What are the responsibilities and job description for the Sr. IT Infrastructure Engineer - Chicago, IL position at WeDriveU?
Overview:We are seeking aSenior IT Infrastructure Engineer to play a pivotal role in supporting our IT initiatives, including the launch of Entra ID, Avaya/Zoom migration, Autopilot deployment, and the design of new network infrastructure. This position will manage network devices, firewalls, antivirus tools, and hardware diagnostics while leading the design, testing, configuration, and implementation of enterprise-level systems. The role will involve hands-on technical work, leadership, and collaboration to ensure our IT infrastructure is robust, secure, and future-ready.
Key Responsibilities
Infrastructure Design & Administration
Required Experience:
Key Responsibilities
Infrastructure Design & Administration
- Administer network infrastructure, including firewalls, 40 VPNs, and monitoring tools
- Research, propose, and implement new technologies to optimize server and network performance
- Participate in the design and implementation of scalable, secure, and resilient systems
- Diagnose and resolve hardware/software issues, including system and application failures
- Serve as the technical escalation point for unresolved issues and advanced troubleshooting
- Monitor and maintain backups, disaster recovery systems, and system health
- Provide ongoing support for user and group policy administration, file restores, and backups
- Lead IT projects such as Entra ID rollout, Autopilot deployment, and Avaya/Zoom migrations
- Develop technical specifications and manage the implementation of new IT solutions
- Ensure effective communication and coordination with vendors and internal stakeholders
- Create and maintain technical documentation, including network diagrams and system procedures
- Develop training materials and deliver training for new systems and features
- Ability to Handle Ambiguity:Demonstrates resilience and resourcefulness in navigating unclear or evolving situations; can analyze incomplete information, identify key priorities, and make informed decisions without waiting for perfect clarity
- Business-IT Balance:Skilled at balancing technical needs with business objectives, ensuring that IT solutions align with and drive business goals; capable of presenting trade-offs and making decisions that support long-term organizational success
- Professionalism in All Interactions:Maintains a professional demeanor under pressure, fostering trust and credibility with colleagues, stakeholders, and leadership; handles challenging conversations and situations with tact, respect, and composure
- Disagree but Commit:Demonstrates the ability to voice thoughtful, constructive dissent while remaining aligned with the team once a decision is made; commits fully to executing the agreed-upon strategy, ensuring cohesion and progress toward shared goals
- Team Collaboration & Influence:Builds strong relationships across technical and business teams, encouraging open communication and mutual respect; inspires others by setting an example of accountability, integrity, and dedication to the business cause
Required Experience:
- 8–15 years of experience in IT infrastructure roles
- Expertise in Windows OS (Windows 10/11) and server environments
- Proven experience with Entra ID, Intune, and Autopilot required
- Familiarity with Google Workspace administration and support
- Firewall management experience, Sonicwall and Palo Alto Networks required
- Solid understanding of networking concepts, TCP/IP, and network security best practices
- Telecom and Network certifications (e.g., CCNA) are a plus
- Strong troubleshooting and analytical skills with hardware, software, and network systems
- Ability to manage complex projects and prioritize multiple initiatives effectively
- Excellent communication and customer service skills, with a team-oriented mindset
- Outstanding organizational skills and attention to detail
- Willingness to provide off-hours support for critical issues
- Availability to travel up to 30% across North America
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