Top Tech Jobs & Startup Jobs in Chicago, IL

Develop and scale enablement programs for global Customer Success and GTM teams. Responsibilities include CSM onboarding, product and competitive training, technical and commercial playbooks, centralized knowledge management, internal communications, AI-enabled workflows, coaching support, and measurement of learning adoption and performance. The role partners with Product, Marketing, Sales, and CS leadership to improve time-to-productivity, retention, expansion, and ongoing product alignment.

Build full-stack prospect demo solutions for ecommerce search and discovery products. Develop JavaScript data collection tools, front-end integrations, ETL workflows, dashboards, alerts, and open-source UI libraries and REST clients. Validate prospect data, support integrations, answer technical questions, collaborate with sales and product teams, and contribute to automated testing, code reviews, and demo infrastructure.

Leads the Customer Developer Experience engineering team, setting technical strategy for open-source TypeScript and React tooling. Responsibilities include supporting external developers, improving documentation and integration workflows, prioritizing work with cross-functional teams, recruiting, mentoring engineers, and maintaining high standards for software quality, testing, and reliability.

Leads an engineering team building and scaling customer-facing integrations for agentic AI products. Responsibilities include setting technical direction, balancing customer delivery with reusable tooling and platform investments, ensuring reliability and observability, improving developer experience, collaborating cross-functionally, recruiting, and coaching engineers. The role requires customer empathy, strong engineering leadership, technical problem-solving, and experience with production systems or integrations.

Manage full enterprise sales cycle for ecommerce SaaS: build relationships with decision makers, negotiate contracts and pricing, marshal engineering resources, close six-figure deals, shorten time-to-sale, and relay customer feedback to product.

Own strategic relationships for a book of enterprise ecommerce clients, drive renewals and upsells, surface risks, educate customers on product value and use cases, analyze ecommerce performance/A-B tests, and coordinate cross-functional initiatives to meet retention and growth targets.

Lead relevance evaluation and quality improvements by fine-tuning LLMs, building low-latency reranking and filtering systems, scaling LLM deployments, creating automated monitoring pipelines and agentic insights, and validating impact via A/B tests while collaborating with cross-functional teams.

Own and manage full enterprise sales cycles for LATAM accounts: build relationships with decision-makers, negotiate terms, close six-figure deals, marshal engineering resources, and relay customer feedback to product teams to drive adoption and product improvements.

Lead and develop a team of Enterprise Account Executives to drive strategic, consultative enterprise SaaS sales. Hire, onboard, enable, and coach AEs; manage long, complex deal cycles, negotiate with procurement and C-level stakeholders, and report pipeline and sales metrics to Head of NA Sales.

Own activation and growth of AI-powered email recommendation programs. Onboard clients, guide ESP integrations and feed setup, advise on promotional/triggered/lifecycle use cases, analyze performance to improve CTR/AOV/LTV, and drive revenue through upsell and expansion while influencing product and GTM strategy.