Top Tech Jobs & Startup Jobs in Chicago, IL

Leads a remote engineering team building scalable Python and Golang microservices for Canonical’s software distribution marketplaces. Responsibilities include mentoring and developing engineers, managing delivery and expectations, shaping technical strategy and roadmaps, reviewing code, guiding architecture, maintaining engineering quality, and collaborating with product managers, architects, other teams, open-source contributors, and commercial partners.

Leads ELSF’s national strategy for multilingual learner-centered instructional quality, coalition building, external partnerships, policy influence, and impact communications. Serves as a trusted advisor to the Executive Director and external representative to funders, policymakers, education leaders, and advocates. Oversees cross-sector forums, thought leadership, calls to action, dissemination strategy, and organizational alignment while managing staff and consultants.

Own Butter’s product-led growth engine, improving activation, time to value, retention, monetization, onboarding, and in-product sharing loops. Define aha moments, identify workflow friction, run weekly experiments, analyze cohorts, model LTV, establish CAC guardrails, and build a data-driven growth roadmap. Partner closely with Design and Engineering while establishing growth processes and eventually building the product growth team.

Lead the design, development, deployment, and monitoring of production AI/ML applications for dairy farm intelligence. Responsibilities include data wrangling, feature engineering, model selection, experimentation, MLOps, agent evaluation, observability, fine-tuning, AI governance, and adoption enablement. The role also involves collaborating on React and TypeScript user experiences, translating ambiguous requirements into scalable systems, and communicating technical tradeoffs across product, engineering, and dairy science teams.

Supports manufacturing plants across the Midwest and East Coast producing bottles through extrusion blow molding. Provides engineering expertise for plant operations, with extensive travel to manufacturing sites. Candidates should have at least five years of experience in plastic extrusion manufacturing, preferably bottle blow molding, and ideally a mechanical engineering degree. Must reside east of the Mississippi River and be a U.S. citizen or permanent resident.

Own the full SaaS sales cycle, from outbound prospecting and discovery through proposal development, negotiation, and closing. Sell AI-powered software to local government entities, manage the CRM pipeline, meet sales targets, support marketing events, collaborate with stakeholders, and contribute to sales strategy. The role requires substantial software and quota-carrying SaaS sales experience, preferably in GovTech or EdTech, with travel for events and client meetings.

Lead growth for Reedsy Studio by defining objectives, converting existing users, expanding audiences, running referral and advocacy campaigns, building affiliate and influencer networks, forming partnerships, creating branded content, organizing events, and testing community growth strategies. The role requires analyzing performance data and promoting Studio to writers through creative marketing initiatives.

Manage Enterprise Health software deployments from pre-sale through go-live. Responsibilities include stakeholder alignment, project governance, scheduling, progress and scope control, documentation, issue resolution, budget and timeline management, project closure, and process improvement. The role requires translating customer requirements into project specifications, coordinating diverse teams, supporting pre-sales activities, and traveling up to 20%.

Build and deploy production AI agents for real customers. Responsibilities include orchestrating LLM pipelines, integrating APIs and tools, developing React interfaces, implementing RAG and document-processing systems, deploying serverless applications, and monitoring performance. The role requires strong Python or JavaScript skills, hands-on OpenAI and multimodal LLM experience, vector databases, agent frameworks, function calling, and full-stack integration. Applicants must be pursuing a Master's or PhD in a technical field.

Owns end-to-end operations, quality, recruiting, onboarding, capacity planning, performance management, and deployment for mentors and live instructors across education programs. Manages a talent operations team, builds scalable processes, monitors performance and coverage through data and dashboards, mitigates staffing risks, and partners cross-functionally with program, support, operations, and career services teams.