Top Tech Jobs & Startup Jobs in Chicago, IL

Leads a controls support engineering team responsible for post-commissioned warehouse automation systems. Oversees technical issue resolution, escalations, resource allocation, documentation, system reliability, and customer satisfaction. Develops measurable cross-training programs across multiple controls platforms, tracks capability progress through KPIs and skills matrices, and mentors team members. Collaborates with software, mechanical, and site operations teams to improve system performance and support processes.

Leads vCISO and cybersecurity compliance engagements for multiple clients, including CMMC and NIST assessments, SSP and POA&M development, risk assessments, framework mapping, audit and assessor support, incident response, and remediation coordination. Advises clients on regulatory obligations, security tooling, and compliance strategies while managing client relationships, engagement health, reporting, and delivery quality across a large portfolio.

Design, deploy, and manage machine learning models supporting client acquisition, retention, and reactivation. Develop Next Best Action, CRM, paid media, and personalization solutions using LLMs and traditional ML. Design and interpret experiments, analyze large-scale datasets, communicate recommendations to stakeholders, and collaborate with product, design, and engineering teams on product and infrastructure roadmaps.

Design and deliver enterprise-grade Generative AI solutions on AWS using Bedrock and AgentCore. Architect LLM-based applications, RAG pipelines, agentic workflows, vector DB integrations, and APIs. Optimize models for performance, cost, and quality, ensure security and governance, lead teams, and troubleshoot production GenAI systems.

Lead experimentation and decision science initiatives from problem definition through recommendations. Design and analyze A/B tests, quasi-experiments, matched-market tests, and causal inference studies. Apply advanced statistics, regression, predictive modeling, machine learning, and big-data analysis using Python, R, SQL, and PySpark. Partner with stakeholders, communicate actionable findings, build reproducible workflows, and mentor analysts and junior data scientists.

Lead enterprise payer and MSO sales from prospecting through signed agreements. Sell AI value propositions to health plans and value-based care organizations, manage complex 9–18 month procurement cycles, conduct proof-of-performance deployments, and convert pilots into paid engagements. Own territory strategy, pipeline accuracy, executive relationships, and commercial feedback to product and clinical teams.

Build and maintain client-facing dashboards, embedded analytics, and reporting solutions using Power BI and related tools. Translate client needs into metrics, data models, visualizations, and insights. Validate data accuracy, support governance and privacy standards, document solutions, train users, and respond to reporting questions. Collaborate with data engineers, customer success, product, engineering, and business stakeholders while supporting AI-enabled reporting and predictive analytics for life sciences clients.

Provides technical customer support by triaging and resolving issues involving RelationalAI, Snowflake, Azure, databases, and graph technologies. Troubleshoots logs, stack traces, performance problems, environments, and client applications; communicates with technical and executive stakeholders; collaborates with Sales, Field Engineering, Product Management, and Product Engineering; and improves support processes, tools, products, and customer experience.

Leads a team of 7–8 Customer Success Managers serving upmarket SaaS customers. Responsibilities include coaching and developing talent, driving retention, adoption, customer value, renewals, forecasting, risk management, and operational excellence. Partners cross-functionally with Sales, Product, Support, Professional Services, Marketing, and RevOps to improve customer outcomes and scale Customer Success programs.

Owns enterprise new-logo acquisition from prospecting through contract negotiation and close. Builds pipeline, leads value-based sales cycles with senior stakeholders, delivers product demos, develops proposals and forecasts, maintains Salesforce pipeline hygiene, and partners with Marketing and Business Development. The role requires full-cycle enterprise B2B SaaS selling, quota achievement, AI-assisted sales execution, and the ability to sell workplace, facilities, HR, IT, finance, or real estate solutions.