Remote Weekend Helpdesk Jobs in Madison, WI (NOW HIRING)

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.

• 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

• 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

• 6:15 AM - 2:45 PM OR
• 8:30 AM - 5:00 PM

• 3:00 PM - 11:30 PM

• 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

• 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

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.

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.

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

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: • Medical, dental & vision • Critical Illness, Accident, and Hospital • 401(k) Retirement Plan – Pre-tax and Roth post-tax contributions available • Life Insurance (Voluntary Life & AD&D for the employee and dependents) • Short and long-term disability • Health Spending Account (HSA) • Transportation benefits • Employee Assistance Program • Time Off/Leave (PTO, Vacation or Sick Leave)

This is a fully remote position.

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

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.

We’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. We’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. We’re strategic thinkers, hands-on collaborators, helping customers capitalize on change and master the momentum of technology. We’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.