IT Systems Engineer

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.

Daily and Monthly Responsibilities

• IT Operations & Support

• 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

Security & Compliance

• 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

Cloud Infrastructure & Observability

• 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

• 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

• Strongly Preferred

• 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

Nice to Have

• 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

• Entrepreneurial and ambitious culture with a great team oriented environment
• Fastest growing energy broker in the country
• One of the fastest growing companies in Chicago
• Recognized by Fortune and Great Places to work US
• Named on Inc 5000's list of America's fastest growing companies

Compensation

• Year One Earnings â?? $110,000+, * 15 days but highly flexible

• All major holidays

• Half day on the Wednesday before Thanksgiving

• Thursday & following Friday fully off

12/24 - 1/2 Company break (Subject to be longer, but at minimum, all employees can expect this time off)

Insurance

• Health - We cover 50% of your monthly premium cost
• Dental - We cover 50% of your monthly premium cost
• Vision - We cover 50% of your monthly premium cost
• Basic Term Life & AD&D insurance policy- We cover 100%

401(K)

• Employer match 20% of total contribution on up to 5% of salary

Additional

• Work from home on Fridays
• 20 work from home days per year (in addition to WFH Fridays)
• Gym membership at on-site gym facilities
• Frequent company events

Energy CX is redefining the energy brokerage industry as the fastest-growing player in the US. By bringing cutting-edge technology, advanced analytics, and innovative solutions, we are disrupting a space that has operated in the dark for too long., Our culture is not for everyone. It is designed for people who want to grow fast, take ownership and raise the bar every day. At Energy CX, we don't just work-we challenge each other to solve hard problems, innovate boldly and keep improving. We believe in personal growth, extreme accountability and building a team of exceptional people who push one another to be better. We live by The Four Forces of Innovation - the levers that power innovation at scale: Higher Standards - Raise the BarExcellence isn't reserved for launches or headlines. It's how we communicate, plan, and follow through. We value ownership, prioritization, focus, discipline, effective communication, action, efficiency, resourcefulness and maximizing value. Innovate It - Think DifferentlyInnovation isn't about flashy ideas, it's about taking on new challenges and outgrowing what no longer serves. At Energy CX, we are experimenting constantly and building what the customer actually needs-especially when it breaks what came before. We value curiosity, experimentation, collaboration, bold thinking, long-term vision, customer centricity and simplicity. Continuous Growth - Better Every Day Growth is not perfection â?? it's our commitment to get better every single day. No matter how successful we become, we stay open, driven and aware that mastery is a process. We improve with feedback and through failures. We value grit, transparency, resilience, fulfillment, constant learning, and being one team. Do Good - Leave It BetterDoing good is about serving others and creating lasting impact. The good we do doesn't usually return to us directly â?? and that's the point. We believe that every system we strengthen, every teammate we invest in and every customer we guide creates an impact we may never see. But we do it anyway because our work extends far beyond today. We value humility, community, kindness and leaving every person and project better than we found them. The Deal at Energy CX Our culture rewards personal growth and performance. If you want comfort, predictability or an easy path, this isn't the place for you. If you want to push boundaries, grow faster than you thought possible and help reinvent how the world buys energy, you'll thrive here.