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Customer Service 🏢 Part Time ⭐️ Verified

Weekend Chat Support Specialist - Chicago | Paid Training

ConnectServe Solutions
Chicago
Estimated Salary
USD 18 – USD 24
Live Update
19 September 2026
Deadline
19 Sep 2027

Job Description

Join our award-winning customer experience team as a Weekend Chat Support Specialist in Chicago! We're seeking tech-savvy communicators to deliver exceptional virtual support while enjoying competitive pay, comprehensive paid training, and a flexible weekend schedule. Perfect for students, parents, or career changers seeking meaningful remote-adjacent work with growth opportunities into senior technical roles.

As a cornerstone of our digital support ecosystem, you'll resolve complex inquiries through real-time chat while building lasting customer relationships. Our 6-week paid training program ensures you master our platform and industry best practices, setting you up for success from day one. Work in our modern downtown Chicago hub or hybrid options available.

Responsibilities

  • Deliver empathetic, efficient support via live chat for 50+ daily customer interactions
  • Resolve technical inquiries, billing issues, and product troubleshooting using proprietary CRM tools
  • Maintain 95% customer satisfaction rate with <2 minute average response time
  • Document interactions and update knowledge base to improve future resolutions
  • Collaborate with Tier 2 support on escalated issues using ticketing systems
  • Participate in weekly skill-building workshops to enhance technical expertise
  • Adhere to HIPAA/GDPR compliance standards for all customer data handling

Qualifications

  • High school diploma or equivalent; college degree preferred
  • Minimum 40 WPM typing speed with 98% accuracy
  • Proven experience in customer service or technical support (remote or in-person)
  • Proficiency with CRM platforms (Salesforce, Zendesk) and chat tools
  • Exceptional written communication skills with neutral accent
  • Ability to multitask across 3-4 simultaneous chat conversations
  • Flexible availability for weekend shifts (Sat/Sun 8am-8pm)
  • Basic troubleshooting skills for Windows/macOS and mobile devices

Required Skills

customer service chat support CRM software typing multitasking problem-solving written communication technical troubleshooting

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