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Remote Live Chat Support Jobs in Madison, WI (NOW HIRING)

Medicare Sales Associate (seasonal-temporary)

Madison, WI ยท On-site +1

$14 - $19.25/hr

Remote Training, Mon-Fri 8am-4:30pm Central Time * Scheduled Shift: 8am-4:30pm CT or 8:30am-5pm CT ... chat support. * Identify prospective member needs and assist in enrollment or re-enrollment to ...

Remote Customer Service Specialist

Madison, WI ยท On-site +1

$17.25 - $22.75/hr

Respond to customer inquiries via phone, email, and chat with professionalism and care * Help ... Comfortable using CRM or support tools * A positive attitude and genuine desire to help others

Cursor Tutor

Madison, WI ยท Remote

$18 - $40/hr

About the Job The Varsity Tutors Live Learning Platform has thousands of students looking for ... Our AI-powered Tutor Copilot enhances your sessions with real-time instructional support, lesson ...

AI Technical Lead

Madison, WI ยท On-site +1

$115K - $140K/yr

Remote work requires successful candidates to possess their own high-speed internet and phone to ... We also provide and support enterprise Software as a Service (SaaS) applications to enable and ...

Data Engineer - REMOTE

Madison, WI ยท Remote

$120K - $160K/yr

We believe that growth comes from working together--and that includes supporting each other through ... Superb time-management, communication, and problem-solving skills At Flexion, we live by these ...

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Showing results 1-20

Remote Live Chat Support information

See Madison, WI salary details

$12

$25

$42

How much do remote live chat support jobs pay per hour?

As of Aug 8, 2026, the average hourly pay for remote live chat support in Madison, WI is $25.22, according to ZipRecruiter salary data. Most workers in this role earn between $19.38 and $28.56 per hour, depending on experience, location, and employer.

What skills and qualifications are needed for remote live chat support?

To thrive as a Remote Live Chat Support representative, you need excellent written communication skills, problem-solving abilities, and a basic understanding of customer service principles, often backed by a high school diploma or equivalent. Familiarity with live chat platforms, CRM systems like Zendesk or Salesforce, and ticketing tools is typically required. Strong multitasking, patience, and empathy help you effectively assist customers while managing multiple conversations. These skills are critical for delivering timely, accurate, and positive customer experiences in a fast-paced remote environment.

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

Remote Live Chat Support agents often handle multiple conversations simultaneously, which can be challenging when trying to maintain accuracy and personalized responses. Time management and multitasking skills are crucial, as is familiarity with support software. Agents may also encounter difficult customers or technical issues that require problem-solving under pressure. Proactively using resources like internal knowledge bases and collaborating with teammates through chat channels can help manage these challenges. Regular training and communication with supervisors also play a key role in staying updated and supported.

What is remote live chat support?

Remote Live Chat Support jobs involve assisting customers through online chat platforms rather than over the phone or in person. Employees in these roles respond to customer inquiries, provide technical support, answer questions about products or services, and resolve issues in real-time. These positions are typically done from home or any location with a stable internet connection, offering flexibility and convenience. Strong communication skills, typing proficiency, and the ability to multitask are important for success in this role.
What are popular job titles related to Remote Live Chat Support jobs in Madison, WI? For Remote Live Chat Support jobs in Madison, WI, the most frequently searched job titles are:
What job categories do people searching Remote Live Chat Support jobs in Madison, WI look for? The top searched job categories for Remote Live Chat Support jobs in Madison, WI are:
What cities near Madison, WI are hiring for Remote Live Chat Support jobs? Cities near Madison, WI with the most Remote Live Chat Support job openings:
Infographic showing various Remote Live Chat Support job openings in Madison, WI as of August 2026, with employment types broken down into 4% Internship, 66% Full Time, 16% Part Time, and 14% Contract. Highlights an 100% Remote job distribution, with an average salary of $52,458 per year, or $25.2 per hour.

Customer Service Representative (Email & Chat Support) - Remote

TEKsystems

Madison, WI โ€ข Remote

$16/hr

Contractor, Other

Medical, Dental, Vision, Life, Retirement, PTO

Posted 3 days ago

New


Job description

About the Opportunity

We are seeking Customer Service Representatives to support a growing online membership platform. In this role, you will assist customers primarily through email support (90%) and chat support (10%), helping resolve account questions, troubleshoot issues, and provide an exceptional customer experience.

This is an exciting opportunity to join a rapidly growing business following the acquisition of a new line of business that is expected to bring over 500,000 new members. The environment is collaborative, fast-paced, and customer-focused.

Key Responsibilities
  • Respond to customer inquiries via email and chat in a professional and timely manner
  • Review and clarify customer questions, concerns, and complaints
  • Research and determine the root cause of customer issues
  • Update customer records and account information accurately
  • Identify and communicate the best solutions to resolve customer concerns
  • Collaborate with internal teams to resolve escalated issues
  • Follow up with customers to ensure satisfactory resolution
  • Recognize trends and communicate recurring issues to management
  • Recommend process improvements to enhance customer experience
  • Assist with onboarding and training new team members as needed
  • Coordinate with merchant affiliate networks when applicable
Required Qualifications
  • High School Diploma or GED
  • Experience supporting customers through email and/or chat
  • Knowledge of online shopping and internet-based stores
  • Comfortable navigating the internet and web applications
  • Basic keyboard shortcut knowledge (e.g., Ctrl+C, Ctrl+V)
  • Minimum typing speed of 50 WPM (typing test required)
  • Good attendance and reliability
Work Schedule1st Shift
  • 6:15 AM - 2:45 PM OR
  • 8:30 AM - 5:00 PM
2nd Shift
  • 3:00 PM - 11:30 PM
3rd Shift
  • Four 10-hour shifts
  • Sunday-Wednesday or Wednesday-Saturday

Requirements:

  • Must work at least one weekend day each week
  • Must be available to work holidays
Work Environment
  • Fully remote position
  • Must maintain a distraction-free home workspace
  • Candidates will be required to provide:
    • A typing test result (minimum 50 WPM)
    • A photo of their home workspace
Eligible States

Applicants must reside in one of the following states:

California, Colorado, Connecticut, District of Columbia, Florida, Illinois, Massachusetts, Michigan, Minnesota, North Carolina, New Hampshire, New Jersey, New York, Oregon, South Dakota, Texas, Utah, Wisconsin, or Wyoming.

Apply Today

If you have strong customer service skills, enjoy helping others, and thrive in an online support environment, we encourage you to apply for this exciting remote opportunity.

Job Type & Location

This is a Contract to Hire position based out of Madison, WI.

Pay and Benefits

The pay range for this position is $16.00 - $16.00/hr.

Eligibility requirements apply to some benefits and may depend on your job classification and length of employment. Benefits are subject to change and may be subject to specific elections, plan, or program terms. If eligible, the benefits available for this temporary role may include the following: โ€ข Medical, dental & vision โ€ข Critical Illness, Accident, and Hospital โ€ข 401(k) Retirement Plan โ€“ Pre-tax and Roth post-tax contributions available โ€ข Life Insurance (Voluntary Life & AD&D for the employee and dependents) โ€ข Short and long-term disability โ€ข Health Spending Account (HSA) โ€ข Transportation benefits โ€ข Employee Assistance Program โ€ข Time Off/Leave (PTO, Vacation or Sick Leave)

Workplace Type

This is a fully remote position.

Application Deadline

This position is anticipated to close on Aug 19, 2026.

About TEKsystems

We're partners in transformation. We help clients activate ideas and solutions to take advantage of a new world of opportunity. We are a team of 80,000 strong, working with over 6,000 clients, including 80% of the Fortune 500, across North America, Europe and Asia. As an industry leader in Full-Stack Technology Services, Talent Services, and real-world application, we work with progressive leaders to drive change. That's the power of true partnership. TEKsystems is an Allegis Group company.

The company is an equal opportunity employer and will consider all applications without regards to race, sex, age, color, religion, national origin, veteran status, disability, sexual orientation, gender identity, genetic information or any characteristic protected by law.

About TEKsystems and TEKsystems Global Services

Weโ€™re a leading provider of business and technology services. We accelerate business transformation for our customers. Our expertise in strategy, design, execution and operations unlocks business value through a range of solutions. Weโ€™re a team of 80,000 strong, working with over 6,000 customers, including 80% of the Fortune 500 across North America, Europe and Asia, who partner with us for our scale, full-stack capabilities and speed. Weโ€™re strategic thinkers, hands-on collaborators, helping customers capitalize on change and master the momentum of technology. Weโ€™re building tomorrow by delivering business outcomes and making positive impacts in our global communities. TEKsystems and TEKsystems Global Services are Allegis Group companies. Learn more at TEKsystems.com.

The company is an equal opportunity employer and will consider all applications without regard to race, sex, age, color, religion, national origin, veteran status, disability, sexual orientation, gender identity, genetic information or any characteristic protected by law.

San Francisco Fair Chance Ordinance: Pursuant to the San Francisco Fair Chance Ordinance, for all positions located in the city and county of San Francisco, we will consider for employment qualified applicants with arrest and conviction records.

Massachusetts Lie Detector: It is unlawful in Massachusetts to require or administer a lie detector test as a condition of employment or continued employment. An employer who violates this law shall be subject to criminal penalties and civil liability.

Use of Artificial Intelligence (AI): We may use Artificial Intelligence (AI) to support parts of our hiring process, including sourcing, screening, and evaluating candidates. AI helps assess applications and qualifications, but final decisions are made by our hiring team. By applying, you acknowledge and agree that your application may be reviewed using AI tools.