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Remote Health Insurance Navigator Jobs in Milwaukee, WI

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 ...

Globe Life American Income Division

Be Seen First

Remote Insurance Sales Associate

Milwaukee, WI · Remote

$50K - $120K/yr

... 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 ...

Pioneer Agency

Insurance Agent

Milwaukee, WI · Remote

$50K - $75K/yr

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 ...

Nexera

Entry Level Remote Sales Role

Milwaukee, WI · Remote

$1.5K - $5.3K/wk

Life and Health Insurance License required before start date -- or genuine willingness to obtain ... Fully remote -- work from home or anywhere in the U.S. * Flexible schedule -- full time or ...

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Remote Health Insurance Navigator information

See Milwaukee, WI salary details

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$33

How much do remote health insurance navigator jobs pay per hour?

As of Aug 16, 2026, the average hourly pay for remote health insurance navigator in Milwaukee, WI is $22.58, according to ZipRecruiter salary data. Most workers in this role earn between $18.70 and $24.62 per hour, depending on experience, location, and employer.

What skills and qualifications are needed to thrive as a remote health insurance navigator?

To thrive as a Remote Health Insurance Navigator, you need comprehensive knowledge of health insurance policies, eligibility requirements, and regulatory guidelines, often supported by a relevant degree or certification in health services or insurance. Familiarity with customer relationship management (CRM) software, virtual communication tools, and online enrollment systems is essential. Exceptional communication, problem-solving abilities, and patience are crucial soft skills for assisting clients in understanding complex insurance options. These competencies enable Navigators to provide accurate guidance, ensure compliance, and deliver a supportive client experience in a remote setting.

What is a remote health insurance navigator?

Remote Health Insurance Navigators are professionals who assist individuals and families in understanding, selecting, and enrolling in health insurance plans, all while working from a remote location. They provide guidance on eligibility, benefits, plan comparisons, and help troubleshoot issues related to insurance coverage. These navigators often work for nonprofit organizations, government agencies, or healthcare providers, and play a crucial role in helping people access affordable healthcare. Their services are especially valuable during open enrollment periods or when individuals experience major life changes that affect their insurance needs.

What is the difference between Remote Health Insurance Navigator vs Remote Health Insurance Customer Service Representative?

AspectRemote Health Insurance NavigatorRemote Health Insurance Customer Service Representative
Required CredentialsInsurance licensing, health insurance knowledgeBasic customer service skills, sometimes insurance knowledge
Work EnvironmentIndependent, client-facing, often involves researchCall center or online support, transactional
Employer & Industry UsageInsurance companies, brokers, health plansInsurance providers, customer support centers
Search & Comparison IntentUnderstanding roles, qualifications, job dutiesCustomer support, troubleshooting, policy info

The main difference is that Remote Health Insurance Navigators assist clients in understanding and selecting health plans, often requiring licensing and in-depth insurance knowledge. In contrast, Remote Health Insurance Customer Service Representatives handle inquiries and support tasks, typically with less specialized insurance credentials. Both roles are vital in the health insurance industry but serve different functions and skill levels.

What are common challenges faced by remote health insurance navigators and how can they be managed?

Remote Health Insurance Navigators often encounter challenges such as communicating complex insurance information clearly to clients who may have varying levels of health literacy. Working remotely can also mean handling a high volume of inquiries without in-person support. To manage these challenges, Navigators use clear communication strategies, leverage digital tools for client tracking, and participate in regular team check-ins to share best practices and stay updated on policy changes. Strong organizational skills and proactive communication with both clients and colleagues are essential for success in this role.

What are popular job titles related to Remote Health Insurance Navigator jobs in Milwaukee, WI?

For Remote Health Insurance Navigator jobs in Milwaukee, WI, the most frequently searched job titles are:

What job categories do people searching Remote Health Insurance Navigator jobs in Milwaukee, WI look for?

The top searched job categories for Remote Health Insurance Navigator jobs in Milwaukee, WI are:

Remote Health Insurance Navigator jobs near you
Infographic showing various Remote Health Insurance Navigator job openings in Milwaukee, WI as of August 2026, with employment types broken down into 1% As Needed, 76% Full Time, 18% Part Time, and 5% Contract. Highlights an 96% Physical, 1% Hybrid, and 3% Remote job distribution, with an average salary of $46,961 per year, or $22.6 per hour.

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

Thrive Health Benefits

Milwaukee, WI • Remote

$768 - $1.3K/wk

Temporary

Posted 24 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)

Earn before Open Enrollment even starts

  • $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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