Technical Support / IT Help Desk, Entry Level

Jobright is your personal AI job search agent that transforms the way you do job search from solo, time-consuming efforts to a fast, expert-guided journey, simplifying every job search step and accelerating your route to the best job outcomes. Jobright.ai is looking for an Entry-Level Technical Support / IT Help Desk Specialist to help users resolve technical issues and use our AI-powered job search platform successfully.

Why Join Us

• Build real, production AI agents used by real users

• High ownership and impact

• Work at the intersection of AI, agents, and product

• Shape how people experience AI-driven job search

Responsibilities

• Provide first-line technical support through chat, email, and support tickets

• Troubleshoot account, browser, device, login, and product issues

• Reproduce reported problems and collect relevant technical details

• Guide users through clear, step-by-step solutions

• Escalate confirmed bugs and complex issues to engineering teams

• Document resolutions and maintain internal knowledge-base articles

• Track recurring technical issues and identify opportunities for improvement

• Follow security, privacy, and data-handling procedures

Qualification

Required

• Diploma, degree, certification, or equivalent hands-on experience in IT, Computer Science, or a related area

• Understanding of operating systems, browsers, networks, and common software issues

• Strong troubleshooting and analytical skills

• Ability to explain technical concepts clearly to non-technical users

• Strong written and verbal communication skills

• Ability to work remotely within Canada

Preferred

• Previous help desk, technical support, or customer service experience

• Familiarity with ticketing systems, remote support tools, or CRM platforms

• Basic knowledge of APIs, logs, browser developer tools, or SQL

• Relevant certifications such as CompTIA A+ or Google IT Support

• Interest in AI products and startup environments