Top Tech Jobs & Startup Jobs in Chicago, IL

Pre-sales, customer-facing technical architect for Data & AI: design unified data and lakehouse architectures, lead technical discovery, build demos/prototypes with LLMs and agentic AI, advise on cloud, integration, security, and ML workflows, and support sales with repeatable solutions, reference architectures, and enablement.

Serve as a subject-matter expert for Salesforce POS (PredictSpring), advising Signature Success Plan customers on architecture, integrations, performance, solution design, and adoption. Lead high-velocity engagements, translate technical concepts for varied stakeholders, identify capability gaps, recommend product or custom solutions, and collaborate across teams to drive customer success and growth.

Lead end-to-end validation of ~2,000 annual non-standard public sector contractual obligations across global markets. Build and run risk-based, evidence-backed self-certification validations, assess False Claims Act exposure, liaise with Internal Audit and Legal, integrate controls with eGRC systems, and manage a Compliance Analyst to scale validation operations and deliver risk reporting to C-level leadership.

Drive Tableau platform sales within assigned local government accounts across the northeastern US. Build executive relationships, develop account and territory plans, coordinate internal resources, manage complex enterprise sales cycles, prospect whitespace, and meet quota by identifying analytics use cases and demonstrating value to C-level stakeholders.

Lead global brand strategy and systems while pioneering AI-enabled tools and workflows. Support brand identity, positioning, architecture, naming, and M&A integration. Synthesize brand health and market research into actionable insights and enable scalable brand practice across teams.

Manage end-to-end Signature Success experience for a portfolio of high-value education customers. Build trusted relationships with business and technical stakeholders, drive adoption and measurable business value, monitor platform health, surface expansion and renewal opportunities, and coordinate cross-functional teams to resolve escalations and incidents.

Customer-facing pre-sales technical architect who designs AI-powered Salesforce solutions, leads POCs and technical deep dives, advises on architecture, data, integration, security and AI, and develops repeatable go-to-market propositions for sales teams.

Lead high-touch marketplace co-selling and deal architecture to drive marketplace GMV and ACV growth. Advise partner C-suite on revenue model and billing transformations, design bundled software+services GTM playbooks, run lighthouse pilots, and own AI-first pipeline tracking, KPIs, and product feedback to scale marketplace transactions and reduce time-to-contract.

The Director of Customer Success Managers will oversee team capacity, engage with senior leaders, ensure customer success, facilitate onboarding, and lead initiatives for improvement and collaboration across teams, enhancing product adoption and customer outcomes.

This role requires technical leadership in finance engineering, focusing on architecting and implementing solutions in Workday Financials, integrations with external systems, and mentoring engineers while fostering innovation.