Top Tech Jobs & Startup Jobs in Chicago, IL

The Cloud Engineer II role focuses on managing cloud services, implementing improvements in Azure and Microsoft 365, and collaborating with engineers. Key responsibilities include identity management, troubleshooting issues, and creating automation documentation.

The IT Operations Director leads Service Desk and Infrastructure teams, overseeing IT operations lifecycle, managing metrics, enforcing security, and enhancing service quality through automation and ITIL processes.

The Systems Engineer I role focuses on engineering tasks in client environments, managing endpoints, identity, and core systems, while documenting and troubleshooting issues effectively.

The Systems Integrator will manage complex systems, oversee cloud infrastructure, ensure compliance, and provide technical support while maintaining communication solutions and handling sensitive data.

The IT Program Manager will oversee technology support for training courses, manage complex systems, ensure data security, and provide technical leadership to meet mission objectives.

Build and own user-facing features and core platform architecture across frontend, backend, and ML pipelines. Integrate AI workflows (LLMs, embeddings) for curriculum generation and automated evaluation. Manage end-to-end development: requirements, design, implementation, CI/CD, testing, observability, and iteration while collaborating with product, design, ML, and customer teams.

Design, build, and productionize LLM-powered systems (adaptive content, tutors, evaluators) and AI pipelines (RAG, embeddings, fine-tuning). Prototype and optimize models across modalities, define AI safety/evaluation/observability practices, and collaborate with product and engineering to measure learner outcomes and iterate.

The Assistant Controller oversees daily accounting activities, ensures compliance with GAAP, manages staff, and drives process improvements within Coastal Community Bank.

Execute risk-based compliance monitoring and testing to validate bank adherence to laws and regulations. Develop workpapers, report findings with root-cause analysis, verify remediation, perform complaint and data analytics, use social media listening and AI tools for marketing compliance, and support annual risk assessments while maintaining stakeholder relationships.

Manage and lead the Investor Services team, ensuring exceptional service delivery and operational excellence across Fund Administration and Deal Services customers. Responsibilities include performance metrics ownership, customer engagement, and process improvement initiatives.

The Senior Design Engineer will ensure high-quality UI across products, build production-ready components, and enhance workflows between design and engineering while collaborating closely with teams to improve product functionality.

Drive inbound lead follow-up and targeted outbound campaigns; research and develop enterprise accounts; maintain pipeline and CRM records; use AI tools to identify buying signals, build AI-assisted account research briefs, map personas, and tailor outreach to convert meetings into opportunities.

Support commercial sales process from quotation to order fulfillment by processing orders in the ERP, maintaining data integrity, providing order status and shipping updates, resolving delivery issues, preparing and tracking quotations, verifying pricing, and delivering professional email/phone support to reps and customers.

The Director of Enterprise Applications will lead the transformation from Oracle EBS to a SaaS ecosystem while ensuring operational continuity and data integrity through complex system migrations.

The Account Executive in Public Sector manages relationships with key accounts, drives sales goals, develops account strategies, and oversees proposals and presentations while maintaining executive-level contact.

The Account Executive will drive sales in the Northeast, focusing on new business and account strategy, maintaining client relationships, and coordinating with internal teams to achieve sales objectives.

Design, build, and operate scalable backend services and APIs for a SaaS platform using Python/FastAPI. Ensure reliability, performance, and observability across distributed systems. Work with PostgreSQL, SQLAlchemy, Temporal, Redis, AWS, and Terraform. Build frontend features with React and TypeScript, integrate third-party APIs, adopt AI-assisted development tools, mentor engineers, and drive architecture and developer experience improvements.

Lead and close complex enterprise deals with insurance brokers, MGAs, MGUs and wholesalers. Build and manage a qualified pipeline, run RFI/RFP processes, negotiate contracts, present to C-level stakeholders, and expand strategic accounts to drive revenue growth.