Top Tech Jobs & Startup Jobs in Chicago, IL

Designs and leads secure, scalable full-stack and enterprise architecture solutions for federal modernization initiatives. Responsibilities include application and cloud architecture, API and systems integration, microservices, data flows, technical design reviews, modernization strategy, security and compliance alignment, and mentoring engineering teams. Requires strong Java and frontend expertise, cloud experience, and the ability to translate mission and business requirements into durable technical solutions.

Build and improve the commercial operating system for the sales organization. Responsibilities include designing sales methodology and funnel governance, improving installed-base and MRO opportunity capture, establishing performance KPIs and operating cadences, strengthening channel effectiveness, reducing process friction, developing sales tools and playbooks, and leading cross-functional sales effectiveness initiatives. The role uses analytics, Salesforce, AI, and automation to improve win rates, seller productivity, forecast reliability, and commercial accountability.

Manages strategic client accounts, builds consultative relationships, drives retention and expansion sales, identifies opportunities, prepares proposals and reports, supports onboarding and service delivery, and serves as an escalation point. Maintains CRM records, tracks KPIs, collaborates across departments, and supports revenue goals through account management and business-to-business selling.

Manage diverse tax engagements for small businesses, corporations, business owners, and high-net-worth individuals. Responsibilities include reviewing complex tax returns, conducting tax planning and research, handling tax authority audits and notices, coordinating concurrent projects, scheduling and mentoring staff, improving processes, counseling employees, and developing new business. The role requires strong client relationships, technical tax knowledge, leadership, prioritization, and collaboration across accounting and advisory practices.

Underwrite and monitor Low-Income Housing Tax Credit construction and equity financing transactions. Analyze financial statements, sources and uses, draws, covenants, construction progress, portfolio risk, and regulatory changes. Prepare credit proposals, committee presentations, and portfolio monitoring reports; communicate with clients, loan officers, credit officers, and committees. Support due diligence, compliance, process improvements, and loan servicing coordination while ensuring deadlines and documentation requirements are met.

Lead GiveWell’s strategic communications function, translating complex research and grantmaking into clear messaging for diverse audiences. Own brand positioning, narratives, donor and internal communications, website strategy, major partnership campaigns, and emerging-issue responses. Advise senior leaders, lead cross-functional initiatives, and build a growing communications team and its systems while maintaining rigorous, factual, precise communication standards.

Build and maintain full-stack Ruby on Rails and React applications for defense and logistics operations. Responsibilities include designing APIs and data models, developing multi-source ingestion pipelines, creating data visualizations, deploying services on Kubernetes, implementing observability and security, optimizing disconnected-environment performance, and collaborating with product and design teams. The role also involves architecture discussions, technical documentation, testing, code reviews, and integration with secure DoD systems.

Leads and mentors a global engineering organization building and scaling an AI-driven offensive security SaaS platform. Owns technical vision, architecture, engineering standards, quality, security, resiliency, and delivery efficiency. Partners with product and senior leadership, drives AI-assisted development and DevSecOps practices, and recruits and retains high-performing teams while overseeing product improvements and new offerings.

Provides public health research and evaluation support through qualitative, quantitative, and mixed-methods data analysis. Produces reports, interprets results, evaluates program implementation and outcomes, recommends improvements, and provides technical assistance to government clients and research recipients. The role also requires communicating findings to senior officials, managing administrative research systems, using data and reporting platforms, and following government research procedures.

Leads and mentors a QA team while developing hands-on test automation for a new product. Owns test strategy, end-to-end automation, scale and regression testing, and distributed-system resilience testing using chaos engineering. Collaborates with development teams to integrate testing processes, analyzes results, and recommends improvements. The role requires expertise in cloud and Kubernetes environments, test automation frameworks, device simulators, traffic generators, and QA leadership.