Top Tech Jobs & Startup Jobs in Chicago, IL

Designs, develops, tests, deploys, and supports reliable software solutions and significant application components. Translates business requirements into technical specifications, builds APIs and integrations, improves CI/CD and DevOps automation, performs testing and troubleshooting, monitors application health, and resolves production issues. Collaborates with product, architecture, engineering, and business teams while managing technical debt, supporting upgrades, guiding junior engineers, and participating in critical incident escalations.

Design, develop, and operate secure, scalable Java and Spring Boot microservices and REST APIs in cloud-native environments. Translate requirements into distributed technical solutions, guide engineers, conduct code reviews, and maintain development standards. Deploy applications using Azure or AWS, Docker, Kubernetes, and CI/CD pipelines. Implement testing, monitoring, security remediation, incident response, root cause analysis, performance tuning, and on-call support while using AI-assisted tools to improve engineering efficiency.

Associate Underwriters evaluate business operations, financial data, and industry trends to assess commercial insurance risks. They develop coverage and pricing solutions, collaborate with brokers, customers, and internal teams, and make decisions supporting profitable growth. The program provides structured training, mentorship, and hands-on experience in underwriting principles, risk assessment, coverage analysis, pricing, negotiation, and relationship management.

Lead the architecture and delivery of Salesforce Marketing Cloud and Data Cloud solutions for partner marketing. Design data models, knowledge graphs, identity resolution, batch and streaming pipelines, APIs, zero-copy integrations, and AI-enabled workflows. Establish orchestration, monitoring, CI/CD, governance, and reliability standards while mentoring engineers and partnering with marketing, data science, and Salesforce stakeholders.

Lead and scale Square’s Central Region field sales organization by managing Sales Managers and Territory Account Executives. Set regional strategy, optimize territories and go-to-market plans, drive pipeline and revenue performance, coach teams in the field, develop talent, and collaborate with Marketing, Sales Operations, Partnerships, and Product. Serve as a product expert and regional representative while building a high-performance, accountable sales culture.

Manages commercial banking portfolios for investor real estate clients, evaluating credit risk, underwriting complex financing arrangements, analyzing financial statements, reviewing loan documentation, and ensuring compliance. The role researches credit information, presents recommendations, supports process improvements, and collaborates with internal and external stakeholders. It requires commercial banking portfolio management experience, strong real estate lending and financial analysis skills, attention to detail, and the ability to work independently in a hybrid environment with up to 10% travel.

Lead strategy and roadmap for Adyen’s Issuing Servicing product, covering card and transaction auditability, program servicing, and dispute management. Drive platform-scale execution with Engineering, Design, Finance, Operations, Regulatory, and Compliance teams. Define customer-focused investments, success metrics, experimentation, and AI-forward product development for a highly automated global platform.

Manage employee benefits and wellness programs, including open enrollment, vendor implementations, M&A integrations, communications, and HRIS benefits technology. Govern enrollment platforms and carrier feeds, develop analytics dashboards, monitor regulatory changes, and support ERISA compliance activities such as Form 5500 preparation, plan reviews, and discrimination testing. Lead cross-functional initiatives and benefits vendor relationships.

Lead federal mergers and acquisitions tax engagements involving due diligence, transaction structuring, restructuring, insolvency, financial modeling, tax risk analysis, and regulatory matters. Manage major projects, improve processes, advise senior clients, develop business strategies, and mentor multidisciplinary teams. Build client relationships, apply U.S. federal income tax law, use complex data to provide insights, and represent the firm externally.

Build and manage brand and agency partnerships on Snapchat. Identify business opportunities, provide strategic account support, create sales presentations, educate clients on Snapchat products, analyze campaign performance, and grow relationships. Collaborate cross-functionally, lead client meetings and executive engagements, develop account strategies, improve campaign outcomes, and achieve sales goals in a dynamic digital advertising environment.