Top Tech Jobs & Startup Jobs in Chicago, IL

Lead and scale the iOS mobile platform end-to-end: own architecture, roadmap, delivery, and reliability. Drive major performance and crash-rate improvements, build observability and automated testing, coordinate closely with Product/Design/Backend, and improve EHR integrations and technical debt while establishing mobile engineering processes and execution cadence.

Own end-to-end customer delivery for complex B2B SaaS healthcare implementations. Define scope, manage cross-functional teams, mitigate risks, ensure QA and on-time, in-full go-lives, and transition customers to BAU.

Own end-to-end engineering for a product domain, drive large latency improvements, build observability and model-selection systems, lead execution rituals, translate product goals into deliverables, operationalize continuous quality evaluation, and enforce engineering best practices to ensure reliability and scalability.

Lead and scale Sully.ai's multi-cloud platform by owning provisioning, reliability, and automated deployments. Implement GitOps and IaC, standardize developer tooling and CI/CD, optimize scalability and costs for AI workloads, and deliver measurable platform and engineering efficiency improvements.

Own Sully.ai's go-to-market: build and lead the sales engine, own full sales cycle from outbound to close, hire and scale a high-performing sales team, improve demo conversion, and drive predictable revenue growth through enterprise negotiations and a repeatable GTM playbook.

Lead identification and remediation of security and compliance risks, build and run a Third Party Risk Management program, ensure device and contractor environment compliance, automate processes, and support enterprise negotiations to prevent security from blocking customer acquisition.

Design and build end-to-end sourcing infrastructure and automated outbound workflows, ship LLM-powered candidate evaluation and messaging tools, integrate ATS and enrichment data, run weekly sourcing experiments, and close the loop from outreach to hire to achieve scalable, repeatable technical hiring.

Lead strategy, design, and execution of platform integrations connecting Sully.ai's AI clinicians to EHRs and partner APIs. Build and scale the integrations team, ensure HIPAA-compliant, secure, and reliable connectors, ship SDKs and CI/CD/observability standards, and deliver production EHR connectors while partnering with Product, Clinical, Security, and Customer Success.

Design, implement, and optimize core frontend, backend, and model-integration components. Drive engineering direction, ship and scale LLM-powered applications, build robust APIs and streaming systems, establish CI/CD and instrumentation, and deliver production-grade agentic workflows with measurable reliability and performance.

Build and scale a 24/7 global technical support organization for Sully.ai: design ticketing, SLAs, escalation paths and playbooks; manage incidents and EHR integrations; handle complex escalations; collaborate with Product/Engineering to drive improvements and documentation.