Resourceful and proactive in resolving issues and improving processes
- Exceptionally detail-oriented and organized, committed to precision
- A collaborative, service-oriented team player with warmth and integrity
What You Will Do
- Serve as the primary resource for employee inquiries regarding health plans, retirement programs, and leave policies (e.g., FMLA, ADA, PWFA).
- Facilitate the ADA interactive process, engaging employees in discussions to identify reasonable accommodations, ensuring compliance with legal requirements and organizational policies.
- Coordinate with medical providers to obtain necessary documentation supporting ADA accommodations, leave requests, or other related needs, maintaining confidentiality and adhering to regulatory standards.
- Process enrollments, life-status changes, leave requests, and terminations accurately through HRIS and vendor platforms.
- Investigate and resolve benefit discrepancies, claims issues, and coverage disputes in coordination with HR and external vendors.
- Maintain accurate records and perform data audits to ensure compliance and data integrity.
- Ensure all benefit administration is compliant with federal and state laws; support audits and filings as needed.
- Lead benefits orientations and open enrollment presentations, ensuring information is accessible, engaging, and clear
Your Experience Includes
- 3+ years of experience in benefits administration or a related HR function
- Solid understanding of ERISA, ACA, COBRA, HIPAA, FMLA, ADA, PWFA, and 401(k) administration
- Hands‑on experience using HRIS systems, Workday preferred
- Proven track record of advising employees on eligibility, coverage, leave, and claims resolution
- Demonstrated ability to handle confidential information with professionalism
- Bilingual English/Spanish or Creole proficiency is a plus, but not required
Loews Hotels & Co is an Equal Opportunity Employer committed to a diverse work culture. All qualified applicants will receive consideration for employment without regard to race, color, religion, age, gender, national origin, or protected veteran status and will not be discriminated against on the basis of disability. If you would like to request a reasonable accommodation to submit an application or participate in the hiring process please contact our Human Resources team.
Benefits Specialist Jobs by Experience Level
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Find Benefits Specialist JobsBenefits Specialist Job Market
Who's Hiring
Top Industries Hiring
- Healthcare & Medical Services
- Technology & Software
- Insurance
- Retail
- Manufacturing
What Employers Look For
The qualifications that appear most often in benefits specialist jobs.
- Bachelor's degree in human resources, business administration, or a related field
- Experience administering health, dental, vision, and retirement benefit plans
- Proficiency with HRIS platforms such as Workday, ADP, or UltiPro
- Knowledge of ERISA, ACA, COBRA, FMLA, and HIPAA compliance requirements
- SHRM-CP, SHRM-SCP, or CEBS certification preferred or required
- Strong analytical skills and experience reconciling benefits billing and enrollment data
Tips for Your Benefits Specialist Job Search
Tailor your resume to plan types
Hiring managers scan for the specific plan types you've administered, whether that's 401(k), self-funded medical, FSA, or COBRA. Name the plans, carriers, and platforms you've worked with rather than describing responsibilities in general terms.
Highlight your benefits technology experience
Proficiency in HRIS and benefits administration platforms like Workday, ADP, or Benefitfocus is a hard filter on many job descriptions. List every system you've configured or managed, and specify whether you administered it as a primary user or a system administrator.
Apply early to roles that fit
Migrate Mate lists benefits specialist openings from across the United States in one place, so you can find roles that match and apply directly to each listing.
Target open enrollment season postings
Many employers post benefits specialist roles in late summer and early fall to staff up before open enrollment. Searching during this window gives you access to more active openings and signals to employers that your timing aligns with their busiest period.
Prepare scenario answers around compliance
Interviewers routinely test how you handle ACA reporting deadlines, ERISA disclosure requirements, or a COBRA notice error. Walk through a specific compliance challenge you resolved, naming the regulation and the steps you took to correct the issue.
Negotiate your title to reflect plan scope
If you're stepping into a role that adds a new plan type or a larger employee population, negotiate for a title that reflects that scope before you accept. Benefits specialist titles vary widely and affect how future employers read your experience level.
Benefits Specialist Jobs: Frequently Asked Questions
Which companies are hiring the most benefits specialists?
The companies hiring the most benefits specialists right now include State of Arizona, State of Washington, and Conduent, with the largest share of openings in Texas, California, and Florida, based on current listings on Migrate Mate as of November 2026. Healthcare systems, large insurers, and multistate employers with sizable workforces tend to post the highest volume of benefits specialist roles year-round.
How many benefits specialist jobs are remote?
About 61% of benefits specialist openings are fully remote or hybrid as of November 2026, making it one of the more flexible HR specializations for remote work. Roles focused on benefits administration, open enrollment support, and employee communications tend to be the most remote-eligible, while positions requiring hands-on broker meetings or onsite new-hire orientations are more often in-office.
How do you become a benefits specialist?
Start with a bachelor's degree in human resources, business, or a related field, then gain experience in an HR generalist or benefits coordinator role where you administer health and retirement plans directly. Earning a CEBS or SHRM certification strengthens your candidacy and demonstrates compliance knowledge. Building hands-on experience with a major HRIS platform before applying to specialist roles gives you a concrete edge over other candidates.
Can you get a benefits specialist job with little experience?
Yes, entry-level benefits specialist roles exist, particularly at large employers who train new hires on their specific plans and systems. Internships or generalist HR roles where you handled enrollment questions, processed qualifying life events, or supported open enrollment are the most direct on-ramp. Familiarity with COBRA administration or any HRIS platform, even at a basic level, makes your application more competitive for junior openings.
What does the benefits specialist interview process look like?
Most benefits specialist interviews run two to three rounds, starting with a recruiter screen focused on plan administration experience and systems knowledge, followed by a hiring manager interview with scenario-based questions about compliance situations and vendor management. Some employers add a brief skills assessment covering benefits calculations or a sample open enrollment workflow. Final rounds often include a conversation with an HR director or a cross-functional panel.
Where can I find and apply to benefits specialist jobs?
You can find and apply to benefits specialist jobs on Migrate Mate, which lists current openings from employers across the United States. Search the listings to find roles that match your experience with specific plan types, compliance requirements, or HRIS platforms, then apply directly to each listing that fits.
See All 455+ Benefits Specialist Jobs
Find roles that match your experience and apply in just a few clicks.
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