Top Tech Jobs & Startup Jobs in Chicago, IL

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.

Lead enterprise DevOps transformation and platform engineering: design CI/CD and Kubernetes/EKS platforms, implement IaC and automation (Terraform, CloudFormation, CDK), integrate DevSecOps, mentor client teams, build observability and SRE practices, and troubleshoot complex infrastructure and pipelines.

Lead and build the full revenue function: define GTM, own sales and pipeline, hire and scale the sales team, set pricing and ICP, establish CRM and revenue ops, drive outbound and key account relationships, and provide market feedback to shape product.

Lead design and administration of IAM systems (Okta, ConductorOne): integrate SaaS apps for SSO, implement provisioning/SCIM, enforce RBAC and time-based access, run user access reviews, automate workflows with Terraform, monitor/respond to IAM alerts, support onboarding/offboarding, and contribute to security operations, compliance, and audit readiness.