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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As an HR-Benefits Specialist with Middough, you will partner with the HR corporate team on HR benefit management, HRIS system management, benefit/leave administration, HR reporting, and HR administration. Responsibilities include, but are not limited to, the following:
- Coordinate benefits processing to include new hire enrollments, COBRA events, terminations, qualifying event changes, beneficiaries, and life/disability claims.
- Accurate and timely processing of employee benefit enrollments into the HRIS platform to provide insurance carriers/brokers with accurate eligibility and billing information.
- Accurate and timely processing of employee benefit changes into multiple HR systems.
- Handle and process FMLA requests, short/long term disability claims, general employee leave requests and employee accommodation requests.
- Assist in the management of benefit open enrollment (setup and process), provide timely employee support during open enrollment (annual, new hire), and present new hire benefit orientation.
- Provide excellent customer service to employees and managers regarding benefit programs, enrollments, status changes, policies, and other general HR inquiries.
- Assist with benefit invoicing, audits and assist with mandatory compliance reporting (ACA, EEO-1 filings, etc.).
- Be an integral player in the implementation of HR technology upgrades (HRIS, timekeeping).
- Provide technical support, troubleshooting, and guidance to HRIS users.
- Manage permissions, access, personalization, and similar system operations and settings for HRIS users.
- Compile HR data and monthly reports for executives and HR.
- Support and be a champion of company’ benefits and wellness initiatives.
- Maintain appropriate employee personnel and HR documentation per policy.
- As part of the corporate HR team, collaborate with all corporate functions and business units on joint initiatives.
The successful candidate will possess the following:
- Associate’s or bachelor’s degree in Human Resources, business, or related field.
- 10+ years of hands-on HRIS management required.
- 10+ years of hands-on benefit management and human resources experience required.
- Experience with ADP Workforce Now, Oracle, Epicor, or Microsoft Dynamics 365 helpful.
- SHRM's CP or SCP credential(s) helpful.
- Work experience in a professional, technical, or consulting environment helpful.
- Knowledge of applicable federal, state, and local employment laws and regulations.
- Highly effective and engaging verbal/written communication and interpersonal skills at all levels in the organization while maintaining professionalism and confidentiality.
- High degree of integrity in adhering to corporate policy and within all HR activities.
- Strong ability to take initiative, be self-motivated, and meet deadlines.
- Excellent analytical, organizational, time management, and attention to detail skills.
- Highly skilled in Microsoft Office applications.
The characteristics described below are representative of those encountered while performing the essential functions of this position. Reasonable accommodations may be made to enable individuals with disabilities to perform the essential functions. While performing duties of this position, the successful candidate will:
- Remain in a stationary position, often standing or sitting for prolonged periods.
- Frequently walk, reach with hands and arms, climb stairs, balance, stoop or kneel, twist/bend, use repeating motions that may include the wrists/hands/fingers and talk and hear.
- Frequently use up-close vision, distance vision, depth perceptions, and the ability to adjust focus.
- Should not expect adverse environmental conditions within company offices.
- May require occasional car or air travel to other company locations or client sites.
- This position requires the candidate/employee to possess and maintain a valid driver's license in their state of residence.
Middough Inc. (Middough), founded in 1950, is a leading professional engineering, architecture and project solutions company providing services to a broad spectrum of Fortune 500 clients in nine core industries with offices across the Central, Midwest and Northeast regions. Our diversified team is our greatest asset, and they are challenged with a large variety of interesting projects, management and technical development opportunities and team building experiences. Middough employs the best and brightest individuals who share our passion for excellence and who are dedicated to client satisfaction, quality service, safety awareness and professional development.
What Middough Offers
We offer a growth and learning culture which encourages and supports employee development through a wide variety of tools and resources such as the company Learning Management System, Middough Learning Center. Middough provides an opportunity to bring your talents and expertise to a successful and growing organization for your career advancement goals. Additionally, we offer a highly competitive compensation and the following comprehensive benefits package, based on eligibility and plan terms/changes:
- A hybrid work model for work-life flexibility (based on business and client needs)
- Medical, Dental, and Vision coverage
- Company paid Short/Long Term Disability, Life, AD&D, and Travel Insurance
- Health Saving and Flexible Spending Accounts
- 401(k) Plan
- Paid Time Off, Company Paid Holidays
- Flexible Start Times (based on business and client needs)
- Tuition Assistance
- Paid Certifications and Registrations (as applicable)
- Employee Assistance Program
Equal Opportunity Employment
We are an equal opportunity employer and value diversity at our company. We provide equal employment opportunities to all employees and applicants for employment and prohibit discrimination and harassment of any type without regard to race, color, religion, sex, gender identity, sexual orientation, pregnancy, status as a parent, national origin, age, disability (physical or mental), family medical history or genetic information, political affiliation, military service, or other non-merit based factors or any other protected characteristic under protected by federal, state, or local laws. Middough does not support sponsorship for any applicant that requires an employment visa (i.e., H-1B) to work lawfully in the US.
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Who's Hiring


Top Industries Hiring
- Technology & Software14
- Healthcare & Medical Services10
- Consulting & Professional Services6
- Manufacturing5
- Insurance4
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 WM, A P Ventures, and HUB International, with the largest share of openings in Texas, Illinois, and Florida, based on current listings on Migrate Mate as of August 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 52% of benefits specialist openings are fully remote or hybrid as of August 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.
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