Benefits Specialist Jobs in Wisconsin
Benefits Specialist jobs in Wisconsin are open across Madison, Waukesha, and Brookfield and other Wisconsin metros, with employers like Uline, Baker Tilly Canada, and Generac Power Systems hiring at every experience level. Find a role that fits below and apply directly.
Find Benefits Specialist JobsOverview
Showing 5 of 33+ Benefits Specialist jobs
Director of Benefits
Corporate Headquarters
12575 Uline Dr. Pleasant Prairie, WI 53158
Lead and enhance a best-in-class benefits program for a company that puts its people first. As Uline’s Director of Benefits, you’ll support programs that serve thousands of employees across North America - from health to retirement and beyond. This is your opportunity to step into a key leadership role that shapes the employee experience across our growing company.
Careers Packed with Potential. Backed by 45+ years of success, Uline offers opportunities to grow your career with stability you can count on.
Position Responsibilities
- Plan and direct the design, implementation and administration of Uline’s employee benefits programs that support business objectives.
- Partner with leadership and vendors to evaluate benefits plans and keep offerings competitive.
- Oversee leave of absence and workers’ compensation programs for consistent, compliant administration.
- Guide and develop the Benefits team and committees, building a positive, high-performing culture.
- Work with our in-house Creative team to simplify complex benefits information into clear, engaging employee communications.
- Ensure compliance with regulations while supporting reporting, audits and program integrity.
Minimum Requirements
- Bachelor’s degree in human resources, business or a related field.
- 12+ years of experience managing employee benefits with 5+ years in a leadership role.
- Strong communication skills with the ability to simplify complex topics.
- Employee Benefit Specialist (CEBS) or other HR certification preferred.
- Familiarity with HRIS systems. Workday a plus.
- Bilingual (English / Spanish) preferred.
Benefits
- Complete health insurance coverage and 401(k) with 6% employer match that starts day one!
- Multiple bonus programs.
- Paid holidays and generous paid time off.
- Tuition Assistance Program that covers professional continuing education.
Employee Perks
- On-site café and first-class fitness center with complimentary personal trainers.
- Over four miles of beautifully maintained walking trails.
About Uline
Uline, a family-owned company, is North America’s leading distributor of shipping, industrial, and packaging materials with over 9,800 employees across 14 locations.
Uline is a drug-free workplace. All new hires must complete a pre-employment hair follicle drug screening. All positions are on-site.
EEO/AA Employer/Vet/Disabled
LI-CB2
CORP
(#IN-PPHR)
Our employees make the difference and we are committed to offering exceptional benefits and perks! Explore Uline.jobs to learn more!
Director of Benefits
Corporate Headquarters
12575 Uline Dr. Pleasant Prairie, WI 53158
Lead and enhance a best-in-class benefits program for a company that puts its people first. As Uline’s Director of Benefits, you’ll support programs that serve thousands of employees across North America - from health to retirement and beyond. This is your opportunity to step into a key leadership role that shapes the employee experience across our growing company.
Careers Packed with Potential. Backed by 45+ years of success, Uline offers opportunities to grow your career with stability you can count on.
Position Responsibilities
- Plan and direct the design, implementation and administration of Uline’s employee benefits programs that support business objectives.
- Partner with leadership and vendors to evaluate benefits plans and keep offerings competitive.
- Oversee leave of absence and workers’ compensation programs for consistent, compliant administration.
- Guide and develop the Benefits team and committees, building a positive, high-performing culture.
- Work with our in-house Creative team to simplify complex benefits information into clear, engaging employee communications.
- Ensure compliance with regulations while supporting reporting, audits and program integrity.
Minimum Requirements
- Bachelor’s degree in human resources, business or a related field.
- 12+ years of experience managing employee benefits with 5+ years in a leadership role.
- Strong communication skills with the ability to simplify complex topics.
- Employee Benefit Specialist (CEBS) or other HR certification preferred.
- Familiarity with HRIS systems. Workday a plus.
- Bilingual (English / Spanish) preferred.
Benefits
- Complete health insurance coverage and 401(k) with 6% employer match that starts day one!
- Multiple bonus programs.
- Paid holidays and generous paid time off.
- Tuition Assistance Program that covers professional continuing education.
Employee Perks
- On-site café and first-class fitness center with complimentary personal trainers.
- Over four miles of beautifully maintained walking trails.
About Uline
Uline, a family-owned company, is North America’s leading distributor of shipping, industrial, and packaging materials with over 9,800 employees across 14 locations.
Uline is a drug-free workplace. All new hires must complete a pre-employment hair follicle drug screening. All positions are on-site.
EEO/AA Employer/Vet/Disabled
LI-CB2
CORP
(#IN-PPHR)
Our employees make the difference and we are committed to offering exceptional benefits and perks! Explore Uline.jobs to learn more!
See All 33 Benefits Specialist Jobs in Wisconsin
Find roles in Wisconsin that match your experience and apply in just a few clicks.
Find Benefits Specialist JobsBenefits Specialist Jobs by City in Wisconsin
Where Wisconsin roles are concentrated, by current openings.
Benefits Specialist Job Market in Wisconsin
A snapshot from current Wisconsin openings, updated as new roles post.
Who's Hiring
- Uline3
- Baker Tilly Canada2
- Generac Power Systems2
- USI Insurance Services2
- Wisconsin Evangelical Lutheran Synod2
Top Industries Hiring
- Insurance5
- Distribution & Wholesale4
- Manufacturing4
- Chemicals & Materials3
- Healthcare & Medical Services3
What Wisconsin Employers Look For
The qualifications that appear most often in benefits specialist jobs across Wisconsin.
- 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
Benefits Specialist Jobs in Wisconsin: Frequently Asked Questions
How many benefits specialist jobs are there in Wisconsin?
There are 33+ benefits specialist openings in Wisconsin on Migrate Mate as of June 2026, with the most roles in Madison, Waukesha, and Brookfield. New positions post regularly as employers across Wisconsin hire.
How much do benefits specialists make in Wisconsin?
Benefits specialists in Wisconsin earn a median of about $72,130 a year, based on May 2025 Bureau of Labor Statistics wage data, ranging from around $52,810 for the lowest 10% to over $103,500 for the top 10%. Pay rises with experience, specialty, and employer.
Which Wisconsin cities have the most benefits specialist jobs?
Madison, Waukesha, and Brookfield have the most benefits specialist openings in Wisconsin right now, with additional roles spread across smaller metros statewide.
Which companies hire benefits specialists in Wisconsin?
Employers hiring benefits specialists in Wisconsin include Uline, Baker Tilly Canada, and Generac Power Systems, based on current listings on Migrate Mate as of June 2026.
Are there remote benefits specialist jobs in Wisconsin?
Yes. About 12% of benefits specialist openings tied to Wisconsin are remote or hybrid as of June 2026. The rest are on-site roles based in Wisconsin metros.
How do I apply for benefits specialist jobs in Wisconsin?
You can apply to benefits specialist jobs in Wisconsin directly on Migrate Mate. Search the listings above, find roles that match your experience and preferred Wisconsin location, then apply to each one that fits.
See All 33 Benefits Specialist Jobs in Wisconsin
Find roles in Wisconsin that match your experience and apply in just a few clicks.
Find Benefits Specialist Jobs