Top Tech Jobs & Startup Jobs in Chicago, IL

Leads the ISSI platform engineering organization, owning strategy, execution, budgets, staffing, roadmaps, technical standards, and delivery across multiple teams. Manages engineering leaders, individual contributors, and offshore vendors while partnering with executives on priorities and outcomes. Oversees scalable, secure software delivery, architecture governance, hiring, performance management, process improvement, and adoption of emerging technologies including generative AI.

Leads accounts payable operations, including invoice processing, vendor management, payment controls, corporate card compliance, and AP staff supervision. Owns assigned general ledger accounts, journal entries, accruals, reconciliations, month-end close, 1099 compliance, and cost and shipping-spend reporting. Improves accounting processes and automation across QuickBooks Online, Tipalti, Bill.com, and Ramp while maintaining U.S. GAAP compliance and SOX-aligned controls.

Lead go-to-market strategy and execution for Jane's AI-powered platform products, drive pricing and packaging, develop positioning and messaging, run cross-functional launches, translate customer insights into product direction, and represent the company at industry events to drive adoption and revenue.

Develop and support RPGLE applications on IBM iSeries/AS400 platforms. Responsibilities include designing, coding, testing, debugging, maintaining legacy applications, writing CL programs and embedded SQL, optimizing DB2 performance, translating business requirements, and documenting technical solutions within an Agile SDLC environment.

Own and scale lifecycle marketing programs across Docker’s Container and AI products. Build email and in-product campaigns, automate PQL and renewal motions, validate audiences and usage signals, manage suppressions, perform QA, monitor launches, troubleshoot data issues, translate technical signals into messaging, and operationalize reporting. Partner with data, sales, renewals, design, and agency teams while sequencing priorities into a scalable lifecycle roadmap.

Owns the infrastructure service-request intake, prioritization, backlog, and workflow governance in JIRA. Coordinates patching, security updates, maintenance windows, change management, incident escalation, post-mortems, and audit readiness. Manages and develops Cloud Platform Engineers, oversees staffing and capacity, assesses technical risks, and partners with InfoSec and stakeholders. Drives automation, observability, reliability improvements, and AI-assisted operational tooling toward a 99.99% uptime target.

Manage provisioning, activation, onboarding, compliance validation, troubleshooting, and operational support for global SMS and digital messaging services. Coordinate with customers, carriers, aggregators, vendors, Product, Engineering, and Support teams to resolve delivery and throughput issues. Maintain documentation, track vendor escalations, improve onboarding workflows, and ensure messaging programs meet TCPA, CTIA, carrier, and regional regulatory requirements.

Conduct prospect and donor research to support philanthropic fundraising, including wealth assessments, portfolio analysis, donor profiling, and pipeline development. Translate data into actionable recommendations, prepare research reports, collaborate with fundraising and cross-functional teams, and improve donor database and prospect management systems. Monitor philanthropy trends and maintain confidentiality when handling sensitive donor information.

Develop and bring to market strategic advertising solutions across Yahoo News, Lifestyle, and Entertainment. Create sponsorship packages, branded content, and multi-channel media programs; lead RFP and proactive proposals; synthesize audience analytics into client narratives; and collaborate with Editorial, Product, Sales, Commerce, and Data teams. Use generative AI to improve research, ideation, workflows, and presentations while supporting campaigns from pitch through execution and renewal.

Develop and maintain automated tests for web applications, APIs, integrations, SaaS platforms, and AI-powered features. Build customer journey tests, enhance automation frameworks, integrate testing into CI/CD pipelines, troubleshoot failures, and collaborate with engineering teams to improve quality and release confidence. The role also contributes to AI-assisted testing initiatives and evaluates emerging AI testing technologies.