Customer Specialist Jobs in Illinois
Customer Specialist jobs in Illinois are concentrated in Chicago, Naperville, and Peoria, where large employers like Allstate, Discover Financial Services, and Walgreens maintain significant customer operations and hire across entry-level through senior roles. The Chicago metropolitan area alone drives the bulk of demand, with openings in financial services, insurance, and healthcare customer support among the most active specialties. Roles focused on account management, technical support escalation, and B2B client relations are consistently in demand. See the openings below and apply to the ones that match your experience.
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Showing 4 of 89+ Customer Specialist jobs
Overview
Your Way Insurance is a people-first organization built on compassion, integrity, and service. Our greatest strength lies in our talented and driven team, dedicated to helping seniors find Medicare plans that truly fit their needs, the right way. Through our one-stop shopping experience, we make it easy to compare top national health insurance carriers and choose coverage with confidence.
Now part of Gallagher, a global leader in insurance, risk management, and consulting, you’ll join a network of professionals committed to empowering individuals, businesses, and communities to thrive. We believe every candidate brings something unique to the table, including you! This is a fully remote role.
An application with us takes only 3 minutes!
How you'll make an impact
- Accepting internal inbound calls from sales agents to conduct third party verification
- Verify client’s information, Dr’s & Rx as shown on their application & confirm intent to enroll
- Conduct HRA/MCA assessments
- Present options for Carrier mail order pharmacy
- Answer questions customer may have with their new plan
- Driving higher effectuation & long-term value for company
About You
- An active Resident Health Insurance License and any additional certifications/licenses as required by CMS
- Ability to interact professionally with customers, addressing their needs and concerns effectively.
- Experience using Customer Relationship Management (CRM) software, call center software, and Medicare Enrollment tools to manage customer interactions and resolve customer issues.
- Skills in Microsoft Office applications for organizing and tracking information.
- Attention to detail and the ability to maintain accurate and organized records of customer interactions.
- Comprehensive understanding of Medicare regulations, policies, and procedures in the US healthcare system.
- Ability to explain complex healthcare information to clients in a clear and understandable manner.
- Commitment to ongoing education and training to stay updated with changes in Medicare regulations and policies as set by CMS and other relevant governing bodies.
- A valid and active license to sell Medicare plans as well as prior experience working in the healthcare industry are desirable, but not required.
Compensation and benefits
At Gallagher, we believe supporting our colleagues goes far beyond the role itself. For more information, visit our Benefits page.
- Competitive compensation
- Comprehensive benefits programs designed to support your well-being
- Career development opportunities and ongoing learning
- A collaborative, people-first culture with accessible leadership
- The opportunity to do meaningful work with global reach and local impact
Overview
Your Way Insurance is a people-first organization built on compassion, integrity, and service. Our greatest strength lies in our talented and driven team, dedicated to helping seniors find Medicare plans that truly fit their needs, the right way. Through our one-stop shopping experience, we make it easy to compare top national health insurance carriers and choose coverage with confidence.
Now part of Gallagher, a global leader in insurance, risk management, and consulting, you’ll join a network of professionals committed to empowering individuals, businesses, and communities to thrive. We believe every candidate brings something unique to the table, including you! This is a fully remote role.
An application with us takes only 3 minutes!
How you'll make an impact
- Accepting internal inbound calls from sales agents to conduct third party verification
- Verify client’s information, Dr’s & Rx as shown on their application & confirm intent to enroll
- Conduct HRA/MCA assessments
- Present options for Carrier mail order pharmacy
- Answer questions customer may have with their new plan
- Driving higher effectuation & long-term value for company
About You
- An active Resident Health Insurance License and any additional certifications/licenses as required by CMS
- Ability to interact professionally with customers, addressing their needs and concerns effectively.
- Experience using Customer Relationship Management (CRM) software, call center software, and Medicare Enrollment tools to manage customer interactions and resolve customer issues.
- Skills in Microsoft Office applications for organizing and tracking information.
- Attention to detail and the ability to maintain accurate and organized records of customer interactions.
- Comprehensive understanding of Medicare regulations, policies, and procedures in the US healthcare system.
- Ability to explain complex healthcare information to clients in a clear and understandable manner.
- Commitment to ongoing education and training to stay updated with changes in Medicare regulations and policies as set by CMS and other relevant governing bodies.
- A valid and active license to sell Medicare plans as well as prior experience working in the healthcare industry are desirable, but not required.
Compensation and benefits
At Gallagher, we believe supporting our colleagues goes far beyond the role itself. For more information, visit our Benefits page.
- Competitive compensation
- Comprehensive benefits programs designed to support your well-being
- Career development opportunities and ongoing learning
- A collaborative, people-first culture with accessible leadership
- The opportunity to do meaningful work with global reach and local impact
See All 89 Customer Specialist Jobs in Illinois
Find roles in Illinois that match your experience and apply in just a few clicks.
Find Customer Specialist JobsCustomer Specialist Jobs by City in Illinois
Where Illinois roles are concentrated, by current openings.
Customer Specialist Job Market in Illinois
A snapshot from current Illinois openings, updated as new roles post.
Who's Hiring
- Sherwin-Williams15
- All Fleet4
- State Farm3
- Pmall2P
- Tesla2
Top Industries Hiring
- Medical Devices
What Illinois Employers Look For
The qualifications that appear most often in customer specialist jobs across Illinois.
- Two or more years of customer service or account support experience in a professional setting
- Proficiency with CRM platforms such as Salesforce or similar customer management tools
- Strong written and verbal communication skills across phone, email, and chat channels
- Ability to resolve complex customer issues independently while meeting response time targets
- Familiarity with compliance or data privacy standards relevant to the employer's Illinois industry
- Associate or bachelor's degree in business, communications, or a related field preferred
Customer Specialist Jobs in Illinois: Frequently Asked Questions
How do you become a customer specialist in Illinois?
Most customer specialist roles in Illinois require a high school diploma or associate degree alongside demonstrated customer-facing experience, with no state-issued license required for the role itself. Employers in regulated industries such as insurance or financial services may require Illinois Department of Insurance registration or FINRA licensing depending on responsibilities. Building experience in call center, retail, or account coordination roles at Illinois-based companies is the most common path into a dedicated customer specialist position.
Which companies hire customer specialists in Illinois?
Employers hiring customer specialists in Illinois right now include Sherwin-Williams, All Fleet, and State Farm, based on current listings on Migrate Mate as of August 2026. Illinois's concentration of Fortune 500 headquarters and major financial and healthcare institutions means consistent, year-round demand for this role across the state.
Which Illinois cities have the most customer specialist jobs?
Chicago, Zion, and Wheeling have the most customer specialist openings in Illinois. Chicago dominates because of its density of corporate headquarters in financial services, insurance, and technology, while Naperville and Peoria draw volume from regional operations centers and large employers like Caterpillar and insurance carriers with significant Illinois footprints.
Are there remote customer specialist jobs in Illinois?
Yes, and more than many fields, since customer specialist work is well suited to phone, chat, and email channels that require no physical presence. About 38% of customer specialist openings tied to Illinois are remote or hybrid as of August 2026, reflecting strong employer adoption of flexible arrangements. Account management and technical support escalation roles tend to carry the highest share of fully remote options.
How can I get hired as a customer specialist in Illinois with little or no experience?
The most realistic entry path is a customer service representative or associate role at an Illinois-based employer such as a large insurer, bank, or healthcare system, then moving into a specialist title after demonstrating ownership of complex cases. Companies like Allstate and Discover Financial Services in the Chicago area run structured associate programs that place new hires on specialist tracks. A completed associate degree in business or communications, or a certificate in customer experience, gives candidates a clear edge over applicants with no formal credential.
Where can I find and apply to customer specialist jobs in Illinois?
You can find and apply to customer specialist jobs in Illinois on Migrate Mate, which lists current Illinois openings updated regularly. Search for roles that match your experience level and specialty, then apply directly to the ones that fit. No account creation is needed to see the listings.
See All 89 Customer Specialist Jobs in Illinois
Find roles in Illinois that match your experience and apply in just a few clicks.
Find Customer Specialist Jobs