MSP Tier 2 Engineer (Hybrid | Microsoft 365 / Azure)

MSP Tier 2 Service Desk / Field Engineer (Hybrid | Microsoft 365 / Azure)

Oak Brook, IL | Hybrid Schedule | $65K–$80k

We’re working closely with a growing Managed Service Provider (MSP) based in Oak Brook that supports a diverse portfolio of clients ranging from small businesses to mid-market organizations across industries such as retail, restaurants, non-profits, and government partners. The organization has grown to 40 employees and continues to expand its client footprint while investing heavily in its internal team structure, accountability, and long-term growth.

The engineering team works across modern Microsoft cloud environments, supporting a mix of on-premise and cloud infrastructure for a wide range of client environments. What stands out about this team is the strong emphasis on collaboration, communication, and reliability. Engineers are encouraged to work together, share knowledge, and continue developing their skills as technologies evolve. Leadership is highly supportive of training and professional development, making this an excellent environment for engineers who want to grow within the MSP space.

We’re currently hiring a Service Desk / Field Engineer to support the company’s growing client base. This role blends remote service desk work with occasional onsite client support, making it a great fit for a well-rounded Tier 2 engineer who enjoys troubleshooting across multiple environments while also interacting directly with end users. If you enjoy solving technical problems, working within a collaborative engineering team, and supporting modern Microsoft environments, this is a fantastic opportunity to grow your career within an MSP.

Key responsibilities include:

• Respond to service desk tickets and resolve technical issues across multiple client environments
• Administer and support Microsoft 365 environments including user provisioning, licensing, and troubleshooting
• Assist with Azure / Entra ID administration and identity management
• Troubleshoot workstations, networking issues, printers, and end-user devices
• Monitor infrastructure and cloud environments to ensure systems remain operational and secure
• Escalate complex issues to senior engineers while maintaining ownership of tickets
• Travel to client sites when hands-on troubleshooting is required
• Maintain accurate documentation, ticket updates, and time tracking within the PSA system
• Collaborate with internal engineers and leadership to resolve issues efficiently
• Contribute to knowledge base documentation and improve internal support processes

Technical Requirements

Successful candidates will have experience working in MSP or multi-client IT support environments and be comfortable managing multiple priorities in a fast-paced service environment.

Required Skills

• Experience supporting Microsoft 365 environments
• Administration experience within the Microsoft ecosystem
• Experience with Azure / Entra ID
• Strong troubleshooting skills across Windows workstations and end-user systems
• Basic networking troubleshooting (DNS, DHCP, connectivity)
• Strong communication skills with the ability to explain technical issues to non-technical users
• Experience working within a ticketing system and maintaining technical documentation

Preferred Skills

• Prior MSP experience a Must
• Experience with ConnectWise
• Familiarity with Cisco Meraki networking
• Microsoft certifications

Location

Oak Brook, IL

Hybrid schedule after onboarding

• Initial onboarding period: 3–6 weeks onsite
• After ramp-up: 3 days onsite or client visits / 2 days remote

Benefits

• Salary: $65,000 – $80,000
• Health insurance with employer contribution
• Dental and Vision plans
• 401(k) with employer match
• 15 days PTO starting immediately
• Hybrid work schedule
• Short- and long-term disability (100% employer paid)
• Life insurance (100% employer paid)
• Weekly company-provided Friday lunches
• Company outings and team events
• Ongoing training and career development opportunities