Top Tech Jobs & Startup Jobs in Chicago, IL

Own full-cycle enterprise sales across the Central US, from prospecting and discovery through demonstrations, negotiation, and close. Build pipeline, manage complex multi-site accounts, forecast accurately, develop territory plans, and sell to operational and executive stakeholders in asset-intensive industries. Maintain disciplined CRM practices, coordinate buying committees, and deliver new-logo growth.

Design, build, and operate scalable backend services and internal APIs for an AI platform. Integrate LLMs and AI tools into production workflows, ensure platform reliability via observability and incident response, optimize AI runtime performance and cost, and contribute to shared infra like CI/CD and deployments.

Build and maintain secure, compliant cloud infrastructure in AWS GovCloud for federal customers. Support FedRAMP ATO efforts, implement IaC (Terraform), manage CI/CD pipelines, automate compliance checks, enforce configuration baselines, and collaborate with Security, Engineering, and GRC to remediate findings and maintain authorization.

Lead and grow the South East enterprise sales team for a SaaS maintenance platform: set strategy, hire and mentor reps, close high-value accounts, align with cross-functional teams, analyze market trends, and provide sales forecasting and reporting to senior management.