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Remote Healthcare Insurance Jobs in Milwaukee, WI

Globe Life American Income Division

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Remote Insurance Sales Associate

Milwaukee, WI · Remote

$50K - $120K/yr

  • Medical

  • Dental

  • Life

... life and health supplemental insurance benefits to working-class families in the United States ... We are currently seeking a Remote Associate to join our team! Please note that we can only hire ...

Nexera

Entry Level Remote Insurance Sales

Milwaukee, WI · Remote

$1.5K - $3.2K/wk

Full licensing support -- we walk you through getting your Life and Health Insurance License (most ... Raleigh/Triangle area preferred -- fully remote, open to all U.S. locations * Able to pass a ...

HSA Bank

Insurance Sales Agent

Milwaukee, WI · Remote

$24 - $26/hr

Our offerings in the healthcare savings space drive down healthcare costs, increase access, and ... In addition, this position is eligible for incentive compensation. #LI-BY1 #LI-REMOTE Webster ...

Pioneer Agency

Insurance Agent

Milwaukee, WI · Remote

$50K - $75K/yr

  • Medical

  • Life

  • Retirement

Present and recommend a range of insurance products, including Life, Health, and Retirement options ... Remote work opportunities with flexible scheduling to fit your lifestyle. * Competitive commission ...

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All JobsHealthcare Insurance JobsRemote Healthcare Insurance JobsRemote Healthcare Insurance Jobs in Milwaukee, WI

Remote Healthcare Insurance information

See Milwaukee, WI salary details

$14

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$28

How much do remote healthcare insurance jobs pay per hour?

As of Aug 12, 2026, the average hourly pay for remote healthcare insurance in Milwaukee, WI is $20.66, according to ZipRecruiter salary data. Most workers in this role earn between $17.07 and $22.74 per hour, depending on experience, location, and employer.

What is a remote healthcare insurance job?

Remote healthcare insurance jobs are positions within the health insurance industry that allow employees to work from home or another remote location. These roles can include claims processing, customer service, billing, underwriting, case management, and more. Remote jobs in this sector often require strong communication and computer skills, as most interactions are handled online or over the phone. Remote healthcare insurance professionals help customers understand their coverage, process claims, and ensure compliance with healthcare regulations. As telecommuting becomes more common, many insurance companies are expanding their remote job offerings.

How does remote work impact collaboration and communication in a healthcare insurance role?

Remote healthcare insurance professionals often rely on digital communication tools to work closely with colleagues, clients, and healthcare providers. While this setup offers flexibility, it can present challenges such as coordinating across time zones and ensuring clear, timely information exchange. Most teams use secure messaging platforms, video meetings, and shared document systems to maintain collaboration and workflow efficiency. Being proactive and responsive is key to staying connected and resolving issues quickly in a remote environment.

What are the key skills and qualifications needed to thrive as a remote healthcare insurance specialist, and why are they important?

To thrive as a Remote Healthcare Insurance Specialist, you need strong knowledge of healthcare insurance policies, claims processing, and compliance regulations, usually supported by relevant experience or certifications such as AHIP. Familiarity with claims management software, CRM systems, and secure communication platforms is essential. Excellent attention to detail, problem-solving abilities, and effective communication skills help you resolve client issues and explain complex information clearly. These skills ensure accurate claims handling, regulatory compliance, and a positive customer experience in a virtual environment.

What is the difference between Remote Healthcare Insurance and Remote Healthcare Customer Service Representative?

AspectRemote Healthcare InsuranceRemote Healthcare Customer Service Representative
Required CredentialsInsurance licenses, knowledge of healthcare policiesCustomer service skills, basic healthcare knowledge
Work EnvironmentHome-based, insurance companies or brokersHome-based, healthcare providers or insurers
Employer & Industry UsageInsurance firms, brokers, healthcare plansHospitals, clinics, insurance companies
Common Search & ComparisonInsurance policies, coverage, claimsCustomer support, patient inquiries

Remote Healthcare Insurance professionals focus on insurance policies, licensing, and claims processing, often requiring specific licenses. In contrast, Remote Healthcare Customer Service Representatives handle patient inquiries and support, emphasizing communication skills. Both roles are remote, industry-related, and serve healthcare organizations, but they differ in credentials and daily tasks.

What are popular job titles related to Remote Healthcare Insurance jobs in Milwaukee, WI? For Remote Healthcare Insurance jobs in Milwaukee, WI, the most frequently searched job titles are:
What job categories do people searching Remote Healthcare Insurance jobs in Milwaukee, WI look for? The top searched job categories for Remote Healthcare Insurance jobs in Milwaukee, WI are:
What cities near Milwaukee, WI are hiring for Remote Healthcare Insurance jobs? Cities near Milwaukee, WI with the most Remote Healthcare Insurance job openings:
Remote Healthcare Insurance jobs near you
Infographic showing various Remote Healthcare Insurance job openings in Milwaukee, WI as of August 2026, with employment types broken down into 100% Full Time. Highlights an 100% Remote job distribution, with an average salary of $42,979 per year, or $20.7 per hour.

Remote Health Insurance Agents: $24/hr + OT + Comm & bonuses

Thrive Health Benefits

Milwaukee, WI • Remote

$768 - $1.3K/wk

Temporary

Posted 20 days ago

Job description

$24 an hour. Overtime on top during Open Enrollment. Commission on every enrollment, paid weekly. We're hiring remote ACA sales agents — helping families find health coverage they can actually afford, and getting paid properly to do it. This is a seasonal W-2 role (a real paycheck, taxes handled — not 1099). You can start as early as September 1, and Open Enrollment runs November 1 through January 15 — so it's a four-and-a-half-month paid season, not a six-week gig.

What you'll earn

  • Start as early as September 1 — $24/hour base, about 32 hours a week through training and ramp-up (roughly $768 a week)

  • Open Enrollment runs November 1 through January 15 — 50 hours a week, with overtime at $36/hour past 40, or about $1,320 a week in base pay alone + commissions on top of that

  • A note on overtime: overtime rules vary by state. Your overtime eligibility and the hours threshold that triggers it follow the law where you live, and we'll confirm exactly how it applies to you before your first shift.

  • That's roughly $21,000 in base pay from September 1 through January 15, before a dollar of commission

  • Commission on every enrollment, paid weekly, climbing the more you write

  • Extra income from ancillary products and referrals

  • A strong producer can clear $28,000+ across the full September–January season (illustrative, based on consistent production)

Two ways to earn before Open Enrollment even starts

  • $1,000 bonus for finishing early. Complete all four of these before September 1 and you lock in a $1,000 bonus: (1) transfer your appointments to us, if you currently hold appointments elsewhere; (2) complete your FFM certification; (3) complete your Georgia certification; and (4) complete all of your appointment paperwork requests. Finish your setup in the summer and you can be on the floor September 1 — with $1,000 already earned.

  • $300 for every agent you bring. Know a licensed agent? A friend, a former co-worker, anyone. Bring them to our hiring webinar. If they're hired and both of you finish through Open Enrollment, you earn $300 per agent — refer three and that's $900 on top of everything else you make.

What you'll do

  • Work 100% remote, from home

  • Help inbound callers and live transfers enroll in ACA Marketplace plans — no cold calling; we bring you the leads

  • Follow proven, compliant scripts with full training and support

What you need

  • Active E&O insurance and resident/non-resident licenses in FL, TX, and GA

  • Don't have all three yet? Apply anyway. Pass the interview and you'll receive a conditional offer with exact steps to get licensed — and we reimburse up to $375, based on the licenses you obtain. (Paid after you're licensed, not upfront.)

  • Already licensed in FL/TX/GA? You can start right away

  • A reliable computer and a wired Ethernet connection

Heads up — Open Enrollment is an intense, fixed sprint: November 1 through January 15 is 50 hours across 6 days, including Thanksgiving week, with no vacation during the window. Eleven weeks, all in.

Ready? Apply now — the earlier you're set up, the sooner you start earning.

Base pay of $24/hour is guaranteed for hours worked. Overtime is paid at $36/hour where state law provides for it; overtime rules and thresholds vary by state. Commission, bonus, and total season figures are illustrative, based on individual performance, and not guaranteed.

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