Top Tech Jobs & Startup Jobs in Chicago, IL

Full-cycle enterprise seller responsible for self-sourcing outbound pipeline, selling Edge to executive and IT buyers at regulated finance/operations companies, running discovery and demos, navigating security/procurement, and closing $100K+ production deals while maintaining CRM hygiene and working with Product/Implementation to ensure delivered scope matches sold scope.

The Staff Software Engineer will lead the architecture of the FCM platform, ensuring financial correctness and system integrity, while modernizing systems and improving operational tooling.

Lead underwriting for large, complex construction accounts across Primary Casualty lines (WC, GL, Auto). Provide technical underwriting guidance and referral approvals, align primary and excess placements, monitor portfolio performance, drive underwriting excellence, and collaborate with leaders and partners to develop strategies, products, and capability enhancements.

Manage moderately complex to complex commercial property/casualty claims: investigate, evaluate coverage and liability, set and adjust reserves, negotiate settlements, coordinate litigation, mentor team members, and support claims team management and quality review.

Underwrite and manage a diversified Public Entity and Government portfolio by assessing risk, negotiating terms, maintaining agent/broker relationships, improving portfolio performance, documenting decisions, mentoring underwriters, and driving continuous improvement and targeted marketing to grow profitable business.

The Staff Site Reliability Engineer will lead reliability strategies, manage high-risk initiatives, and enhance engineering standards while ensuring system reliability and operational excellence within a hybrid work environment.

Serve as liaison between sales, delivery, and customers to gather requirements, design and validate end-to-end batch fulfillment solutions, coordinate resources, audit outputs, and ensure program deliverables and timelines are met.

As a Discretionary Trader, you will leverage advanced technology to scale profitable strategies and identify new opportunities, collaborating with a tech team to enhance trading systems.

Lead and manage a team building scalable, resilient distributed and full-stack payment systems. Define technical strategy, drive architecture, deliver cloud-based solutions, mentor engineers, and collaborate with product managers to meet regulatory and performance needs for high-throughput transaction processing.

Lead cross-functional partnerships between product, tech, and risk to maintain transaction processing controls. Design and document process workflows, ensure audit readiness, manage risk assessments and remediation, mentor junior staff, and drive continuous process improvements to reduce manual effort and maintain regulatory compliance.

Lead technical vision and modernize Capital Ones CI/CD One Pipeline, design and implement build/deploy platforms, ensure performance and operability, decompose complex problems, create knowledge artifacts, mentor engineers, and drive cross-organizational engineering excellence.

Lead reliability, performance, and operational excellence for large-scale ad-tech distributed systems. Design and operate monitoring, incident response, capacity planning, automation, and secure production infrastructure. Mentor engineers, influence architecture for production readiness, run on-call rotations, and drive continuous improvement of engineering operations and observability.

Lead and manage a QA team to design and implement QA strategy, automation, and testing frameworks for SaaS and on-prem products. Drive test planning, automation (UI/API), CI integration, metrics reporting, root-cause analysis, and continuous improvement while mentoring engineers and collaborating with cross-functional teams to ensure timely, high-quality releases.

The Sr. Salesforce Architect oversees the design and architecture of Salesforce solutions, collaborates with stakeholders, and drives digital transformation through best practices in development and integration.

Lead go-to-market strategy and joint co-marketing campaigns with high-value national account partners. Own property-level launches, deploy and optimize site-level digital media (Google Ads, Meta, geofencing), and manage performance dashboards and SEM spend. Act as consumer advocate using research and behavioral data, align creative, lifecycle, and events teams, and drive adoption of localized loyalty and reservation integrations to improve location-level performance.

The Go-To-Market Enablement Team Lead manages product launch strategies, communication, and training programs, ensuring effective team enablement and adoption.

Lead U.S. Open Finance sales strategy, revenue growth, pipeline development, strategic customer relationships, ecosystem partnerships, complex negotiations, and market execution. Recruit, coach, and manage high-performing sales teams while coordinating with Product, Marketing, Services, Legal, Compliance, and Customer Success. Monitor industry and regulatory trends, represent Mastercard externally, maintain forecasting and CRM discipline, and influence product and business strategy.