Top Tech Jobs & Startup Jobs in Chicago, IL

Develop and maintain scalable full-stack web applications using TypeScript, Java, Node.js, HTML, CSS, and MS SQL in a microservice environment. Build AI-powered solutions using LLMs, RAG pipelines, GenAI agents, vector databases, and AI orchestration frameworks. Responsibilities include frontend development, performance optimization, debugging, code reviews, data integrity, and collaboration with AI/ML teams. The role is remote and requires CST availability and high-speed wired internet.

The EVP of Technology will define and execute enterprise technology strategy while leading software engineering, architecture, infrastructure, cybersecurity, data, AI, and enterprise applications. Responsibilities include building a high-performing technology organization, driving AI adoption, platform modernization, digital transformation, regulatory compliance, vendor strategy, budgets, and cross-functional partnerships. The executive will advise leadership and boards, evaluate emerging technologies and partnerships, and align technology investments with business growth and operational efficiency.

Design, develop, and deploy intelligent multilingual voice bots for phone and web platforms. Integrate LLMs, MLMs, telephony systems, APIs, CRMs, and knowledge bases to enable context-aware customer interactions. Build conversational flows, fallback and escalation logic, sentiment analysis, testing and monitoring infrastructure, and scalable real-time architectures. Ensure compliance with financial data security, privacy, and regulatory standards while delivering user-facing voice experiences.

Leads AmeriSave’s enterprise technology and AI organization, including software engineering, Azure infrastructure, SQL Server, security, networking, reliability, disaster recovery, and capacity planning. Owns the technology roadmap, budget, AI strategy, regulatory readiness, and executive communication while building engineering talent and maintaining highly reliable proprietary mortgage systems.

Leads and mentors a software engineering team building applications for sales, operations, marketing, and customer experience platforms. This player-coach role includes architecture and design decisions, hands-on coding, Agile delivery, sprint and capacity planning, technical roadmaps, stakeholder collaboration, performance management, and maintaining quality, security, performance, and reliability standards. The manager also supports AI and automation initiatives and develops technical talent.

Build and maintain cloud and on-premises infrastructure, CI/CD pipelines, deployment automation, and infrastructure-as-code. Integrate DevSecOps practices, manage releases and rollbacks, and establish monitoring, logging, alerting, and observability. Collaborate with development, QA, and operations teams while supporting data-management processes and scalable systems across Azure and containerized environments.