Top Tech Jobs & Startup Jobs in Chicago, IL

Own technical transformation for 1-2 enterprise clients as a field CTO: set technical direction, lead cross-functional teams, advise C-suite, and build reusable Tribe IP (architecture patterns, evaluation frameworks, deployment playbooks). Hire and develop teams, translate field lessons into practice, and ensure production-grade AI/ML systems that scale and deliver business outcomes.

Lead PDQ's marketing organization and strategy to drive product-led growth and mid-market expansion. Own positioning, messaging, AI storytelling, metrics like CAC payback and marketing-driven ARR, team leadership, cross-functional alignment with product and sales, and execution of demand-generation and PLG funnel initiatives to translate product momentum into revenue.

Lead a team of Account Managers to drive retention and growth across a $60M+ renewal pool. Own renewal and expansion strategy, coach negotiations, oversee pipeline and KPIs, run data-driven reviews, escalate high-risk accounts, and partner cross-functionally to translate market feedback into product and commercial improvements.

Lead data validation, reconciliations, and financial reporting for federal financial systems. Support monthly close activities, prepare reconciliation schedules, research discrepancies, assist modernization and data conversion, and validate report migrations and dashboards while collaborating with government stakeholders.

Sell Advarra products and services to assigned accounts from prospecting through contract signature. Build and maintain pipeline in CRM, deliver virtual demos, close deals, collaborate with legal/contracts and internal sales/marketing teams, forecast sales, and provide exceptional customer service to meet revenue and booking targets.

Lead end-to-end product design for consumer web and native mobile experiences. Define reusable patterns and information architecture, evolve a cross-channel design system, support experimentation and A/B testing, partner closely with engineering to deliver build-ready, accessible, performant experiences, and drive product strategy from early releases to scaled maturity.

Manage compliance activities for NERC registered projects, regulatory filings, project registration, and workflow for Compliance Analyst while leading stakeholder meetings.

Lead architecture and delivery for a product engineering team, design and build production-grade distributed and LLM/agent-based AI systems, mentor engineers, set technical standards, and collaborate with product and design to secure customers' environments.

12-month Sales Training Representative program for new graduates to learn MedTech orthopaedics sales. Participants train in West Chester or Raynham, support product education, facilitate labs, engage customers, travel for field/professional events, and transition into field sales roles requiring relocation and extensive territory travel.

Design, build, test, and operate modern web applications and integrations. Develop performant, accessible UIs using Angular/TypeScript, collaborate across product and infra, support cloud-native services, CI/CD, observability, and responsibly use AI-assisted tools to deliver production-ready software.