Top Tech Jobs & Startup Jobs in Chicago, IL

Design, build and maintain Microsoft Cloud applications using Power Apps/Pages and Azure services. Implement Entra ID authentication, Azure Functions/App Services, Logic Apps and Blob storage. Create Azure Data Factory pipelines and APIs (REST/GraphQL), integrate external services and LLM data pipelines, and ensure performance, security, and scalability while collaborating with customers to turn requirements into streamlined apps.

General sales talent-pool application for potential future opportunities in business development, account management, inside sales, outside sales, and other customer-focused positions. Applicants are encouraged to monitor the employment page and apply directly to specific openings. Qualified profiles may be reviewed for current or future sales needs, with selected candidates contacted for further discussion.

Coach Leland customers pursuing private equity careers through interview preparation, resume reviews, recruiting guidance, and career navigation. Mentors host virtual sessions, set their own hours and rates, and provide practical insight into recruiting at leading private equity firms. The role requires substantial private equity experience and interviewing expertise while partnering with Leland to deliver a high-quality coaching experience.

Design, build, and deploy production-grade agentic AI systems, including autonomous and multi-agent architectures, tool-use orchestration, memory, retrieval, and function-calling workflows. Integrate agents with enterprise tools and databases, implement evaluations, guardrails, observability, fallback paths, and human-in-the-loop controls. Lead technical strategy, client collaboration, prototyping, and product direction for enterprise AI initiatives.

Design polished web and mobile experiences across banking and travel products, owning work from concepts through production-ready UI. Extend the design system, translate the premium brand into product experiences, and collaborate with engineering and product to ship high-quality designs. Provide occasional brand and marketing support while working autonomously in a fast-moving, lean startup.

Conduct title examinations, chain-of-title research, curative work, and oil and gas contract drafting and negotiation across West Virginia. Manage client relationships, prepare title and acquisition materials, coordinate multiple projects, mentor junior landmen, and ensure accurate, timely work product. Requires deep knowledge of West Virginia recording systems, oil and gas law, county procedures, and industry documents, along with regular travel throughout the state.

Own the architecture, roadmap, and production operation of search and recommendation systems across discovery surfaces. Lead retrieval, ranking, personalization, relevance measurement, experimentation, OpenSearch infrastructure, signal pipelines, and candidate generation. Partner with Product, Data, ML, and Trust & Safety to balance relevance, freshness, safety, latency, and cold-start behavior. Establish engineering standards, instrumentation, rollout processes, and runbooks while mentoring backend engineers.

Build and ship practical AI-powered tools, dashboards, bots, automations, and workflow integrations using Claude and Gemini APIs. Translate operational problems into scoped solutions, connect AI to business systems, iterate based on user feedback, and document every tool with a runbook. Responsibilities include agent and workflow design, MCP connectors, prompt evaluation, regression testing, API cost management, custom coding, and training internal users.

Own the B2B lead-generation funnel from acquisition through conversion, setting growth strategy and managing paid, owned, CRM, and lifecycle marketing. Lead campaign optimization, budgeting, A/B testing, audience segmentation, and funnel handoffs with Sales and Product. Partner with Finance, RevOps, Account Management, and Analytics to forecast pipeline, improve retention, connect marketing spend to revenue, and report performance using Salesforce, GA4, GTM, and Looker Studio.

Develop and ship features for mobile games across Unity/C# clients and Go backend services. Collaborate with Product, Design, and Art, troubleshoot live-product issues, improve code quality, maintain build and content pipelines, conduct testing and code reviews, support releases, and investigate regressions. The role requires ownership from implementation through production with limited supervision.