Sweedpos.Com

Technical Support Representative

Jamaica, Remote. Posted 15 days ago

The role

You will provide technical support to customers primarily through live chat. You will troubleshoot POS systems, retail hardware, and software-related issues.

What you will do

  • Provide technical support to customers primarily through live chat
  • Troubleshoot POS systems, retail hardware, and software-related issues
  • Investigate customer-reported problems and identify root causes
  • Guide customers through troubleshooting steps
  • Take ownership of customer issues and ensure timely follow-up
  • Leverage internal knowledge bases and AI-powered tools
  • Collaborate with Tier 3 Support, Product, QA, and Development teams
  • Maintain accurate records of customer interactions and resolutions
  • Identify recurring issues and contribute to support process improvements
  • Stay up to date with Sweed's platform and product updates

Required qualifications

  • 2+ years of experience in customer-facing support, technical support, customer service, or retail operations
  • Experience supporting or troubleshooting Point of Sale (POS) systems and related hardware
  • Experience troubleshooting technical issues involving software, hardware, or complex technology products
  • Excellent written English communication skills
  • Strong verbal English communication skills
  • A structured, analytical approach to troubleshooting and problem-solving
  • Ability to remain calm, patient, and solution-oriented
  • Strong attention to detail, documentation skills, and a sense of ownership and accountability
  • Comfortable working with web-based software, support platforms, CRMs, and AI-powered tools
  • Ability to work independently, collaborate with teammates, and escalate issues effectively
  • Availability to work the required schedule, including weekends

Nice to have

  • Previous experience supporting SaaS platforms or complex software products
  • Familiarity with retail operations, inventory management, eCommerce, or payment processing
  • Experience troubleshooting retail hardware, such as receipt printers, barcode scanners, cash drawers, or scales
  • Experience investigating more advanced technical issues involving APIs, integrations, or application logs
  • Familiarity with tools such as Intercom, Salesforce, HubSpot, Slack, or similar support and collaboration platforms
  • Experience in the cannabis retail industry or familiarity with METRC and other compliance systems
  • Relevant technical certifications or an IT-related background

Benefits

  • 100% remote
  • 20 paid days off per year
  • 3 paid sick days
  • Medical insurance after introductory period
  • Equipment reimbursement (laptops, monitors, etc.)

Before you apply

  • Recruiter Interview
  • Technical & Team Interview
  • Hiring Manager Interview
  • Final Interview (if needed)

About the company

Sweed is a product-driven startup building an all-in-one cannabis retail platform. The platform combines POS, eCommerce, Marketing, Analytics and Inventory Management into a single solution.

Technical Support Representative at Sweedpos.Com | JobZoey