IT Technician – Mid-Level or Senior - Remote

Overview

The IT Technician role at Syscon is a primarily work-from-home position with occasional onsite client visits, focused on providing reliable IT support for small and mid-sized businesses.

In Short

• Work-from-home, client-facing IT support role
• Occasional onsite client visits within the Chicagoland area
• Hands-on onsite work involving simple networks, installs, and troubleshooting
• Primarily cloud-based environments with minimal on-prem infrastructure
• Provide remote and onsite technical support with professionalism
• Support Microsoft 365 environments
• Troubleshoot endpoint, security, and networking issues
• Document work and time clearly for accurate billing
• Identify opportunities to improve environment stability
• Communicate clearly with clients about issues and next steps

Requirements

• Strong Tier 2 experience
• Solid Microsoft 365 and endpoint support skills
• Ability to resolve most issues independently
• Good judgment and willingness to ask clarifying questions
• Comfort working in a fast-paced MSP environment
• Advanced troubleshooting and decision-making skills for senior candidates
• Strong client communication and professional maturity
• Experience identifying root causes and preventing repeat issues
• MSP experience preferred
• Technical experience with Microsoft 365, endpoint management, and security fundamentals

Benefits

• Competitive salary based on experience
• Unlimited PTO based on tenure
• Medical, dental, and vision insurance
• Retirement plan with company participation
• Paid holidays
• Mileage reimbursement for onsite client visits
• Supportive, people-first team environment