Top Tech Jobs & Startup Jobs in Chicago, IL

Lead technical direction with the CTO, architect and build high-scale distributed systems, mentor engineers, ship product roadmap, manage cloud infrastructure and orchestration, enforce CI/CD, testing and fault-tolerance, and collaborate with product and business teams while leveraging AI/ML frameworks.

Manage client invoice processing, monthly retainers, account reconciliations, and collections. Post AR entries, apply payments, update customer records, prepare accruals and statements, and support accounting reporting and ad-hoc projects.

Provide escalated remote and onsite IT support across multiple client environments: troubleshoot OS, server, network, firewall, Microsoft 365/Intune/Azure issues; administer Windows Server and Hyper-V; deploy and maintain Datto and SonicWall solutions; mentor Level I technicians; document work in Autotask and maintain client documentation.

Lead category strategies and end-to-end procure-to-pay for mid-dollar projects. Drive supplier selection, negotiations, contract management, risk mitigation, data analysis, and procurement metrics to optimize cost, service, and partner satisfaction while aligning with business stakeholders.

Manage and grow an assigned portfolio of fleet customers through proactive outreach, adoption, retention, upsell, and cross-sell. Monitor account health, use data to prioritize opportunities, partner cross-functionally to resolve issues, maintain CRM records, and meet retention, growth, and contribution margin targets.

Own qualified B2B sales opportunities from initial prospect interest through discovery, proposal, negotiation, closing, and post-sale account management. Position AI workflows, agents, automation, and custom software solutions, manage pipeline in CRM, collaborate with internal teams for handoffs, and drive upsell, renewals, and long-term customer growth through consultative selling and experimentation.

Lead reporting and analysis across product, call center, and marketing; manage enrollment and revenue reconciliation; produce partner and carrier reports; analyze member engagement and plan performance to surface actionable insights.

Lead strategy and execution for Fenix's clean-cooking product portfolio: voice of the customer, product design and piloting, pricing, KPI frameworks, market research, UX/UI collaboration, create specs and prototypes, and train commercial staff. Work cross-functionally with engineering, operations and commercial teams and spend significant time with customers in the field.

Build and maintain full-stack features for a React/TypeScript frontend and NestJS/TypeScript backend, integrate LLM-powered conversational agents, design APIs, auth (SSO/SAML), real-time updates, background processing (AWS SQS), database schemas (PostgreSQL/Sequelize), API docs (Swagger), and tests (Jest/pytest). Collaborate on architecture, code review, and production support.

Lead and stabilize mainframe production operations, handle incident escalation and complex job recovery, coordinate with system programmers and application teams, support change management and disaster recovery, and mentor junior operations staff while improving runbooks and operational processes.