Top Tech Jobs & Startup Jobs in Chicago, IL

Lead a lean Innovation Office to design, build, and ship AI/LLM-powered MVPs that solve real insurance distribution problems. Hands-on role: write and deploy prototypes, integrate data science outputs, run discovery with agents, measure business impact, and hand off validated winners. Manage two data scientists and direct contract engineers while partnering with business leadership to prioritize and evaluate opportunities.

Manage day-to-day partner relationships and program operations for outreach and partnerships. Own logistics for briefings and trainings, maintain ecosystem research and trackers, support business development pipeline, and coordinate cross-functionally to ensure senior leaders are prepared and partner programs run smoothly.

Design, build, and operate a reliable, scalable developer platform and cloud infrastructure (GCP/GKE). Lead SRE practices: SLO/SLI, observability, incident response, on-call, automation, security-by-default, Terraform IaC, CI/CD, capacity planning, mentoring, and platform enablement across teams.

Lead end-to-end product marketing for an AI-native commerce SaaS: own positioning, website, demo narratives, sales enablement, customer stories, analyst/press relationships, and buyer education. Conduct weekly customer discovery, iterate messaging with Product and Sales, and use AI tools to accelerate content and measurement. Start as a solo founding PMM, build artifacts that drive revenue, and scale the team only when metrics justify hires.

Lead architecture, automation, migration, and operational support for enterprise SQL Server environments on-premises and in cloud. Build IaC, monitoring, ETL pipelines, automate DBA tasks, troubleshoot performance/availability, ensure security/compliance, maintain runbooks, and participate in 24/7 on-call rotation.

Source and qualify leads via cold outreach, inbound chat, and social channels; book meetings for Account Executives; manage pipeline in HubSpot; use AI tools to prioritize accounts and draft outreach; collaborate cross-functionally to drive demand generation.

Own enterprise support for health system customers: run the support queue, reproduce and escalate bugs, onboard facilities, manage incident communication, and build runbooks. Expand into internal IT (help desk, MDM, SSO, endpoint security), SOC 2 evidence in Drata, and eventually lead a team.

The Director, Corporate Partnership Engagement manages relationships with corporate energy buyers, originating opportunities and structuring energy solutions, collaborating across teams, and leading negotiations to address complex energy needs.

The Workato Integration Architect will design and implement integrations using Workato, lead development of recipes and connectors, and collaborate with teams to define and optimize integration strategies.

As a Senior Automation Engineer, you will develop and maintain automation solutions for power systems, lead projects, program PLC and SCADA applications, and support quality assurance checks while traveling 25% of the time.