Top Tech Jobs & Startup Jobs in Chicago, IL

Define and drive product strategy and roadmap for high-priority Coursera platform areas (e.g., mobile, AI assessment, enterprise integration). Translate customer insights into scalable solutions, lead execution from ideation through launch, partner with Engineering/Design/Data to deliver AI-powered features, use data to iterate, and mentor peers to build a high-performing product organization.

Lead publisher sales strategy and revenue growth for enterprise/premium publishers. Manage major accounts, negotiate high-value contracts, optimize sales processes, and collaborate with product, marketing, and operations to drive go-to-market execution and publisher success.

Lead Titlewave ecommerce product strategy and execution to optimize discovery, conversion, checkout, and post-purchase. Run experiments, analyze data, conduct customer research, prioritize roadmap, align cross-functional teams, balance educator and content partner needs, and drive measurable revenue and adoption improvements.

Build and maintain end-to-end features across frontend and backend; collaborate with product, operations, sales, and marketing; scope, prototype, test, deploy, and maintain services; write maintainable code and exhaustive tests; participate in code reviews; mentor teammates; estimate and prioritize work; operate effectively in an asynchronous remote environment.

Manage Blue Star Families' Outposts network: vet and select local partners, onboard and train outposts, coordinate programming and evaluation, monitor budgets/contracts and KPIs, support expansion and stakeholder engagement, manage marketing and fundraising support, and drive cross-functional alignment to achieve annual Outpost goals.

Operate and secure scalable infrastructure that processes high-volume benefit payments. Maintain availability under spiky loads, improve CI/CD pipelines and automated releases, own automated security tooling, manage vulnerability detection and network/application security, integrate events into SIEM, and coach engineers to build safe, fast systems.

Build and maintain AI-powered agent workflows and integrations across the GTM stack to automate the customer lifecycle (acquisition, onboarding, adoption, expansion, renewal). Own orchestration, data pipelines, reporting, and partner activation; translate playbooks into measurable systems and partner with revenue teams to reduce manual work and deliver executive-ready insights.

Manage customer relationships and drive profitable B2B growth in the Southeast by identifying and closing new business, delivering technical product demonstrations and value-based solutions, negotiating pricing, using Salesforce for pipeline management, and collaborating with internal teams while ensuring EHS compliance.

Lead enterprise sales for a multi-product SaaS video commerce platform. Own full sales cycle from outbound prospecting to close, build account plans, drive multi-stakeholder conversations with C-levels, align cross-functional teams for integration and success, provide product/GTM feedback, track revenue and pipeline KPIs, and travel to clients and events (~30-40%).

The Senior Penetration Tester will conduct penetration tests, identify security weaknesses, mentor team members, and communicate findings to clients.