Top Tech Jobs & Startup Jobs in Chicago, IL

Own strategic customer relationships by leading onboarding, implementation, adoption, account health, workflow optimization, AI enablement, and expansion efforts. Translate customer requirements into scalable ClickUp workflows, templates, integrations, automations, and AI agents. Monitor usage and business outcomes, conduct workflow discovery, provide training and change management, and collaborate with Sales, Product, Engineering, and Support to drive renewals, growth, and measurable customer value.

Lead a developer productivity engineering team responsible for CI/CD, build systems, internal tooling, and AI-augmented development workflows. Improve developer experience, engineering velocity, and software quality through scalable infrastructure, productivity metrics, AI tool adoption, coaching, and governance. Partner cross-functionally, mentor engineers, evaluate AI technologies and costs, and establish standards for security, correctness, licensing, and data handling.

Own FP&A and strategic finance partnership for R&D, G&A, and Corporate functions. Responsibilities include forecasting, budgeting, month-end close, variance analysis, headcount and vendor spend planning, cloud cost tracking, billings forecasting, and executive, board, and investor reporting. The role partners with Accounting and department leaders, maintains rolling forecasts, and uses AI tools to improve financial modeling, analysis, and communication.

Own the full machine learning lifecycle for search ranking and retrieval, including model training, deployment, serving, feature pipelines, evaluation frameworks, hybrid lexical-vector retrieval, large-scale embedding inference, query understanding, and permissions-aware multi-tenant search. Collaborate with infrastructure, AI, and backend teams to improve search relevance across ClickUp’s platform.

Leads the design and development of complex frontend systems and product features using Angular and React. Architects scalable frontend patterns, improves performance and engineering velocity, drives testing and code-quality practices, and leads major technical initiatives. Partners cross-functionally with backend, product, design, integrations, and QA; makes technical decisions, mentors engineers, and advances frontend architecture and collaboration across teams.

Leads long-term frontend architecture and technical strategy across major product areas. Designs scalable, performant systems using Angular and React, resolves cross-team challenges, establishes quality and testing standards, mentors senior engineers, and influences technical roadmaps and organizational decisions. The role combines hands-on implementation with company-wide technical leadership and requires deep expertise in frontend scalability, performance optimization, state management, and reusable component architecture.

Build and improve ClickUp’s core product experiences using Angular and React. Responsibilities include architecting reusable frontend code, collaborating with product, design, backend, integrations, and QA teams, improving performance and usability, maintaining unit and integration tests, resolving complex bugs, following state-management patterns, and mentoring teammates in a fast-paced environment.

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.

Lead ClickUp’s visual brand design system, establishing tokens, components, patterns, documentation, templates, and automation-ready assets. Review and approve AI-generated, agency, and externally produced creative while designing high-volume web assets and major brand moments. Rebuild incomplete foundations and create guardrails enabling non-designers and AI tools to consistently produce high-quality, on-brand work.

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.