Level 2 IT Support Technician - Windows/Mac (MSP) Job at Bowman Williams, Streamwood, IL

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  • Bowman Williams
  • Streamwood, IL

Job Description

We’re a growing Managed Services Provider based in the Chicagoland area, and we’re looking for a Level 2 Service Desk Technician who’s skilled in both macOS and Windows support and has experience working for a MSP. This is a client-facing role for someone who thrives in fast-paced environments, enjoys solving problems, and brings previous MSP experience to the table.

You'll join a collaborative team that values innovation, career development, and work-life balance. After three weeks of in-office training, you'll shift to a mostly remote setup (80% WFH / 20% onsite support in and around Streamwood).

Key Responsibilities:

  • Resolve escalated Windows 11 and macOS issues within expected SLAs
  • Build and manage macOS deployment workflows using JAMF, FileWave, or similar tools
  • Support Apple Business Manager and other MDM platforms
  • Troubleshoot desktop, server, VoIP, and remote work setups
  • Maintain thorough documentation and accurate ticket records
  • Assist with mobile device management, networking issues, and app support
  • Participate in certification programs and technical training

What You Bring:

  • At least 1 year of experience supporting clients at a Managed Service Provider (MSP)
  • Proficiency in troubleshooting both macOS and Windows environments
  • Familiarity with MDM tools and Apple Business Manager
  • Strong understanding of workstation/server communication and remote support tools
  • Basic networking and VoIP knowledge
  • Mac administration certifications like ACSP are a plus
  • Exposure to scripting languages like PowerShell, Bash, or Python (preferred)
  • Great customer service skills and an organized, self-directed work style

Compensation & Benefits:

  • 100% employer-paid health, dental, and vision insurance
  • Work-from-home 80% of the time after onsite training
  • 401(k) with 3% company match
  • 13 PTO days + 7 paid holidays
  • Mileage reimbursement for Chicagoland client visits
  • Ongoing training, cert reimbursement, and career growth support

If you're an MSP-experienced tech who loves tackling escalated issues and wants to grow in a supportive, hybrid environment—let’s connect.

Job Tags

Holiday work, Remote job, Shift work,

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