Top Tech Jobs & Startup Jobs in Chicago, IL

The Staff Software Engineer will architect and implement scalable data systems, collaborate with teams, mentor engineers, and ensure data integrity.

Lead technical vision and architecture for Twilio's conversational AI platform, driving ML/AI Ops, LLM architectures, RAG and agentic systems, inference optimization, contextual engineering, and mentorship while transitioning research into production-grade, compliant, scalable systems.

Senior Software Engineer at Twilio will design, build, and maintain scalable communication systems, collaborate with cross-functional teams, mentor engineers, and contribute to architecture and delivery. Responsibilities include writing high-quality code, improving performance and reliability, shipping product features, and participating in technical planning within a remote-first, inclusive environment.

Lead and mentor a team building Twilio's next-generation low-latency, high-throughput media processing stack. Drive architecture and technical decisions, balance reliability with feature delivery, own performance and reliability targets, collaborate across product and platform teams, reduce technical debt, and establish engineering excellence in testing, code quality, and operations for global real-time media services.

Develop, maintain, and automate Twilio's Compute cloud infrastructure including scalable cloud-native environments, VM orchestration, hardened AMIs, ASG/EC2 management, container images, and OS libraries. Collaborate with architects and engineers, produce IaC-compliant implementations, author documentation and runbooks, participate in on-call rotation, and support legacy and new platform components using automation and best practices.

Lead strategy and roadmap for Twilio’s developer and commerce platforms, turning platform engineering into a proactive, self‑service product. Drive developer experience, APIs/SDKs, deployment tooling, observability, and billing/commerce capabilities. Partner with engineering, architecture, security, and stakeholders to prioritize roadmap, measure adoption and reliability, and reduce support burden through developer portals, golden paths, and data-driven KPIs.

Build, operate, and maintain scalable backend services and Kubernetes clusters across AWS and Azure. Contribute production code, Terraform IaC, CI/CD/GitOps workflows, observability, and testing while learning from senior engineers.

The Software Engineer will design, implement, and maintain real-time services for Twilio's Voice Trust team, ensuring robust and high-throughput communication solutions. Responsibilities include gathering requirements, coding, testing, and on-call support in a distributed production environment using Agile methodologies.

Join Twilio as a Staff Software Engineer to design and build scalable, reliable communication systems. Collaborate with cross-functional teams, mentor engineers, drive technical direction, perform architecture and code reviews, and deliver high-quality production services in a remote-first environment.

Lead architecture and technical roadmap for Twilio's Compliance Experiences platform. Modernize legacy systems into cloud-native microservices, drive AI-augmented development (LLMs/agents), ensure reliability/security at scale, mentor senior engineers, translate regulatory requirements into developer-friendly APIs, and steer cross-team technical strategy and incident remediation.