Top Tech Jobs & Startup Jobs in Chicago, IL

Lead technical strategy and delivery for a 12-month AI Platform SRE transformation: align executives, define SRE operating model, guide architecture and tooling, track reliability and automation metrics, and oversee phased vendor-to-client transitions.

The Senior Front-End Software Engineer will create high-quality React applications, manage UI architecture, and leverage AI tools for development optimization, while collaborating in an Agile team.

Manage production from post-estimate approval to final delivery across multiple projects. Coordinate suppliers, route art proofs, generate purchase orders, track production and invoices, protect margins, document updates in Wrike/Slack, and collaborate with design, client success, operations, and fulfillment to resolve exceptions and ensure on-time, on-budget delivery.

Build and maintain responsive web and cross-platform mobile applications using React, Angular, and React Native. Collaborate with designers and backend engineers, optimize performance and accessibility, participate in code reviews, troubleshoot issues, and contribute in Agile processes to deliver high-quality, scalable user experiences.

Build production-ready intelligent automations and agentic AI solutions. Full-stack development using TypeScript or Python, LangChain, vector DBs, RAG, and tool-calling. Collaborate with clients, ensure maintainable, tested, scalable deployments, CI/CD, observability, and model fine-tuning or deployment.

Own and exceed enterprise sales quotas by driving net-new revenue and account expansion. Build C-suite relationships, manage complex multi-stakeholder deals, and deliver accurate forecasting and pipeline discipline. Translate product capabilities into business value while operating with commercial rigor and a P&L mindset.

Lead and scale Wing's global Account Management organization to ensure partner health, retention, and growth. Build and mentor Strategic Account Managers, develop scalable playbooks, drive cross-functional execution with Product/Engineering/Operations, manage executive-level partner relationships, and solve complex operational and technical issues to optimize service and expand accounts.

Lead end-to-end client engagements to design, build, and ship AI agent workflows and automations. Convert ambiguous AI mandates into sequenced initiatives, prototype and deploy solutions, manage stakeholder change, document learnings to inform product strategy, and help build the operating model for this new function.

Lead and coordinate incident response and outages across production systems, manage communication with stakeholders, log incidents and KPIs, perform root cause analysis, drive preventative actions, and support ITSM/change control processes while participating in a 24/7 on-call rotation.

Lead competitive intelligence, product design, and portfolio strategy for Life and Retirement products. Partner with actuarial, technology, marketing, distribution, and operations to guide product evolution, illustration strategy, and positioning. Drive product enhancements, retirement or repositioning decisions, and ensure illustration accuracy and compliance while aligning products with business objectives and market trends.