Senior IT Systems Engineer
$110,000–$110,000 year
HybridChicago, Illinois, United States
Job Summary
Own and operate the company's IT and cloud infrastructure end-to-end, managing helpdesk, device management, and security compliance. Run internal IT operations including account provisioning, endpoint protection, and phishing training while serving as the internal point of contact for IT vendors. Administer access controls and IAM policies across SaaS tools, enforce security frameworks, and maintain disaster response and business continuity plans. Design and deploy cloud infrastructure on AWS and DigitalOcean using Infrastructure as Code, while owning logging and observability strategies. This hands-on, in-person role at a fast-growing energy brokerage offers a clear path to expand responsibilities as the team scales.
Required Qualifications
- 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
- Hands-on experience with AWS (VPC, IAM, EC2, networking)
- 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
Desired Qualifications
- 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
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