Top Tech Jobs & Startup Jobs in Chicago, IL

The Director of Product will lead the strategy and execution for Consumer Directed Health products, overseeing teams and driving innovation and operational excellence across product domains.

The Sr. Strategic Sales Manager will develop new business opportunities, manage the sales process, build client relationships, and prepare proposals. Requires a consultative approach and strong sales skills in the B2B payments space.

The Principal AI/ML Engineer will lead the development of AI/ML platforms, drive technology architecture, ensure quality and integration, and provide strategic leadership while managing a team of engineers.

Design, build, and maintain cloud-based big data platforms, pipelines, and tools. Lead scrum teams, implement CI/CD and IaC, apply TDD/BDD, mentor peers, and deliver reliable data processing, quality, and governance solutions to solve risk-related business problems.

The Senior Software Engineer will develop sophisticated cloud-based systems, implement CI/CD automation, mentor peers, and lead technical discussions to enhance product efficiency in risk engineering.

Lead strategy, roadmap, and delivery for partner-facing integrations on the WEX FSM platform. Drive cross-functional collaboration (UX, engineering, DevOps, QA), manage large transformation projects, document requirements and support materials, engage customers as product advocate, present to senior leadership, and mentor junior PMs and BAs. Focus on API-driven integrations and SaaS product excellence.

Manage day-to-day COBRA administration for employer clients, handle billing and inquiries within SLAs, document activity in CRM, escalate and liaise with internal teams, ensure regulatory privacy compliance, produce reports, and maintain client relationships to drive satisfaction and retention.

The Sr. Strategic Sales Manager is responsible for driving B2B payment solutions sales, managing the sales cycle, building relationships, and providing accurate forecasts.

As a Software Engineer, you'll design solutions for employer benefits, build software using modern technologies, and engage in continuous improvement and mentorship within the team.

Drive territory growth across Texas by owning full sales cycles with HVAC, plumbing, and electrical contractors. Build consultative relationships, close complex multi-stakeholder deals across product lines, mentor junior sellers, refine go-to-market strategies, and consistently exceed sales targets while tracking pipeline in Salesforce.