IT Support Specialist / Helpdesk Technician
About The Position
Why Work for Trailer Equipment / Trailer X-Press? At Trailer Equipment and Trailer X-Press, you’re not just joining a company—you’re joining a stable, growing organization with deep roots in Michigan’s transportation and logistics industry. We take pride in providing a supportive, people-focused workplace where employees can build meaningful careers, contribute to a high-performing team, and see the impact of their work every day. Location: On-site in Byron Center, MI Type: Full-Time Travel: Some travel required Schedule: Occasional weekend & after-hours coverage We are seeking a motivated, service-oriented IT Support Specialist to serve as the primary frontline technician for a mid-sized transportation and logistics organization. This highly visible role is ideal for someone who enjoys working directly with users, thrives in a fast-paced environment, and wants to grow into broader systems, infrastructure, and security responsibilities over time. You will be the go-to resource for daily technical support, device management, and user onboarding.
Requirements
- 1+ years of experience in Helpdesk, Desktop Support, or MSP environments
- Strong troubleshooting skills in Windows-based environments
- Experience supporting Microsoft 365, including: Exchange Online, Teams, OneDrive / SharePoint, User management & licensing
- Familiarity with WatchGuard products (VPN, Firebox, policies)
- Working knowledge of Windows Server technologies: Active Directory, Group Policy, Basic server administration
Nice To Haves
- Experience supporting multi-site or logistics/transportation environments
- Familiarity with imaging & deployment tools (MDT, Intune, Autopilot, SCCM)
- Basic networking knowledge (DNS, DHCP, VLANs)
- Experience coordinating with vendors and handling warranty cases
- Exposure to Power BI and CRM/ERP system support
Responsibilities
- Serve as the first point of contact for Tier 1 and basic Tier 2 support requests
- Support issues, including: Password resets, account lockouts, and access issues, VPN and remote connectivity troubleshooting, Printer, scanner, and peripheral support, Windows laptop performance and OS troubleshooting, Mobile device setup and application support, Software installation and workstation configuration
- Triage, prioritize, resolve, and escalate tickets appropriately
- Deliver clear, consistent, and professional communication to end users
- Provision new user accounts, Microsoft 365 access, MFA, and licenses
- Prepare and deploy laptops, mobile phones, and required applications
- Perform secure account deactivation and access removal
- Recover and document all company assets
- Maintain an accurate inventory of hardware and IT assets
- Deploy, redeploy, repair, and retire equipment
- Reimage and refurbish devices for future use
- Prepare and configure new devices for rollout
- Enforce accountability for assigned technology
- Conduct regular walkthroughs to identify issues before they become outages
- Support conference rooms, shared workstations, and common-area technology
- Maintain a friendly, visible, and approachable IT presence
- Identify recurring issues and recommend long-term solutions
- Create and maintain internal documentation and troubleshooting guides
- Help build standardized, repeatable processes to reduce downtime
- Track patterns in recurring incidents and support prevention efforts
- Monitor and report on helpdesk performance, including: Ticket volume and trends, Response and resolution times, Recurring root-cause categories, Weekly service improvement recommendations
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What This Job Offers
Job Type
Full-time
Career Level
Entry Level
Education Level
No Education Listed
