Syscon Inc. · 15 hours ago
IT Technician (Mid & Senior Level)
United States
Full-time
Remote
Mid, Senior LevelSyscon, Inc. is a Managed Services Provider (MSP) and technology consulting firm passionate about helping businesses thrive through reliable, well-designed IT solutions. They are hiring two IT Technicians to provide hands-on IT support in a managed services environment, focusing on Microsoft 365, Azure AD / Entra ID, networking, security, and endpoint management.
ConsultingCRMInformation TechnologySoftware
Responsibilities
Provide remote and on-site technical support with professionalism and precision
Troubleshoot issues across Microsoft 365, networking, security, and endpoint environments
Perform hardware and software installations, updates, and proactive maintenance
Document all client issues and time thoroughly to maintain an accurate audit trail
Ensure work aligns with Syscon’s best practices and quality standards
Build trusted client relationships through clear communication and follow-through
Migrating clients to cloud virtual desktop environments
Moving file shares to SharePoint Online Document Libraries
Transitioning from Active Directory to Azure AD / Entra ID
Implementing security features and best practices
Supporting client onboarding and integrations
Backup and disaster recovery implementation and testing
Standardizing and automating recurring tasks and configurations
For Chicagoland-based technicians, onsite work may include light on-prem networking and hands-on support in generally simple client environments
Qualification
Required
Solid hands-on experience supporting Microsoft 365 environments
Ability to resolve most user issues independently and escalate appropriately
Comfort working in a fast-paced MSP or similar environment
Willingness to learn, accept feedback, and grow technical depth
Advanced troubleshooting skills and strong technical judgment
Experience implementing proactive solutions to prevent recurring issues
Ability to work independently and take ownership of complex environments
Technical experience with Microsoft 365 (Exchange Online, OneDrive, SharePoint Online, Azure AD / Entra ID, Intune, Autopilot)
Technical experience with virtual environments (Terminal Servers, RDS Farms, Azure Virtual Desktop)
Technical experience with RMM tools and endpoint management
Technical experience with security tools such as MFA, EDR/AV, or MDM
Technical experience with networking fundamentals (DNS, DHCP, VPN, VLANs, firewall rules)
Preferred
Prior MSP experience strongly preferred
PowerShell scripting experience (basic to moderate) a plus
Benefits
Medical, dental, and vision insurance
Unlimited PTO based on tenure
Paid holidays
Retirement plan with company participation
Travel reimbursement for Chicagoland-based role
Opportunity to grow your skills and career in a supportive, people-first environment
Company
Syscon Inc.
Construction and IT – That’s all we do! You won’t find another company with as much depth, knowledge, and experience.
Founded in 1986
11-50 employees
Funding
Current Stage
Early StageLeadership Team
Lawrence Wendt
Co-founder
Company data provided by crunchbase