Top Tech Jobs & Startup Jobs in Chicago, IL

Drive enterprise automation initiatives from opportunity identification through delivery and optimization. Partner with business leaders, engineering, data, security, product teams, RPA specialists, AI strategists, and vendors to prioritize and implement scalable solutions. Manage the automation portfolio, vendor relationships, discovery and intake processes, delivery alignment, and performance metrics. Evaluate AI-supported process improvements, ensure compliance and operational readiness, and deliver measurable gains in efficiency, quality, cycle time, and stakeholder satisfaction.

Manages live sports betting markets across assigned events, adjusting odds, suspending markets, setting limits, and monitoring exposure. The role evaluates game conditions, betting activity, market movements, sharp and arbitrage activity, and competitor pricing to support liability-aware decisions. It also uses internal tools to track performance and contributes to process improvements. Evening, weekend, holiday, and flexible scheduling is required in this fast-paced, 24/7 environment.

Supports 24/7 sports betting operations by assisting traders, monitoring pre-game and in-play markets, reviewing betting content, testing app functionality, managing sport and competition setups, conducting compliance checks, communicating with data providers, and escalating operational issues. The role also supports customer issue resolution and cross-functional assignments with Compliance, Marketing, and Product. Evening, weekend, and holiday availability is required.

Manages a data engineering team responsible for scalable, reliable data pipelines, infrastructure, and analytics tooling. Provides mentorship, performance management, and technical leadership while coordinating with product, analytics, finance, compliance, engineering, and regulators. Prioritizes cross-functional projects, supports data architecture and governance, ensures performance and reliability, and operates within strict regulatory and audit requirements.

Lead the Core Products organization across identity and trust, payments and fraud, and internal tools. Set product strategy, manage multiple product teams, develop product leaders, and own customer journeys including onboarding, KYC, account access, funding, and withdrawals. Partner with Engineering, Compliance, Risk, Design, Analytics, and Operations to improve customer experience, manage regulatory and business risk, modernize internal workflows, and deliver scalable platform capabilities across online gaming and retail experiences.

Lead the Growth Platforms organization, owning product strategy and roadmaps for promotions, loyalty, CRM, customer segmentation, personalization, and marketing data. Build unified promotional and customer data platforms across online gaming, sports betting, digital retail, and loyalty experiences. Partner with Marketing, Engineering, Data, and Analytics to enable targeting, experimentation, measurement, and lifecycle marketing. Lead and develop Product Managers while aligning senior stakeholders across the business.

Design, scale, and optimize APIs, services, databases, and critical wagering, financial ledger, and regulatory systems. Lead complex technical initiatives, improve production performance and resilience, build integrations and migrations, manage monitoring, and mentor engineers. The role requires ownership of end-to-end delivery, on-call operations, scalable distributed systems, GraphQL, relational databases, Kubernetes, asynchronous processing, and highly accurate, auditable financial systems.

Leads the design and delivery of scalable data pipelines, dbt models, orchestration workflows, and analytical data models. Establishes data architecture, engineering standards, quality frameworks, governance, observability, and self-service analytics practices. Partners with stakeholders, leads technical reviews, mentors engineers, supports hiring, oversees analyses, and participates in incident response and continuous improvement.

Own and operate large-scale infrastructure for sports betting and media platforms across cloud and production environments. Lead infrastructure migrations, build Kubernetes platform tooling and CI/CD automation, improve observability and alerting, support development teams, and participate in incident response. The role requires strong distributed-systems expertise, production troubleshooting, cross-team project leadership, technical communication, and mentoring.

Design, build, and optimize GraphQL APIs, gRPC services and SQL queries for a promotions engine. Own complex technical problems, improve production scalability and performance, set up DataDog monitoring, participate in on-call rotations, mentor engineers, and deliver end-to-end features in an agile environment.