Top Tech Jobs & Startup Jobs in Chicago, IL

Own the full sales cycle to drive new business and quota attainment. Build and maintain pipeline from inbound and outbound efforts, deliver technical demos, consultatively tailor solutions, gather competitive intelligence, develop partner relationships, and help create repeatable sales processes while collaborating with product, engineering, marketing, and customer success.

Design, build, and operate internal agentic workflows on OpenRouter to automate support or GTM operations. Integrate with ticketing/CRM systems, ensure reliability via evals, guardrails, and monitoring, measure automation impact, and iterate with support, GTM, and engineering teams.

Conduct original research on LLM evaluation, routing optimization, and usage patterns using billions of generations. Design evaluation frameworks and experiments, build statistical foundations for routing systems, run large-scale empirical studies, and translate findings into product improvements while collaborating with engineers, product teams, and external researchers.

As a Customer Success Manager, you will drive adoption and revenue growth for AI solutions, manage Enterprise accounts, and ensure customer success through strategic execution and relationship management.

The Scaled Support Specialist diagnoses complex technical issues, communicates effectively with developers, and advocates for product improvements while staying current with the LLM ecosystem.

Act as the technical lead in enterprise sales: run technical discovery, design and deliver customized demos and POCs, assess API/cloud/model fit, address technical objections, support contract negotiations, and relay product feedback to engineering while staying current on AI/ML trends.

Lead revenue operations for GTM at a scaling AI company: define GTM architecture, run annual planning, design incentives and quotas, own GTM systems roadmap and data governance, eliminate manual processes via automation, partner on forecasting and financial controllership, and hire and lead a small ops team.

Manage model launches and provider onboarding in an AI marketplace, focusing on integration, QA, and internal tooling improvements.

The role involves building user-facing features, collaborating with product and design teams, and ensuring high-quality product delivery while optimizing performance across systems.

The Software Engineer will scale and optimize the platform's infrastructure, manage data layers, and enhance system operations to support growing LLM requests.