IT Systems Engineer

Energy CX•Chicago, IL

3d•$110,000•Hybrid

About The Position

As an IT Systems Engineer, you'll own and operate the company's IT and cloud infrastructure end-to-end, from helpdesk and device management to cloud architecture and security compliance. This is a hands-on, in-person role at a company of 100+ and growing. We'll calibrate scope and seniority to your experience, with a clear path to expand responsibilities as we scale.

Requirements

5+ years in a hybrid IT/infrastructure role at a small or mid-sized company, or an equivalent split between sysadmin/IT and DevOps/cloud engineering
Strong foundation in IT operations: device management, MDM platforms (Jamf, Kandji, Intune, or similar), endpoint protection, and tier-1/2 helpdesk support
Experience administering Google Workspace and other SaaS tools at the policy and access-control level
Working knowledge of networking fundamentals: DNS, TCP/IP, firewalls, VPNs
Comfort owning the helpdesk function (this role includes hands-on support, not just architecture)
Scripting proficiency in at least one of: Bash, Python, or similar

Nice To Haves

Hands-on experience with AWS (VPC, IAM, EC2, networking) is a plus
Working knowledge of Infrastructure as Code (Terraform or equivalent)
Experience preparing for or maintaining compliance frameworks (SOC2, ISO 27001, HIPAA, or similar)
Familiarity with vulnerability management programs and penetration testing coordination
Familiarity with logging and observability stacks (Datadog, Grafana, CloudWatch, etc.)
Active engagement with AI in your own work: track record of using AI coding tools (Copilot, Cursor, Claude Code, or similar) to accelerate IaC authoring and infrastructure automation, scaling infrastructure for AI workloads, evaluating AI-native DevOps tooling, and setting standards for responsible AI use across teams
Prior experience as the sole or first IT/infrastructure hire at a startup
Industry certifications such as CompTIA A+, Network+, or Security+
Cloud or security certifications such as AWS Solutions Architect, SysOps, Security Specialty, or CISSP

Responsibilities

Run internal IT operations including device management, MDM, account provisioning, on/offboarding, endpoint protection, domain management, and help desk support
Lead phishing training and security awareness programs
Serve as internal point of contact for IT vendor relationships
Administer and enforce access controls, IAM, sharing rules, and security policies across SaaS tools (Google Workspace and others)
Think proactively about compliance frameworks and related controls, owning evidence collection, audit coordination, ongoing maintenance, access reviews, and policy documentation
Develop and maintain disaster response and business continuity plans
Design, deploy, and own cloud infrastructure across AWS and DigitalOcean, including VPCs, IAM, and networking
Implement and maintain Infrastructure as Code (Terraform or equivalent) with appropriate isolation and promotion workflows
Own logging and observability strategy across infrastructure and applications