Top Remote Systems Engineer Jobs in Chicago, IL

Lead architecture and implementation of production-grade multi-agent, LLM-driven systems and developer tooling. Design orchestration layers, integrate/combine commercial and open-source models, establish benchmarking and evaluation practices, mentor engineers, and balance rapid prototyping with long-term scalable architectures for a new browser automation platform.

Lead architecture and implementation of production-grade agentic systems and multi-agent frameworks. Orchestrate LLM workflows, integrate commercial and open-source models, build AI developer tooling, establish benchmarking and evaluation for agent reliability and performance, mentor engineers, and balance rapid prototyping with long-term scalable architecture.

Provide Windows systems and application administration across AWS, Azure, and on-premises private cloud environments. Perform software/package deployment, patching, basic disaster recovery testing, certificate management, backup/recovery tasks, monitoring, troubleshooting, and documentation while supporting service levels and customer-facing requests.

The Payment & Billing Systems Engineer manages the payment infrastructure, ensuring reliability, compliance, and accurate billing for subscription services, while developing systems for transaction processing and fraud prevention.

Develop and optimize ultra-low-latency algorithmic trading and execution engines for cryptocurrency markets. Collaborate with quantitative researchers and traders to implement and maintain high-performance HFT systems, troubleshoot production issues, and continually improve system latency and reliability.

Lead and evolve secure, automated cloud platforms and CI/CD pipelines using IaC, containers, and Kubernetes. Integrate security tooling, mentor engineers, optimize cloud cost and reliability, and produce technical documentation while supporting Generative AI development workflows.

Provide system administration and operational support for lottery platforms: implement new customers, troubleshoot availability/performance, monitor capacity and security, manage incidents and SLAs, maintain monitoring/KB articles, and participate in a 24x7 on-call rotation. Work on product releases, enhancements, and upgrades across Linux, databases, containers, and cloud environments.

As a Consulting Systems Engineer, you'll leverage technical expertise in presales solutions and collaborate with engineering teams to develop tailored IT solutions, focusing on innovation and customer relationships.

Senior technical authority for IBM AIX and Power Systems architecture, engineering, migration, performance tuning, automation, and resiliency. Lead large-scale OS and hardware migrations, own lifecycle management, incident escalation/RCA, HA/DR design, and mentor L3 engineers while ensuring governance, compliance, and vendor coordination.

Lead integration, validation, and fielding of advanced weapon capabilities on X-Bat across the full lifecycle. Define system behaviors and architectures, coordinate cross-functional integration, support lab/ground/flight tests, perform troubleshooting and root-cause analysis to reduce integration risk and accelerate capability delivery.

Lead systems engineering for Hivemind-based autonomy products: define and manage requirements, develop system architectures and trade studies, coordinate hardware/software interfaces, support integration/verification/validation and testing, and identify and mitigate technical risks across the system lifecycle.

Contract Gameplay Systems Engineer responsible for designing, implementing, optimizing, and stabilizing data-driven gameplay AI systems in Unreal Engine. Collaborate with designers, animators, and QA to build enemy behaviors, navigation, perception, and decision logic; profile and optimize performance; document systems; write clean C++/Blueprint code; participate in reviews and sprints to move systems from MVP to production quality.

The Lead Systems HPC Engineer will optimize GPU clusters' performance, troubleshoot issues, integrate new hardware, and collaborate with teams on system-level software development.

Design, build, and operate AI-native automations and integrations across GTM systems (Salesforce, NetSuite, iPaaS). Develop LLM-powered agents, MCP integrations, and reusable automation patterns; own lifecycle, reliability, observability, and stakeholder collaboration for quote-to-cash and revenue workflows.

Design and architect scalable backend services, develop robust governance systems, build SaaS solutions, and mentor junior engineers to enhance IoT platform capabilities.

Design, deploy, and manage enterprise digital fax and telephony infrastructure (RightFax/XM Fax, SBCs, SIP Trunks, G.711/T.38). Administer Windows Server, IIS, Active Directory/Azure AD, Azure, and VMware. Ensure security, compliance, high availability, and performance. Lead projects, mentor engineers, troubleshoot complex issues, and produce operational documentation while participating in Agile processes.

Implement, configure, and maintain systems and infrastructure; administer OS and virtualization platforms; automate administration tasks; monitor performance and respond to incidents; partner on system design and roadmap; document configurations and procedures to ensure availability and reliability.

Support pre-sales and sales teams to design, demonstrate, and implement OT cybersecurity solutions. Lead technical evaluations/POCs, deliver presentations and workshops, develop solution architectures, and provide SME guidance on OT/ICS protocols, standards, and Fortinet products. Produce documentation and enablement materials while collaborating with product and consulting teams.

Own and build GTM systems and automations across HubSpot, Clay, and partner integrations. Design quote-to-cash flows, maintain AWS co-sell pipeline, create multi-system workflows, ensure data quality and reporting, prototype and iterate GTM infrastructure, and collaborate with Sales, Growth, and Partnerships leadership.

Support, configure, and maintain enterprise Windows server and virtualization environments (VMware/VDI). Troubleshoot hardware/software/network issues, implement backups/monitoring, apply patches, support Office 365, participate in change control and on-call rotation, provide 3rd-level end-user support, and create documentation.

Support design and deployment of distributed energy programs by evaluating utility distribution systems, assessing integration requirements for BESS/EVs/DERs, developing OT and controls strategies, supporting interconnection and hosting-capacity analysis, and collaborating with utility and internal teams to translate technical requirements into deployable recommendations.

Improve and scale Airship's distributed data systems by reading and writing Java code, diagnosing performance and cost issues, implementing architecture and library changes, deploying improvements, responding to reliability incidents, and collaborating with backend engineers.

The Business Systems Developer leads technical execution for D365 Finance & Operations, ensuring platform stability and quality through hands-on development, oversight of outsourced partners, and governance of best practices.

Build a talent pipeline for systems engineering roles across levels. Work includes requirements definition and traceability, system architecture and interface management, integration/verification/validation planning, MBSE using tools like DOORS or Cameo, and cross-functional coordination across hardware, software, and test teams.

Design and build real-time, low-latency distributed systems from concept to production. Own architecture, optimize performance, resolve complex failures, drive technical direction, and collaborate with product and business stakeholders.