Mid Level Benefits Specialist Jobs
Mid level benefits specialist jobs go to professionals ready to own benefits program administration end to end, guide junior colleagues, and make plan recommendations with minimal oversight. Positions are concentrated across Insurance, Consulting & Professional Services, and Healthcare & Medical Services, with 40% offering remote or hybrid schedules and employers like USI Insurance Services, HUB International, and Whatnot hiring at this level now.
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The HR Benefits Analyst is responsible for the administration of health and welfare and retirement plans. The analyst is responsible for vendor management and handling employee benefits related issues. This role is currently a hybrid opportunity with Mondays and Fridays remote while Tuesday - Thursday are in office days. Occasional New Hire Benefits Orientation will require Mondays on-site half days.
What You Will Do:
- Assists with the administration of US health and welfare and retirement (defined benefit and defined contribution) plans.
- Handles employee benefits related issues including employee requests and inquiries, requests for assistance and education, issue resolution and invoicing.
- Assists new employees with benefits enrollment. Conducts new hire benefits orientation as needed.
- Ensures benefit plan vendors administer plans according to design. Monitors vendor performance and escalates issues as appropriate. Ensures issues are resolved timely. Assists in the development of vendor performance metrics, evaluation and quality improvement initiatives.
- Understands and interprets applicable benefit regulations including ERISA, PPACA, and HIPAA. Keeps current regarding legislative changes and ensure plans remain compliant. Ensures timely completion and submission of required governmental and organizational reports and filings.
- Develops and documents benefit plan processes to ensure consistent, accurate and timely processing and superior customer service. Creates, maintains, and updates documentation of process flows, administrative and standard operating procedures.
- Maintains accurate written benefit summaries, Summary Plan Descriptions and other benefit related documents.
- Contributes to content development and delivery for annual open enrollment, new hire, and life event communications as well as targeted communications throughout the year.
- Assists with annual open enrollment process including plan implementation, systems testing, and communications. Creates and reviews employee benefit communication materials. Participates in employee enrollment meetings as needed.
- Works with internal groups and vendors to support system testing, data interfaces in/out of the system, development of test plans, and the execution of plan changes and reporting. Implement and test benefit plan changes and new programs.
What You Will Need:
Education and Experience
- Bachelor’s Degree in Human Resources or a related field along with 3‒5 years of previous related experience OR
- A combination of education and experience may be applicable in lieu of a 4-year degree.
- CEBS designation preferred.
Knowledge, Skills and Abilities
- Strong technical knowledge of ERISA.
- Strong analytical, written, presentation and project management skills.
- Proficiency in Excel, Word, and Power Point required.
- Experience with Oracle Advanced Benefits is a plus.
- Obtain a working knowledge of the ABS Health, Safety, Quality and Environmental Management Systems.
Reporting Relationships:
The incumbent reports to a Manager, Director or Executive level position. This position does not have any direct reports.
The HR Benefits Analyst is responsible for the administration of health and welfare and retirement plans. The analyst is responsible for vendor management and handling employee benefits related issues. This role is currently a hybrid opportunity with Mondays and Fridays remote while Tuesday - Thursday are in office days. Occasional New Hire Benefits Orientation will require Mondays on-site half days.
What You Will Do:
- Assists with the administration of US health and welfare and retirement (defined benefit and defined contribution) plans.
- Handles employee benefits related issues including employee requests and inquiries, requests for assistance and education, issue resolution and invoicing.
- Assists new employees with benefits enrollment. Conducts new hire benefits orientation as needed.
- Ensures benefit plan vendors administer plans according to design. Monitors vendor performance and escalates issues as appropriate. Ensures issues are resolved timely. Assists in the development of vendor performance metrics, evaluation and quality improvement initiatives.
- Understands and interprets applicable benefit regulations including ERISA, PPACA, and HIPAA. Keeps current regarding legislative changes and ensure plans remain compliant. Ensures timely completion and submission of required governmental and organizational reports and filings.
- Develops and documents benefit plan processes to ensure consistent, accurate and timely processing and superior customer service. Creates, maintains, and updates documentation of process flows, administrative and standard operating procedures.
- Maintains accurate written benefit summaries, Summary Plan Descriptions and other benefit related documents.
- Contributes to content development and delivery for annual open enrollment, new hire, and life event communications as well as targeted communications throughout the year.
- Assists with annual open enrollment process including plan implementation, systems testing, and communications. Creates and reviews employee benefit communication materials. Participates in employee enrollment meetings as needed.
- Works with internal groups and vendors to support system testing, data interfaces in/out of the system, development of test plans, and the execution of plan changes and reporting. Implement and test benefit plan changes and new programs.
What You Will Need:
Education and Experience
- Bachelor’s Degree in Human Resources or a related field along with 3‒5 years of previous related experience OR
- A combination of education and experience may be applicable in lieu of a 4-year degree.
- CEBS designation preferred.
Knowledge, Skills and Abilities
- Strong technical knowledge of ERISA.
- Strong analytical, written, presentation and project management skills.
- Proficiency in Excel, Word, and Power Point required.
- Experience with Oracle Advanced Benefits is a plus.
- Obtain a working knowledge of the ABS Health, Safety, Quality and Environmental Management Systems.
Reporting Relationships:
The incumbent reports to a Manager, Director or Executive level position. This position does not have any direct reports.
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Find JobsMid Level Benefits Specialist Job Market
Who's Hiring
- USI Insurance Services21
- HUB International16
- Whatnot12
- Alvarez & Marsal12
- Mercer10
Top Industries Hiring
- Insurance100
- Consulting & Professional Services42
- Healthcare & Medical Services24
- Technology & Software23
- Education21
Mid Level Benefits Specialist Jobs: Frequently Asked Questions
How do I get a mid level benefits specialist job?
Position yourself by highlighting direct ownership of benefits programs rather than task-level support. Emphasize experience managing open enrollment, resolving complex employee inquiries, and working alongside benefits vendors or brokers. Recruiters at this level want evidence that you've handled a program from design to delivery, so tailor your resume and cover letter to specific outcomes you drove, not just responsibilities you held.
Which companies hire mid level benefits specialists?
Companies hiring mid level benefits specialists right now include USI Insurance Services, HUB International, and Whatnot, based on current listings on Migrate Mate as of July 2026. Mid-sized and large employers with dedicated HR functions tend to post the most roles at this level, since they need specialists who can run programs independently without heavy senior oversight.
Are there remote mid level benefits specialist jobs?
Yes, remote and hybrid options are widely available at this level. About 40% of mid level benefits specialist openings are remote or hybrid as of July 2026, reflecting how much of the core work, vendor coordination, employee communications, and plan administration, can be done effectively outside a traditional office setting.
How do I move up to a mid level benefits specialist role?
Growth from entry level into a mid level benefits specialist role comes from deepening your technical knowledge of plan types such as medical, dental, FSA, and COBRA, and taking on progressively more ownership. Volunteering to lead open enrollment cycles, managing vendor relationships, and quantifying your impact, such as error reduction or improved employee participation rates, signals to employers that you're ready for greater autonomy.
Which industries hire the most mid level benefits specialists?
Mid Level benefits specialist roles concentrate in Insurance, Consulting & Professional Services, and Healthcare & Medical Services, based on current listings on Migrate Mate as of July 2026. These sectors tend to employ large, geographically distributed workforces that require consistent, knowledgeable benefits administration and benefit most from specialists who can operate independently across multiple plan structures.