Top Tech Jobs & Startup Jobs in Chicago, IL

Own database reliability, scalability, and operational excellence across cloud and on-premises environments. Build automated Kubernetes-based database platforms, infrastructure tooling, failover and backup systems, and self-healing capabilities. Lead observability, performance optimization, capacity planning, incident response, and safe migration practices. Partner with application teams, leverage AI for operational improvements, mentor engineers, influence architecture, and drive technical strategy for highly available database infrastructure.

Leads product design for complex platform capabilities and strategic initiatives. Defines product vision, creates scalable experiences and reusable design systems, partners with cross-functional teams and Engineering, influences product strategy, sets quality standards, provides critique, and mentors designers. Requires strong interaction design, systems thinking, communication, storytelling, and experience delivering measurable outcomes across shared platforms, internal tools, enterprise workflows, or multi-user products.

Handles general litigation and legal risk, including assessing lawsuits and complaints, drafting court filings, supporting disputes, resolving legal threats, representing the company in small claims court, and responding to regulatory inquiries. Provides practical legal guidance to internal teams, collaborates with outside counsel, and supports investigations and litigation strategy.

Prospect and acquire high-value VIP players, build long-term customer relationships, and execute localized acquisition strategies. Responsibilities include organizing regional events, developing promotions and offers, managing business plans to meet revenue goals, supporting compliance and responsible gaming initiatives, and creating strong player experiences. The role requires sales or business development experience with high-value accounts, travel, nights and weekends, and obtaining required state gaming licenses.

Develops revenue opportunities for the Lottery business by building financial cases, defining success metrics, analyzing performance, and leading cross-functional initiatives through launch readiness. Partners with Lottery stakeholders and analytics teams to create strategic plans, evaluate investments, establish decision criteria, and communicate recommendations. Requires quantitative modeling, test design, data validation, stakeholder alignment, and project planning skills.

Conduct trade practice surveillance, support customer onboarding, prepare CFTC regulatory filings, maintain exchange compliance policies, investigate potential violations, monitor market activity, and provide rotating coverage during live market hours.

Designs and evolves scalable, resilient distributed systems supporting digital experiences. Responsibilities include defining architecture, improving performance and reliability, developing frameworks and engineering standards, contributing hands-on to prototypes and production systems, guiding fault-tolerant and observable designs, conducting design reviews, and influencing cross-functional technical strategy. The role requires mentoring engineers and collaborating with Product, Infrastructure, Platform, and engineering leadership.

Develops strategy, performance frameworks, competitive intelligence, and scalable processes for the Loyalty & VIP Growth organization. Uses KPI analysis, market research, AI, and automation to inform decisions, improve workflows, and support strategic initiatives. Partners cross-functionally to translate data into recommendations, build AI-enabled tools, and enhance organizational performance.

Prospect and acquire high-value VIP customers, build and manage relationships, execute regional acquisition events, and implement localized go-to-market strategies. Manage business plans to achieve revenue and profit goals while supporting compliance, responsible gaming, promotions, and customer loyalty. The role requires managing high-value accounts, obtaining state gaming and financial licenses, and working nights, weekends, and traveling as needed. Compensation is commission-based with a listed base salary range plus bonus and equity.

Configure, maintain, and enhance Salesforce for VIP and Player Development teams. Gather stakeholder requirements, build scalable solutions, manage flows, reporting, dashboards, access, and data, troubleshoot user issues, validate data with SQL and Snowflake, collaborate on integrations and development, and test system enhancements to improve processes and adoption.