Top Tech Jobs & Startup Jobs in Chicago, IL

Hunt and close new higher-education and business SaaS accounts, expand existing accounts, manage long sales cycles, present demos, negotiate contracts, shape GTM strategy, and maintain pipeline and forecasts.

Lead and scale paid mobile acquisition across ASA, Google, Meta, DSPs and other channels. Build measurement systems connecting spend to subscription revenue and LTV, run repeatable testing frameworks, drive creative strategy, use AI to speed reporting and optimization, and establish operating rhythms for budgeting, experiments, and performance forecasting.

Own and build the US sales pipeline for Terrific: identify and prospect brands, retailers, agencies and partners; run discovery; develop proposals, pilots, and negotiations; close new recurring revenue; collaborate with Customer Success, Product, and Marketing to scale opportunities and improve GTM strategy.

Lead global sales and RevOps to drive sustainable revenue growth for a music-focused B2B SaaS. Set GTM strategy, own revenue targets, coach and scale the sales organization, improve forecasting and CRM hygiene, close strategic enterprise deals, and align Sales, Marketing, Customer Success and Product to increase conversion, expansion, and retention.

Build and scale an agentic AI stack for healthcare revenue cycle: implement voice AI pipelines, LLM orchestration, integrations with EHRs/RCM systems, real-time analytics, dashboards, and production-grade full stack features working closely with founders and customers.

Lead mechanical systems design for industrial thermal-fluid equipment from concept through fabrication and field support. Create and review P&IDs, CAD models, specs, and vendor engagements, improving operability, reliability, and cost while working across disciplines and with suppliers and fabricators.

Lead territory sales across North America by developing new business, managing key accounts, delivering technical presentations, mentoring junior sellers, coordinating with engineering, maintaining pipeline and forecasts, and improving sales processes to meet monthly targets.

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Build and maintain the AI-powered learning platform across a TypeScript/React frontend and Python/FastAPI backend. Integrate LLMs for classification, extraction, personalization, and conversation practice. Design scalable APIs, develop real-time interactive features, apply AI-assisted development workflows, write well-tested code, and collaborate with product, design, and education teams to optimize learning experiences and A/B tests.

Perform final formatting and layout quality control on client documents: verify layout consistency, typography, adherence to style guides, and deliver 100% client-ready files, including same-day projects.