Top Tech Jobs & Startup Jobs in Chicago, IL

Work with sales and engineering to own the technical pre-sales process: gather requirements, design AI agent integrations, write and review APIs, run hands-on trials using prospect call data, iterate prompts and conversational designs, analyze conversational insights, and present technical findings to business and technical stakeholders.

Contract Marketing Operations / System Administrator responsible for CRM data quality and hygiene, systems administration across GTM stack, managing RevOps ticket queue, end-to-end campaign operations, and pulling ad-hoc Salesforce reports and dashboards to support revenue and marketing teams.

Design, build, and operate customer-specific AI agents end-to-end: map workflows, write prompts and conversation flows, integrate with customer APIs, create test sets, monitor live conversations, debug production issues, and iterate on agent quality with product feedback.

The Lead Quality Engineer will set quality standards, mentor a QA team, improve testing strategies, and enhance automation in AI-driven workflows.

Build full-stack features for AI voice and chat products using TypeScript, Node.js, React, and Python. Integrate ASR/TTS and LLM improvements, optimize production systems for latency and cost, participate in on-call rotations, and collaborate with ML and product teams to scale enterprise AI conversations.

Lead a Product Engineering squad (8–15 engineers), prioritize people development, hiring, process, and predictable delivery. Drive AI-native practices, technical credibility, customer-focused outcomes, testing/validation, and cross-functional partnerships while owning team budget and headcount.