ZipRecruiter

Log In

2

Remote Agent Jobs in Milwaukee, WI (NOW HIRING)

Lone Star Careers

Remote Insurance Agent

Milwaukee, WI · Remote

$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission Only This position offers flexible work hours and clear paths for advancement into leadership and management. You will work remotely ...

HMG Careers

Remote Insurance Agent

Kenosha, WI · Remote

$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work remotely ...

HMG Careers

Remote Insurance Agent

Racine, WI · Remote

$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work remotely ...

Lone Star Careers

Remote Sales Agent

Milwaukee, WI · Remote

$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission Only This position offers flexible work hours and clear paths for advancement into leadership and management. You will work remotely ...

Empire State Careers

Remote Sales Agent

Milwaukee, WI · Remote

$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work remotely ...

The McCrimmon Agency

Life Insurance Agent

Milwaukee, WI · On-site +1

$30K - $160K/yr

This is a remote, commission-based opportunity for someone who values flexibility , personal growth ... As a Life Insurance Agent with The McCrimmon Agency, you will: * Meet virtually with individuals ...

HMG Careers

Remote Sales and Service Agent

Waukesha, WI · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work ...

HMG Careers

Sales and Service Agent Remote

Shorewood, WI · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work ...

HMG Careers

Remote Sales and Service Agent

Shorewood, WI · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work ...

next page

Showing results 1-20

All JobsAgent JobsRemote Agent JobsRemote Agent Jobs in Milwaukee, WI

Remote Agent information

See Milwaukee, WI salary details

$8

$28

$62

How much do remote agent jobs pay per hour?

As of Sep 1, 2026, the average hourly pay for remote agent in Milwaukee, WI is $28.18, according to ZipRecruiter salary data. Most workers in this role earn between $15.24 and $37.29 per hour, depending on experience, location, and employer.

What is a remote agent?

A Remote Agent is a professional who works from home or another remote location to provide customer service, sales, technical support, or other services for a company. They typically communicate with clients via phone, email, or chat and use digital tools to perform their tasks. This role requires strong communication skills, the ability to work independently, and a reliable internet connection. Many companies hire Remote Agents to handle customer inquiries, process transactions, or troubleshoot technical issues.

What skills and qualifications are needed to thrive as a remote agent?

To excel as a Remote Agent, you need strong customer service abilities, effective communication skills, and proficiency with computers, often supported by a high school diploma or equivalent. Familiarity with CRM platforms, call center software, and secure remote connectivity tools is usually required. Standout candidates are self-motivated, organized, and able to manage their time independently while remaining engaged with a virtual team. These skills are crucial for efficiently resolving customer inquiries, meeting performance goals, and maintaining productivity in a remote work environment.

What are common challenges faced by remote agents, and how can they be managed?

Remote Agents often contend with staying motivated and focused without in-person supervision, as well as handling high volumes of customer interactions throughout the day. Managing distractions at home, maintaining effective communication with team members, and troubleshooting technical issues independently are typical hurdles. Successful Remote Agents establish a dedicated workspace, set clear daily routines, and leverage available communication platforms to stay connected with colleagues and supervisors. Companies frequently offer training and ongoing support to help agents navigate these challenges and ensure a positive remote work experience.

What are the most commonly searched types of Agent jobs in Milwaukee, WI?

The most popular types of Agent jobs in Milwaukee, WI are:

What are popular job titles related to Remote Agent jobs in Milwaukee, WI?

For Remote Agent jobs in Milwaukee, WI, the most frequently searched job titles are:

What job categories do people searching Remote Agent jobs in Milwaukee, WI look for?

The top searched job categories for Remote Agent jobs in Milwaukee, WI are:

What cities near Milwaukee, WI are hiring for Remote Agent jobs?

Cities near Milwaukee, WI with the most Remote Agent job openings:

Remote Agent jobs near you
Infographic showing various Remote Agent job openings in Milwaukee, WI as of August 2026, with employment types broken down into 88% Full Time, 10% Part Time, and 2% Contract. Highlights an 83% Physical, 1% Hybrid, and 16% Remote job distribution, with an average salary of $58,617 per year, or $28.2 per hour.

Licensed Health Insurance Agent -- Remote, $24/Hr + OT + Commission

Milwaukee, WI • Remote

Thrive Health Benefits
See more jobs at Thrive Health Benefitsexternal

$768 - $1.3K/wk

Temporary

Re-posted 9 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 8, and Open Enrollment runs November 1 through January 15 — so it's about a four-and-a-half-month paid season, not a six-week gig.

What you'll earn

  • Start as early as September 8 — $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 $20,200 in base pay from September 8 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 $27,000+ 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, 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.

Apply