Top Tech Jobs & Startup Jobs in Chicago, IL

Design and build scalable data foundations, pipelines, semantic models, and AI-grounded tooling. Lead platform-level AE tooling, reusable dbt patterns, observability, cost strategies, and agentic AI workflows. Partner with stakeholders, guide team technical development, and drive cross-functional data initiatives from ambiguous problems to production.

Serve as strategic compensation advisor embedded with Sales and People Business Partners. Lead sales compensation planning, advise on offers/promotions/equity, conduct market analyses, influence leaders, and coach managers on compensation decisions and philosophy.

The Senior Customer Success Manager will manage customer relationships, ensuring they derive maximum value from HubSpot, while also guiding team practices and fostering collaboration across departments.

Lead the design and execution of AI-first automation solutions for Ops and Sales, partnering with leadership to create scalable workflows and ensuring high technical standards.

Execute high-volume outbound prospecting (phone, email, LinkedIn) to qualify leads and book discovery meetings. Collaborate with Account Executives, hit activity and meeting KPIs, use sales tools and AI, and develop toward a full-cycle sales role.

The Senior Product Marketer will lead pricing strategies, collaborate with cross-functional teams, build messaging frameworks, and enhance customer-facing experiences to better communicate HubSpot's evolving pricing models.

Drive technical direction and architecture for AI Context systems across HubSpot's CRM: develop, evaluate, productionize, and monitor ML/LLM models; build scalable data processing, retrieval, feature generation, and serving systems; lead cross-team initiatives, mentor engineers, and measure customer and business impact while addressing privacy, bias, security, reliability, cost, and data governance.

Lead the architecture of Commerce Hub by defining core domain models, building intricate systems, and mentoring engineers while influencing product strategy.

Lead execution of the IT SOX audit program, performing IT general and application controls testing, evaluating control design across cloud/SaaS/virtual environments, preparing audit documentation and reports, coordinating with stakeholders and external auditors, and monitoring remediation of control deficiencies.

Provide legal support for the North America Sales teams, review and negotiate agreements, and collaborate with cross-functional groups to manage risks.