Senior System Administrator – MSP Professional Services:

We’re a leading Chicago-based IT managed service provider reinventing technology through modern, client-first service solutions. We invest in our team’s well-being and career growth, believing that a happy, supported workforce drives innovative ideas that change the way technology enhances our world. Founded with a passion for community and culture, our collaborative team grows together through shared success and continuous learning.

We’re expanding our team and are looking for a Senior System Administrator – MSP Professional Services to tackle complex IT challenges, manage high-level escalations, and lead systems or cloud projects. In this role, you’ll mentor junior engineers, provide expert support, and ensure client satisfaction with top-notch service delivery

Senior System Administrator – MSP Professional Services Responsibilities:

  • Manage client service delivery and advanced systems/cloud projects
  • Resolve escalations through root cause analyses
  • Mentor junior engineers
  • Design and manage Windows, VMware, Azure, and Microsoft 365 environments
  • Lead projects within scope and budget
  • Drive strategic technology investments
  • Develop and maintain best practices and process documentation

Senior System Administrator – MSP Professional Services Qualifications:

  • 2+ years in Managed Services, Cloud, or Server Engineering/Architecture
  • Expertise in Microsoft 365, Azure, VMware, and Windows Server
  • Familiarity with enterprise storage, messaging systems, advanced networking, virtualization, backup/disaster recovery, and security best practices
  • Proven troubleshooting skills and experience developing technical standards

Senior System Administrator – MSP Professional Services Benefits:

  • HMO or PPO Medical Insurance
  • Dental, Vision, and Life Insurance
  • Hybrid WFH (75% home, 25% onsite for projects)
  • 401K with partial company match
  • Free Parking
  • Unlimited PTO
  • Flex day policy for unexpected events (up to 45 days per year with less than 2 weeks notice)
  • Free office snacks
  • Mileage reimbursement at government rate
  • Business-related certification reimbursement (85% of study materials and exam fees)
  • Biannual reviews for base salary increases
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