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.

Manages administrative and documentation tasks for condo mortgage loans from sales through closing. Reviews project documents, determines review types, tracks outstanding items, communicates with underwriters and processors, verifies investor eligibility, coordinates with HOAs and vendors, reviews insurance and PUD loan documentation, and provides final approvals. The role requires strong organization, attention to detail, communication, problem-solving, data entry, and technology skills. It is remote, excluding California.

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 marketing experimentation, conversion optimization testing, incrementality analysis, marketing mix modeling, and statistical measurement programs. Designs rigorous experiments, manages SQL-based testing databases, validates data, develops executive reporting, and translates complex findings into investment and marketing recommendations. Partners with marketing, product, technology, analytics, and executive teams while potentially mentoring junior analysts.

Provision, modify, and deprovision accounts across Microsoft 365, Entra ID, enterprise applications, and SaaS platforms. Support onboarding, offboarding, MFA enrollment, password resets, access issues, role assignments, access reviews, and audit documentation. Administer Microsoft 365 services, business applications, collaboration tools, and user permissions while following established procedures. Escalate complex issues and maintain accurate records in a ticket-driven support environment.

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.

Lead quantitative analytics for customer conversion, follow-up, retention, and recapture. Build KPIs, reporting, experimental measurement strategies, and complex T-SQL data solutions. Partner with Sales, Operations, Marketing, and Servicing leaders to identify opportunities and deliver actionable recommendations. Provide analytical leadership to other analysts while driving measurable revenue and business impact.

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.

Develop and maintain quantitative models for forecasting, pricing optimization, and risk assessment. Analyze mortgage business metrics to identify revenue, profitability, and operational improvement opportunities. Build performance measurement frameworks, dashboards, automated reports, and SQL-based analytics workflows. Use Python for statistical analysis, automation, and machine learning workflows. Validate and monitor model performance, recalibrating models as needed, while communicating actionable recommendations to business leaders.