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Remote Enrollment Jobs in Wisconsin (NOW HIRING)

... remote environment -Brings a positive attitude and strong work ethic No prior experience in insurance or enrollment is required--we provide full training.

... remote environment -Brings a positive attitude and strong work ethic No prior experience in insurance or enrollment is required--we provide full training.

... remote environment -Brings a positive attitude and strong work ethic No prior experience in insurance or enrollment is required--we provide full training.

... remote environment -Brings a positive attitude and strong work ethic No prior experience in insurance or enrollment is required--we provide full training.

... remote environment -Brings a positive attitude and strong work ethic No prior experience in insurance or enrollment is required--we provide full training.

... remote environment -Brings a positive attitude and strong work ethic No prior experience in insurance or enrollment is required--we provide full training.

... remote environment -Brings a positive attitude and strong work ethic No prior experience in insurance or enrollment is required--we provide full training.

Enrollment Adviser

Madison, WI · On-site +1

$44K - $54K/yr

Enrollment Adviser Job Category: Academic Staff Employment Type: Regular Job Profile: Adm & Rctmt Coord II Job Duties: The Office of Online & Professional Learning Resources (OPLR) is seeking an ...

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers ... Present benefit programs and assist clients with enrollment * Build and maintain strong client ...

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers ... Present benefit programs and assist clients with enrollment * Build and maintain strong client ...

Remote Sales Executive

Madison, WI · Remote

$69K - $150K/yr

Remote Insurance Representative | Flexible Schedule | Commission Only This position offers flexible ... Present benefit programs and assist clients with enrollment * Build and maintain strong client ...

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers ... Present benefit programs and assist clients with enrollment * Build and maintain strong client ...

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers ... Present benefit programs and assist clients with enrollment * Build and maintain strong client ...

Remote Sales Rep

Green Bay, WI · Remote

$69K - $150K/yr

Remote Insurance Representative | Flexible Schedule | Commission Only This position offers flexible ... Present benefit programs and assist clients with enrollment * Build and maintain strong client ...

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers ... Present benefit programs and assist clients with enrollment * Build and maintain strong client ...

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers ... Present benefit programs and assist clients with enrollment * Build and maintain strong client ...

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers ... Present benefit programs and assist clients with enrollment * Build and maintain strong client ...

Sales Executive - Remote

Green Bay, WI · Remote

$69K - $150K/yr

Remote Insurance Representative | Flexible Schedule | Commission Only This position offers flexible ... Present benefit programs and assist clients with enrollment * Build and maintain strong client ...

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Showing results 1-20

Remote Enrollment information

See Wisconsin salary details

$27.3K

$78.1K

$118.6K

How much do remote enrollment jobs pay per year?

As of Jul 28, 2026, the average yearly pay for remote enrollment in Wisconsin is $78,113.00, according to ZipRecruiter salary data. Most workers in this role earn between $41,400.00 and $117,600.00 per year, depending on experience, location, and employer.

What is a Remote Enrollment job?

A Remote Enrollment job typically involves assisting individuals with signing up for services, programs, or benefits remotely, often via phone, email, or online platforms. Responsibilities may include verifying personal information, explaining enrollment options, and ensuring that all required documents are submitted correctly. These roles are common in industries such as healthcare, education, insurance, and telecommunications. Strong communication skills, attention to detail, and familiarity with digital tools are valuable in this position.

What are the key skills and qualifications needed to thrive in the Remote Enrollment position, and why are they important?

To excel as a Remote Enrollment professional, you need strong organizational skills, attention to detail, and a background in customer service or administrative support, often with a high school diploma or higher. Familiarity with CRM systems, enrollment management software, and secure data handling tools is typically required. Outstanding verbal and written communication, problem-solving abilities, and a customer-focused attitude help you stand out in this role. These competencies ensure you can efficiently assist applicants, handle sensitive information, and facilitate a seamless enrollment experience remotely.

What are the common challenges faced in a Remote Enrollment position and how can they be managed?

Remote Enrollment professionals often encounter challenges such as managing large volumes of inquiries, troubleshooting technical issues, and ensuring applicants clearly understand the process without in-person guidance. To succeed, it's important to be comfortable with digital communication tools, maintain organized records, and follow clear protocols for data privacy and security. Regular communication with team members and supervisors helps resolve complex cases, and ongoing training can keep you up-to-date on best practices. Adapting to evolving systems and demonstrating empathy during applicant interactions can greatly enhance job satisfaction and performance in this remote environment.

What are the most commonly searched types of Enrollment jobs in Wisconsin? The most popular types of Enrollment jobs in Wisconsin are:
What are popular job titles related to Remote Enrollment jobs in Wisconsin? For Remote Enrollment jobs in Wisconsin, the most frequently searched job titles are:
What cities in Wisconsin are hiring for Remote Enrollment jobs? Cities in Wisconsin with the most Remote Enrollment job openings:
Infographic showing various Remote Enrollment job openings in Wisconsin as of July 2026, with employment types broken down into 79% Full Time, 14% Part Time, 1% Temporary, and 6% Contract. Highlights an 94% Physical, 1% Hybrid, and 5% Remote job distribution, with an average salary of $78,113 per year, or $37.6 per hour.

Remote Customer Enrollment Specialist

McQuade Organization

Remote

Full-time

Posted 11 days ago


Job description

-Help Clients Get Started: Meet with clients virtually (Zoom/phone) and guide them step-by-step through the enrollment process -Explain Benefits Clearly: Walk clients through available coverage options in a simple, easy-to-understand way so they can make informed decisions -Provide Friendly Support: Answer questions, address concerns, and ensure each client has a smooth and positive experience -Complete Enrollments: Assist clients in filling out applications and finalizing their benefits during scheduled meetings -Learn & Grow: Participate in ongoing training and coaching—no prior industry experience required -Team Collaboration: Work with a supportive team and leadership group focused on helping you succeed

We’re looking for someone who: -Enjoys helping people and providing great customer service -Has strong communication skills (we’ll help you improve even more) -Is dependable, organized, and willing to learn -Is comfortable using a computer, Zoom, and basic online tools -Can work independently in a remote environment -Brings a positive attitude and strong work ethic No prior experience in insurance or enrollment is required—we provide full training.