Top Tech Jobs & Startup Jobs in Chicago, IL

The Senior Social Media Manager will handle content strategy and production for ClickUp's social platforms, employing AI tools to enhance efficiency and originality. They will create engaging posts, assess performance, and drive brand growth while maintaining strong editorial standards.

Design, build, and operate AI-native automations and integrations across GTM systems (Salesforce, NetSuite, iPaaS). Develop LLM-powered agents, MCP integrations, and reusable automation patterns; own lifecycle, reliability, observability, and stakeholder collaboration for quote-to-cash and revenue workflows.

Lead design of collaboration workflows using AI-driven research and prototyping. Create wireframes, high-fidelity UI prototypes, and animated interactions; run usability testing and user research; automate handoffs to engineering; collaborate with PMs, engineers, and researchers to define product strategy and iterate on designs.

The Senior Product Manager at ClickUp will own the vision, roadmap, and delivery of a product area, prototype ideas using AI tools, and collaborate with cross-functional teams while leveraging data to improve outcomes.

Serve as a technical partner to Sales and Success to deliver demos, build PoVs, create reports/dashboards, respond to RFPs, design AI-driven workflow automations and integrations, and support enterprise customers with up to 50% travel and periodic onsite engagement in Chicago or Dallas markets.

Own and drive the architecture and roadmap of ClickUp's data platform. Build scalable, reliable data pipelines and AI/ML infrastructure using AWS serverless, Snowflake, dbt, and Terraform. Lead cross-team technical initiatives, optimize cloud costs, establish engineering standards (observability, testing, CI/CD), mentor senior engineers, and influence org-wide architecture decisions.