Sr. IT Infrastructure Engineer

Fountain; Chicago (IL); On-site; USD 120,000 - 145,000; Full time

Job summary

An established industry player is seeking a Senior IT Infrastructure Engineer to enhance its IT initiatives. This role involves designing robust network infrastructure, managing critical IT projects, and ensuring system reliability and security. With a focus on hands-on technical work and leadership, you will play a vital role in the rollout of innovative solutions like Entra ID and Autopilot. The company offers a dynamic environment where your expertise will contribute to optimizing performance and supporting a diverse team. If you are passionate about IT infrastructure and ready to make an impact, this opportunity is for you.

Benefits

Exceptional Medical, Dental, Vision, and Life Insurance

401(k) with 4% employer match

Employee Assistance Program (EAP)

On-the-job training and skills development

PTO for part-time and full-time positions

Paid holidays

Pet & Legal Insurance

Qualifications

• 8-15 years of experience in IT infrastructure roles.
• Expertise in Windows OS and server environments.
• Proven experience with Entra ID, Intune, and Autopilot.

Responsibilities

• Administer network infrastructure including firewalls and VPNs.
• Lead IT projects such as Entra ID rollout and Avaya/Zoom migrations.
• Create and maintain technical documentation and training materials.

Skills

Troubleshooting skills

Analytical skills

Project management

Communication skills

Organizational skills

Education

Bachelor's degree in IT or related field

Certifications (e.g., CCNA)

Tools

Windows OS

Entra ID

Intune

Autopilot

Sonicwall

Palo Alto Networks

Google Workspace

Job description

Compensation $120,000.00 - $145,000.00/year

WeDriveU is the leader in shared mobility solutions that connect communities, campuses, and workplaces. WeDriveU operates private shuttle and public transit systems across the U.S serving millions of passenger journeys a year. The company's 5,500+ team members operate 4,000 vehicles across 55 U.S. locations, providing safe, reliable and sustainable options as part of a global family of brands serving more than 1 billion bus and rail passengers on four continents. Visit wedriveu.com to learn more about our company, clients and career opportunities.

Overview: We are seeking a Senior 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:

1. 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

System Troubleshooting & Support:

• 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

Project Management:

• 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

Documentation & Training:

• Create and maintain technical documentation, including network diagrams and system procedures
• Develop training materials and deliver training for new systems and features

Qualifications:

• 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
• Certifications:
• Telecom and Network certifications (e.g., CCNA) are a plus
• Skills:
• 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
• Other Requirements:
• Willingness to provide off-hours support for critical issues
• Availability to travel up to 30% across North America

We Offer:

• Physical Health:
• Exceptional Medical, Dental, Vision, and Life Insurance benefits
• Competitive compensation packages
• 401(k) with 4% employer match
• Financial Wellness Tool
• Emotional Health:
• Employee Assistance Program (EAP)
• PTO for part-time and full-time positions
• Paid holidays
• Pet & Legal Insurance
• Personal Development:
• On-the-job training and skills development
• Internal transfer opportunities for career growth

*Benefits vary by position and location

WeDriveU is an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive environment free of discrimination or harassment where thoughts and ideas of all employees are appreciated and respected.