Top Tech Jobs & Startup Jobs in Chicago, IL

Own complex technical support escalations involving data mapping, forecasts, recommendations, integrations, and data feeds. Conduct root-cause analysis, build SQL and Python tooling, create Databricks and Looker dashboards, develop AI-driven workflows, and measure operational impact. Lead cross-functional initiatives with Engineering, Product, Data, Solutions, and Operations teams. Mentor support engineers, document playbooks, present findings to leadership, and drive systemic improvements that reduce ticket volume, handling time, and escalations.

Lead the architecture, development, and deployment of scalable APIs and backend systems for Afresh’s AI-powered grocery ordering platform. Partner with product, account management, design, and engineering teams to deliver integrated solutions used across thousands of stores. Drive projects from conception through launch, make high-impact architectural decisions, understand complex business dependencies, and mentor junior engineers.

Embed with grocery customers to scope, integrate, and deploy production LLM- and agent-powered systems. Build and harden platform components (knowledge graph/ontology, retrieval, agent frameworks, serving, evals, and observability) so field learnings become reusable tooling. Balance customer-facing implementation with platform engineering to enable scalable, reliable AI in production.

Deploy and build Afresh's AI platform: embed with customers to integrate data and ship production LLM/agent systems, then harden field learnings into reusable platform components, tooling, and observability to improve quality and scale.

Lead the architecture, development, deployment, and reliability of scalable APIs for Afresh’s flagship AI ordering product. Partner with product, account management, and engineering teams to deliver integrated solutions, support the existing iPad application, and shape future product direction. Drive projects from conception through launch, enforce testing and release best practices, mentor junior engineers, participate in Agile ceremonies, and provide constructive code reviews.

Own FP&A for a high-growth AI grocery startup: build and run forecasting, budgeting, and long-range plans; analyze variances; develop KPIs and dashboards; partner cross-functionally; prepare board-quality analysis; model scenarios for strategic decisions; and drive AI-enabled process improvements.

As an Enterprise Account Executive at Afresh, you will manage strategic sales for large grocers, building relationships, guiding through the sales process, and collaborating with internal teams to enhance customer experience.

Manage revenue, retention, and expansion for strategic enterprise grocery accounts. Own C-suite relationships, lead executive discovery and QBRs, coordinate internal product and operations alignment, and run complex renewals and expansion deals. Drive customer advocacy, joint marketing, and commercial strategies to maximize lifetime value and prevent churn.