Infrastructure Cloud Engineer

Reports To:

Chief Information Security Officer
.

Location:

Chicago, IL
. Environment:
Hybrid
. Status:
Exempt, Salaried
.

Recognized by Gartner in their Modern 4PL Market Guide, Redwood Logistics is at the forefront of industry innovation. Our cutting‑edge supply chain technology pairs with the expertise of our brilliant minds to empower logistics execution across North America and Mexico.

Leveraging a comprehensive range of services, data‑centric network solutions, and a seamlessly integrated platform, we have established our prominence as a key player in the mid‑market segment within the freight tech industry.

Whether you’re just starting your career or are an established professional looking for your next opportunity, Redwood inspires innovation across teams to provide transformative solutions for our customers.

Not to be confused with a Dev Ops role, this position is a hands‑on infrastructure engineer who improves the reliability, performance, security, and cost effectiveness of Azure, AWS, Windows Server, identity, storage, database platform, monitoring, and network environments. The role focuses on selecting and operating the right managed cloud services, optimizing backend platforms, and modernizing the physical network, not writing or owning application code.

A critical part of this position is hands‑on support of on‑site network equipment. The person in this role must be comfortable working in the Chicago office and occasionally other locations to install, configure, troubleshoot, replace, and lifecycle‑manage switches, firewalls, wireless equipment, cabling, VLANs, and related network infrastructure. If your experience is primarily in software development or Dev Ops application engineering, this is likely not the fit, unless you have strong infrastructure operations and physical networking experience.

• Design, implement, and maintain secure and scalable cloud infrastructure in Microsoft Azure and AWS
• Configure and manage Microsoft Entra , Conditional Access policies, role‑based access control (RBAC), and privileged identity management (PIM)
• Deploy and monitor Microsoft Sentinel for cloud‑native SIEM capabilities and automated threat response
• Support the lifecycle management of Windows Server environments and hybrid networking components
• Lead identity governance initiatives, ensuring appropriate access provisioning and audit readiness
• Develop and maintain infrastructure‑as‑code (IaC) using tools like Terraform to ensure repeatability and compliance
• Integrate AI‑powered security and monitoring tools to proactively detect threats and reduce incident response times
• Participate in threat modeling, security risk assessments, and internal/external compliance audits
• Drive adoption of automation frameworks to streamline patching, system provisioning, and configuration management
• Collaborate with cross‑functional teams to support application deployments and business continuity initiatives
• Contribute to runbooks, documentation, and knowledge sharing sessions to enhance team capabilities
• Operate as a subject‑matter expert and act as the escalation point for issue resolution and customer escalations
• Provide on‑call support and assistance for production business systems on a rotating basis for after‑hour support

To perform this job successfully, an individual must be able to perform each essential duty satisfactorily. The requirements listed below are representative of the knowledge, skill and/or ability required.

Related certifications will be helpful. The candidate must have 5+ years of experience supporting an enterprise in a team environment.

• 3+ years working with cloud‑native networking is required, comfortable configuring Azure Virtual Networks, subnets, Network Security Groups, route tables, VNet peering, VPN Gateways, and Azure Firewall, and equivalent AWS constructs such as VPCs, Transit Gateways, and Security Groups
• 3+ years of hands‑on experience administering Windows Server environments in a large enterprise, including patch management, Active Directory, and hybrid identity
• 1+ years of Cisco or Meraki experience is required. Palo…