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Remote Chat Agent Jobs in Milwaukee, WI (NOW HIRING)

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Licensed Insurance Sales Agent

Milwaukee, WI · Remote

  • Medical

  • Dental

  • PTO

Licensed Insurance Sales Agent (Remote) Employment Type: Seasonal Contract Job Summary We are ... Handle inbound calls and chat communications from Medicare members and prospective customers ...

Posted today

The Long Agency

Life Insurance Sales Agent

Milwaukee, WI · On-site +1

$30K - $160K/yr

As a Life Insurance Sales Agent with the Long Agency, you will work with individuals and families who have requested information about life insurance coverage. This is a consultative sales role ...

New

TEKsystems

Customer Service Representative

Milwaukee, WI · Remote

$19 - $20/hr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

... phone, chat or case workload in accordance with schedule, standards and volumes adhering to ... remote position. Application Deadline This position is anticipated to close on Aug 21, 2026. About ...

The Summers Group

Life Insurance Sales Agent

Milwaukee, WI · On-site +1

$30K - $160K/yr

No agent's success, earnings, or production results should be viewed as typical, average, or expected. Not all agents achieve the same or similar results, and no particular results are guaranteed.

Staples, Inc.

Customer Service Representative

Burlington, WI · On-site +1

$17 - $23/hr

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

... for remote work on Fridays. Staples is business to business. You're what binds us together. At ... Manage inbound and outbound opportunities across multiple lead channels, including web, chat, and ...

Afni, Inc.

Remote Customer Service Representative

Milwaukee, WI · Remote

$15.75 - $21.25/hr

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

What You Need to Thrive in Our Remote Environment: * Cable or Fiber Internet Service only (no dial-up, DSL, satellite or cellular) * 25Mbps Download/10Mbps Upload * Ping Rate - Less than 100 ms * A ...

DRUM Associates

Customer Service Representative

Milwaukee, WI · Remote

$24/hr

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

Remote - but must be location in Wisconsin or Minnesota * Collaborative and team-oriented environment * Opportunity to make a meaningful impact by helping patients receive critical medical equipment ...

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Remote Chat Agent information

What are the key skills and qualifications needed to thrive as a remote chat agent, and why are they important?

To thrive as a Remote Chat Agent, you need excellent written communication, strong typing skills, and a high school diploma or equivalent. Familiarity with customer relationship management (CRM) systems, chat platforms, and ticketing software is typically required. Outstanding problem-solving abilities, patience, and attention to detail help agents deliver a positive customer experience. These skills are crucial for efficiently resolving customer inquiries and maintaining high satisfaction in a remote, fast-paced environment.

What does a remote chat agent do?

A remote chat agent answers customer questions through an online chat platform. Your primary responsibilities are to assist customers and troubleshoot issues. You address minor problems and escalate complicated situations to the proper resources. You connect with clients quickly and provide live help. Your duties include using the chat platform, diagnosing the client's problem, communicating until full satisfaction, and assisting with resolutions. A remote chat agent can work in a call center, office environment, or from home.

What is a remote chat agent?

Remote chat agents are customer service professionals who assist customers via online chat platforms, rather than over the phone or in person. They work from a remote location, such as their home, using computers and internet connections to communicate with clients or customers. Their main responsibilities include answering questions, resolving issues, providing product or service information, and ensuring customer satisfaction. Remote chat agents often work for various industries, including retail, technology, and financial services, offering support through live chat, messaging apps, or social media.

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

Remote Chat Agents often encounter challenges such as handling multiple conversations simultaneously, maintaining a consistent and friendly tone, and resolving customer issues efficiently without face-to-face interaction. Effective time management, clear written communication skills, and familiarity with the company’s resources and support tools are essential for success. Many organizations provide training, knowledge bases, and regular team check-ins to help agents stay informed and supported while working remotely.
More about Remote Chat Agent jobs

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

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

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

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

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

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

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

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

Remote Chat Agent jobs near you
Infographic showing various Remote Chat Agent job openings in Milwaukee, WI as of August 2026, with employment types broken down into 88% Full Time, 6% Part Time, and 6% Contract. Highlights an 100% Remote job distribution.

Licensed Insurance Sales Agent

Be Additive

Milwaukee, WI • Remote

Part-time

Medical, Dental, PTO

Posted 21 hours ago

Posted today

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Job description

Job Description

Title: Licensed Insurance Sales Agent (Remote)
Employment Type: Seasonal Contract

Job Summary

We are seeking customer-focused and licensed Insurance Sales Agents to support Medicare Annual Enrollment Program (AEP). In this role, you will assist customers through inbound calls and chat communications, helping them understand their Medicare coverage options and enroll in plans that best meet their needs while delivering exceptional customer service.

Key Responsibilities

  • Handle inbound calls and chat communications from Medicare members and prospective customers.
  • Assist customers with selecting and enrolling in Medicare plans.
  • Answer questions regarding benefits, coverage, and enrollment.
  • Maintain accurate documentation of customer interactions.
  • Deliver exceptional customer service while meeting quality and compliance standards.
  • Meet established productivity and performance goals.

Requirements

  • Active Resident Health Insurance License.
  • License must remain active and valid through December 8, 2027.
  • Resident license must match your current state of residence.
  • Previous Medicare, AEP, or insurance sales experience preferred.
  • Minimum one year of customer service experience.
  • Typing speed of 45 WPM or higher.
  • Basic computer proficiency with Windows operating systems.
  • High School Diploma or equivalent.
  • Ability to work full-time with open availability between Monday–Saturday, 8:00 AM–9:00 PM EST.

Work From Home Requirements

  • Quiet, professional workspace.
  • Minimum internet speed:
    • Download: 35 Mbps
    • Upload: 15 Mbps
  • Speedtest.net screenshot required.
  • No satellite internet, mobile hotspots, VPNs, or peer-to-peer networks.

Benefits

  • Paid training (4 weeks classroom + 1 week nesting)
  • Fully remote opportunity
  • Competitive hourly pay
  • Opportunity for future employment based on business needs and performance