Technical Support Representative - Tier 2

New
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SweedCannabis retail technology
Location: Jamaica; Secondary Locations: Colombia, Brazil, Argentina, Mexico, Costa Rica; Workplace: Remote, Pacific Time business hours; assigned 8-hour shift within 6:00 AM–6:00 PM Pacific TimeContractMiddle
Salary not disclosed
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Job Details

Languages
Excellent written English communication skills; strong verbal English communication skills
Experience
2+ years of experience in customer-facing support, technical support, customer service, or retail operations
Required Skills
TroubleshootingTechnical supportCustomer support

Requirements

  • Have 2+ years of experience in customer-facing support, technical support, customer service, or retail operations.
  • Have experience supporting or troubleshooting POS systems and related hardware, remotely or hands-on.
  • Have experience troubleshooting technical issues involving software, hardware, or complex technology products.
  • Demonstrate excellent written English communication skills and the ability to explain technical concepts clearly through chat.
  • Have strong verbal English communication skills.
  • Use a structured, analytical approach to troubleshooting and problem-solving.
  • Remain calm, patient, and solution-oriented with frustrated customers and urgent issues.
  • Demonstrate attention to detail, documentation skills, ownership, and accountability.
  • Be comfortable working with web-based software, support platforms, CRMs, and AI-powered tools.
  • Be able to work independently, collaborate with teammates, and escalate issues effectively.
  • Be available for Pacific Time business hours and weekend work; the regular schedule is Saturday through Wednesday, with Monday through Friday during approximately the first two months of training.

Responsibilities

  • Provide technical support through live chat for issues escalated from the AI-powered first-line support system.
  • Troubleshoot POS systems, retail hardware, receipt printers, connected devices, and software-related issues.
  • Investigate customer-reported problems, gather relevant information, and identify root causes.
  • Guide customers through troubleshooting steps and explain technical solutions clearly.
  • Own customer issues through follow-up, documentation, and appropriate escalation.
  • Use internal knowledge bases, AI-powered tools, and other resources to investigate and resolve issues.
  • Collaborate with Tier 3 Support, Product, QA, and Development teams on complex technical problems.
  • Maintain accurate records of customer interactions, troubleshooting steps, and resolutions.
  • Identify recurring issues, share customer feedback, and contribute to support process and documentation improvements.
  • Stay current with the platform, product updates, and technical support practices.
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