Top Tech Jobs & Startup Jobs in Chicago, IL

Own the technical delivery, automation, integration, security, and reliable operation of workforce applications including ADP, Jira, and Confluence. Build workflow automation and AI-powered self-service using scripting, APIs, low-code tools, and governed agents. Partner with business stakeholders to improve productivity, manage enterprise application portfolios, monitor production services, perform root-cause analysis, and establish secure, reusable engineering standards. Mentor peers and support testing, releases, documentation, adoption, and on-call operations.

Own Sales platforms, data infrastructure, workflows, backlogs, and request intake processes. Translate Sales and GTM needs into technical requirements, user stories, and acceptance criteria while partnering with Product, Analytics, and Engineering through delivery, testing, release, and adoption. Lead cross-functional projects, evaluate systems and integrations, coordinate prioritization, measure utilization and data quality, and recommend scalable improvements. Provide consultative technical support to Sales stakeholders and communicate risks, dependencies, tradeoffs, and delivery status.

Designs, builds, and operates AI-powered ServiceNow self-service and workflow capabilities. The role develops reusable actions, secure integrations, conversational experiences, knowledge retrieval, and automated fulfillment while enforcing access controls, testing, governance, and auditability. Responsibilities include production reliability, monitoring, regression automation, root-cause analysis, release management, outcome measurement, technical leadership, code and design reviews, mentoring, and collaboration with product, business, security, workplace, and enterprise AI teams.

Sets enterprise-wide technical strategy as the senior-most individual contributor in Technology. Owns target architecture, agentic AI foundations, cloud migration to AWS and Databricks, data platforms, model serving, experimentation, marketplace systems, performance, resilience, security, and auditability. The role requires hands-on engineering involvement, including code reviews, proofs of concept, design reviews, and incident analysis, while influencing teams and executives without formal authority and developing staff and principal engineers.

Own the lifecycle marketing strategy across email, SMS, push, and in-app channels to increase customer lifetime value. Lead segmentation, onboarding and first-payment journeys, contact strategy, experimentation with holdouts, and performance measurement. Partner with product, creative, operations, analytics, servicing, legal, and compliance teams to deliver compliant customer programs and optimize incremental impact.

Lead complex financial analysis, accounting research, journal entry reviews, reconciliations, variance reporting, internal financial reporting, and control assessments. Provide strategic financial insights to leadership, improve reporting processes, strengthen controls, automate workflows, and manage cross-functional Finance initiatives. Serve as a functional lead by reviewing deliverables, prioritizing workloads, mentoring analysts, and advising business partners on accounting and financial decisions.

Leads the consumer digital experience across website, mobile app, portal, payments, and marketplace surfaces. Owns the multi-year vision, prioritized roadmap, conversion optimization, experimentation, self-service, payment operations, shared digital foundations, and measurable business outcomes. Partners across marketing, engineering, servicing, analytics, and compliance while building and developing product, design, and digital teams.

Leads the consumer acquisition strategy across owned, organic, paid, and emerging channels. Owns growth targets, marketing investment, acquisition contracts, customer acquisition costs, and conversion performance. Directs experimentation, channel optimization, marketplace expansion, seasonal promotions, and innovation initiatives. Partners with digital, creative, dealer marketing, analytics, legal, and compliance teams while building and developing a high-performing acquisition organization.

Lead development and deployment of predictive and ML models for credit risk, collections, and operations. Mentor data scientists, promote MLOps and modern tools, present insights to stakeholders, and drive experimentation with techniques such as causal inference and GenAI.

Leads the Platform Services organization, managing teams that build internal developer tooling, shared engineering services, golden-path templates, development environments, and AI-assisted development capabilities. Owns platform strategy, service reliability, security, adoption, productivity measurement, and consolidation of duplicated services. Partners with infrastructure and delivery teams, manages budgets and roadmaps, recruits and develops engineering leaders, and drives organizational change and engineering excellence.