Top Tech Jobs & Startup Jobs in Chicago, IL

Build and operate internal software, platform services, developer tooling, Kubernetes infrastructure, and reproducible Nix environments. Develop Go and Rust automation, improve CI/CD and reliability, support Linux systems, networking, identity, endpoints, and SaaS platforms, and resolve ambiguous technical problems independently. Partner across engineering, security, operations, and business teams while mentoring engineers and shaping technical direction.

Owns the full customer lifecycle from discovery and technical workshops through demos, POCs, ROI modeling, integrations, implementation, go-live, and production handoff. Builds sandboxes, architecture diagrams, simulations, and reusable technical assets while partnering with Product, Engineering, and CSM. Requires strong customer-facing communication, scripting and API skills, enterprise architecture fluency, and comfort managing complex pilots and ambiguous processes.

Lead development of high-performance Rust parsers, compilers, automata, indexes, and data structures for structured language-model generation. Optimize decoding-loop performance through profiling and benchmarking, integrate Python bindings and C++/CUDA components into inference engines, collaborate across teams, and maintain production-quality code through testing and CI/CD.

Leads revenue systems and operations initiatives across sales and RevOps, mapping commercial processes and converting requirements into AI-powered prototypes and scalable production solutions. Owns and improves the GTM technology stack, including automation and data management, while partnering with developers and senior stakeholders. Applies AI to automate work, improve productivity, and measure business impact across lead management, forecasting, CPQ, and order fulfillment.

Manages digital advertising campaigns from asset collection through launch, delivery, troubleshooting, reporting, and renewal. Communicates with clients and internal teams, uploads and tests creative in ad servers, schedules campaigns, resolves tracking and pacing issues, monitors delivery, and provides previews and campaign updates. Supports account managers in maintaining advertiser relationships and improving campaign performance through ad copy iteration and accurate campaign execution.

Manage and optimize a multi-account AWS environment supporting production healthcare applications and analytics platforms. Responsibilities include AWS infrastructure administration, CI/CD and infrastructure automation, observability, incident response, on-call support, disaster recovery validation, HIPAA/HiTrust compliance, IAM and security controls, and support for containerized Java and Python applications. The role also contributes to Kubernetes and EKS modernization initiatives and partners with developers to resolve complex production issues.

Manages core business systems including NetSuite, HubSpot, Microsoft 365, and related SaaS tools. Oversees user access, permissions, integrations, data quality, reporting, security, and vendor relationships. Builds workflow automations using low-code tools, evaluates practical AI applications, supports staff technology adoption, maintains IT policies and continuity plans, and troubleshoots system issues across a remote organization.

Conduct competitive, user, usability, and concept research for music discovery and streaming products. Interview Gen Z users, analyze feedback and trends, maintain research repositories and competitive trackers, monitor online conversations, and translate findings into actionable product recommendations. Present recurring insights and own an independent research project while collaborating with product, design, marketing, community, and R&D teams.

Own internal tools and automation products supporting sourcing, purchasing, cost tracking, invoicing, and fulfillment. Discover workflows, define data and ownership standards, inspect operational data with SQL, map integrations, and partner with engineers on automation and AI-assisted workflows. Manage roadmaps, requirements, releases, adoption, training, migration, controls, and measurable operational outcomes in a fully remote environment.

Own shared AI platform components and build production AI features, including LLM orchestration, prompt workflows, evaluation, observability, and deployment. Develop scalable SaaS backend systems, APIs, data pipelines, search, background processing, and PostgreSQL solutions. Lead CI/CD and AI tooling adoption, establish technical direction, mentor engineers, and translate ambiguous requirements into reliable systems.