Top Tech Jobs & Startup Jobs in Chicago, IL

Acts as a liaison between business stakeholders and IT to elicit, analyze, document, prioritize, and validate requirements for enterprise Salesforce projects. Designs current and future-state processes, performs gap analyses, supports Salesforce configuration, and coordinates solution delivery, testing, adoption, and reporting. Partners with teams to identify AI use cases using Einstein and Agentforce, promotes governance and data quality, develops Tableau and CRM Analytics dashboards, tracks project risks, and communicates progress to stakeholders.

Leads strategy, architecture, reliability, modernization, and operations for enterprise database platforms across SQL Server and cloud environments. Responsibilities include technical leadership, database design and optimization, automation, performance tuning, upgrades, migrations, disaster recovery, security and compliance, incident response, and mentoring database engineers. Partners with Engineering, SRE, DevOps, Architecture, and Product teams to deliver highly available, scalable, and operationally efficient database services.

Own the strategy, roadmap, commercial case, and launch of a zero-to-one agentic AI product line for auto insurance claims. Define agent autonomy, human oversight, safety guardrails, evaluations, escalation paths, and audit trails. Validate workflows with senior insurance executives, build customer-facing pitches and pricing, partner with sales and marketing, and develop working agents alongside engineers. Establish adoption hypotheses, value propositions, and kill criteria while operating effectively in regulated, ambiguous enterprise environments.

Own the strategy, roadmap, architecture, and commercialization of an AI-driven outbound subrogation platform. Responsibilities include customer research, feature prioritization, ROI and adoption measurement, collaboration with engineering and data science, AI capability development, sales enablement, and enterprise customer engagement. The role requires building or relaunching products, shipping data-intensive solutions, supporting sales cycles, and operating as a hands-on product builder in a regulated industry.

Leads full-cycle recruiting for complex, high-impact product and technology roles. Advises hiring managers using market intelligence, compensation data, and recruitment metrics; sources and engages active and passive candidates; manages stakeholder communications; improves recruiting processes; builds talent pipelines; and mentors recruiters.

Leads the centralized GTM Enablement Center of Excellence, establishing strategy, governance, role-based onboarding, seller readiness, sales methodology, tool adoption, content standards, and change management. Partners with Sales, RevOps, Marketing, Product, Customer Success, Learning, Analytics, and Systems teams to improve seller productivity, field execution, process adoption, ramp time, pipeline quality, and revenue outcomes. Builds scalable operating models, measurement frameworks, and reinforcement mechanisms for commercial teams.

Design, deploy, and manage secure, scalable cloud platforms across Azure and AWS for AI and machine learning applications. The role focuses on infrastructure as code, CI/CD, observability, Kubernetes, security tooling, reliability, cost optimization, and operational excellence. The engineer partners with development and ML teams, mentors engineers, resolves critical production issues, leads cross-functional initiatives, and participates in an on-call rotation.

Advises automotive repair clients on accounting, financial management, and operational improvements. Assesses workflows and financial statements, identifies process gaps, designs future-state processes, develops action plans, tracks KPIs, delivers training, and leads implementation and continuous improvement. Presents recommendations to client and internal stakeholders while supporting adoption, performance improvement, retention, and renewal. Requires nationwide travel of up to 75%.

Lead client-facing pre-sales engagements for Auto Physical Damage solutions. Conduct carrier process reviews, map claims workflows, identify pain points, recommend solutions, deliver tailored demonstrations, create executive presentations, and support technical discovery throughout the sales cycle. Collaborate with Sales, Product, Marketing, Client Success, and Implementation teams to align client needs, product capabilities, and implementation expectations.

Leads strategic technology partnerships, establishing governance frameworks, KPIs, performance reporting, and executive engagement models. Evaluates partner capabilities, commercial value, risk, and contractual commitments; drives escalations, value realization, and measurable business outcomes. Coordinates Product, Technology, Security, Finance, Procurement, and external partners to align capabilities with technology priorities, optimize vendor relationships, reduce redundancy, and identify opportunities involving cloud and AI technologies.