Top Tech Jobs & Startup Jobs in Chicago, IL

Leads daily operations for a West Region field team of 12–18 data specialists. Responsibilities include approving timesheets, conducting one-on-ones and performance reviews, monitoring quality and productivity metrics, preparing operational reports, maintaining compliance documentation, coordinating with logistics, CAD, QA, HR, and finance, and supporting field employees. The role is primarily remote with up to 20% travel and focuses on team performance, morale, project timeliness, and operational quality.

Leads Helium 10’s global product management function across the United States and China. Owns roadmap development, innovation delivery, customer discovery, AI-native product development, and direct-to-consumer and omnichannel expansion. Manages product managers, drives cross-functional execution with engineering and design, partners on commercialization, and ensures initiatives deliver measurable business outcomes. Requires deep marketplace and SaaS expertise, strong customer discovery skills, analytical rigor, and experience launching net-new products.

Leads corporate accounting operations, including general ledger integrity, multi-entity consolidations, intercompany accounting, debt and lease accounting, accounts payable, cash reconciliations, and monthly close. Oversees internal controls, audits, reporting support, process automation, ERP optimization, and accounting policy development. Manages and mentors the accounting team while partnering with Financial Reporting, FP&A, Tax, Project Accounting, and operational teams in a growing renewable energy organization.

Lead the technical direction, development, evaluation, security, observability, and cost optimization of production LLM agent systems. Build shared agent infrastructure, improve reliability and fault tolerance, establish testing and rollout standards, and partner with engineering, product, research, and security teams. Mentor engineers, support AI coding-agent adoption, investigate incidents, and guide model selection and production readiness across teams.

Build and operate production-grade agentic AI systems for enterprise SaaS, including orchestration, MCP tools, memory, RAG, knowledge retrieval, security guardrails, evaluation, and observability. Own products from prototyping through production, make tradeoffs among accuracy, latency, reliability, and cost, support incident response, create reusable tooling, and mentor engineers. The role requires expert Python, cloud-native infrastructure, distributed systems, and hands-on LLM production experience.

Qualifies inbound leads, conducts targeted outbound prospecting, researches entertainment production activity, prioritizes marketing-qualified leads, supports Account Executives, maintains CRM records, and develops consultative selling skills for progression into an Account Executive role.

Own the cryptographic core: select and evolve MPC/TSS schemes, author protocol reviews, implement and review Rust/Go production crypto, lead audit responses, prepare incident fixes, publish and represent externally, and teach/mentor engineers while scaling the crypto function.

Build and operate PEMCO’s end-to-end AI platform, including GPU infrastructure, model serving, AI gateways, retrieval systems, agent orchestration, observability, evaluation, cost telemetry, security, and governance. Lead production deployment, monitoring, incident response, lifecycle management, and architecture standards for AI systems. Optimize model routing, costs, performance, and reliability across Azure and potential on-premises environments while influencing organization-wide AI platform and governance decisions.

The Studio Engineer bridges industrial design and mechanical engineering for autonomous transit vehicles. Responsibilities include physical vehicle architecture, advanced CAD surfacing, digital master modeling, tolerance analysis, rapid prototyping, design for high-volume manufacturing, vendor collaboration, factory bring-up, and establishing cosmetic and finish standards. The role protects design intent while delivering manufacturable, production-ready interior and exterior components.

Conduct continuous manual penetration testing across network, web application, cloud, and social engineering attack surfaces. Pursue findings through post-exploitation, lateral movement, privilege escalation, and business-impact validation. Communicate results to technical and non-technical clients, lead debriefs, improve team tooling, direct AI and automation, mentor junior testers, and collaborate with R&D to operationalize repeatable techniques.