Top Tech Jobs & Startup Jobs in Chicago, IL

Build and maintain full-stack features for Marine and RV & Camping platforms, use AI-assisted tools responsibly, collaborate across teams, reduce technical debt, troubleshoot issues, mentor engineers, and write automated tests to ensure production reliability.

Drive cloud cost visibility and optimization across multi-cloud infrastructure. Implement tagging, cost allocation, forecasting, anomaly detection, dashboards, governance, and automation. Partner with engineering and finance to recommend reserved instances, rightsizing, savings plans, and architectural improvements while leveraging AI analytics to surface opportunities and protect service reliability.

Lead a ~10-engineer team to build and modernize cloud-native SaaS for marinas. Stay hands-on with Node.js/React/TypeScript code, drive architecture and migrations, enforce testing/observability/CI-CD, run incident response, recruit and coach engineers, and implement AI-assisted development practices aligned to product goals.

Lead and grow a ~10-engineer team building and modernizing cloud-native SaaS for RV and camping operators. Drive architecture, CI/CD, reliability, AI-assisted engineering practices, migrations from legacy to service-oriented systems, incident response, and measurable engineering KPIs while remaining technically hands-on.

Lead QA for a marine SaaS platform: define test strategy, build and maintain automated and API tests, validate data with SQL, work in CI/CD, investigate defects, use AI-assisted tools, mentor junior engineers, and ensure release readiness across integrations and business-critical workflows.

Lead and build a revenue enablement function and define an AI-native GTM standard. Launch onboarding, ramp, ongoing skill development, manager enablement, content, and certification. Partner with Sales and RevOps to redesign AI-leveraged workflows, establish AI governance and buy-vs-build decisions, and tie enablement programs to measurable revenue outcomes.

Lead a product area for Newbook from discovery through launch: own roadmap and backlog, conduct customer discovery and research (including AI/BI), write epics and acceptance criteria, partner with engineering and design, coordinate cross-functional stakeholders, measure adoption/usage, and iterate to improve product outcomes.

Lead and develop a team of Salesforce admins, developers, and technical contributors to build, maintain, and scale the Salesforce and GTM tech stack. Oversee architecture, integrations, automation, governance, roadmap prioritization, delivery processes, QA, and cross-functional change management while driving AI and automation improvements.

Own full enterprise B2B sales cycles for multi-location self-storage operators: prospect, qualify (MEDDICC), multi-thread across stakeholders, deliver tailored demos, negotiate enterprise contracts/MSAs, use Salesforce and AI sales tools to forecast and manage pipeline, and collaborate with cross-functional teams to close and hand off large strategic deals.