Top Tech Jobs & Startup Jobs in Chicago, IL

Own the revenue operating model for a core B2B business unit, including GTM planning, targets, quotas, territories, capacity, funnel design, forecasting, and pipeline reviews. Partner with Sales, Marketing, Product, and Finance to improve growth economics, refine ICP strategy, and translate performance data into executive decisions. Lead cross-functional planning and manage a team while supporting the transition from growth to scalable execution.

Build scalable, secure data pipelines, models, platforms, and governance systems that enable AI applications to access trusted enterprise data. Partner with analytics, marketing, and product teams to translate requirements into technical solutions, independently deliver projects through production, and support sensitive-data security and access controls. Preferred experience includes LLM architectures, cloud data platforms, infrastructure as code, regulated environments, and technical leadership.

Architect and re-engineer highly scalable, resilient backend data systems supporting patient services. Lead distributed systems strategy, make architectural decisions, improve performance and reliability, mentor engineers, establish operational practices, and collaborate with product managers and cross-functional stakeholders to shape engineering and product direction.

Owns the strategy, architecture, and implementation of production AI and machine learning systems for personalization, search ranking, relevance, and patient-provider matching. Builds recommendation engines, retrieval models, LLM applications, and scalable ML infrastructure while establishing AI safety, evaluation, and MLOps standards. The role requires hands-on model development, technical leadership, mentoring, and responsible deployment of AI in a regulated mental healthcare environment.

Lead end-to-end qualitative, quantitative, and mixed-methods UX research focused on patient acquisition, onboarding, booking, and initial care experiences. Frame ambiguous product questions, identify opportunities, synthesize behavioral and research data, and influence Product, Design, Data/Analytics, and Marketing decisions. Own a product area and research program while translating patient insights into measurable improvements in trust, confidence, conversion, and overall experience.

Guide growth strategy through financial analysis of complex deals, pricing, contract economics, and strategic forecasting. Partner with Sales, Marketing, and Revenue Operations to evaluate trade-offs, translate financial data into actionable insights, and support executive decision-making. This individual contributor role requires navigating ambiguity and balancing short-term efficiency with long-term business impact in a fast-growing healthcare company.

Drive growth of sold providers and patient starts within a Mid-Atlantic territory. Own full sales cycle with aggressive outbound sourcing, in-person selling at least three days/week, relationship management within a two-hour radius, and remote strategies for other accounts. Hit quota through consultative closing, CRM management, and heavy local travel (up to 50%).

Lead end-to-end user research to inform product strategy and improve patient and provider workflows. Partner with Product, Design, Engineering, and Data to turn user signals and analytics into actionable insights, define research roadmaps, and influence build decisions in a fast-moving, remote-first mental health care product.

Own the strategic roadmap for brand media allocation, audience targeting, and measurement. Bridge upper-funnel brand building with lower-funnel Patient Starts, manage CTV and paid social campaigns, build MMM or multi-touch attribution frameworks, oversee multi-million-dollar media budgets, present to executives, and manage external media agencies and cross-functional stakeholders.

Build scalable distributed systems for Rula’s Marketplace Health Engine, improving provider utilization, marketplace efficiency, and patient access. Partner with Engineering, Product, Data, and Operations; lead technical strategy across teams; design backend services, APIs, and data-intensive systems; drive projects from discovery through post-launch support; solve complex marketplace problems; mentor engineers; and remain hands-on in software development.