Top Tech Jobs & Startup Jobs in Chicago, IL

Design, scale, and maintain enterprise observability and alerting across multi-cloud and hybrid systems. Build observability stacks (Prometheus, Grafana, GCP observability), automate infrastructure with Terraform/Ansible, integrate CI/CD for containerized workloads on Kubernetes/GKE/OpenShift, optimize Linux systems, and implement SRE practices (SLIs/SLOs/Error Budgets).

Lead BigPanda platform architecture and administration, design GCP telemetry ingestion pipelines, own observability lifecycle (ingest, normalize, dedupe, correlate, enrich), integrate monitoring tools and ITSM, apply AIOps to reduce alert noise and MTTR, and train/mentor engineering teams.

Responsible for hands-on OS modernization (RHEL7 -> EL8/EL9), RPM packaging and packaging migrations (Chef -> CINC), CI/CD hardening, automation of runbooks, Tier-2 incident response, service onboarding to observability stacks (Prometheus/Grafana/Chronosphere/Splunk), and end-to-end bug ownership and documentation. Works closely with SREs and stakeholders through design, rollout, and rollback of large-fleet changes.

Build and maintain Python-first automation and tooling for hyperscale data center, backbone, and out-of-band networks. Operate multi-vendor routing/switching (BGP, IS-IS/OSPF, EVPN/VXLAN, MPLS), implement telemetry and observability (gNMI/OpenConfig, SNMP, flow), codify config-as-code (Jinja2, NETCONF/YANG, REST APIs), carry production on-call, lead incident response and RCA, and support site turn-ups, capacity expansion, and secure change governance.

Design, build, test, and deploy full-stack features across a React frontend, Node.js REST API, and PostgreSQL. Manage GCP infrastructure, Terraform IaC, Docker containers, and CI/CD pipelines. Implement integration and E2E testing, translate Figma designs to responsive UI, and produce technical documentation and API contracts.

Design, implement, and operate hybrid on-prem to Google Cloud network architectures. Troubleshoot routing, DNS, and load balancing; build and manage infrastructure with Terraform; design secure network segmentation and firewall policies; automate provisioning and monitoring to improve reliability.

Lead end-to-end QA for an agentic AI platform: plan tests, write manual and automated E2E cases, run Playwright clusters, test LLM/agent behaviors, integrate tests into CI/CD, triage defects, and drive regression and release sign-off.

Senior, customer-facing escalation engineer for Google Workspace who diagnoses and resolves complex issues, mentors teammates, improves support processes, documents technical assets, and participates in rotational on-call shifts within a 24x7 global support environment.

Lead application and platform modernization by deconstructing monoliths into container-based services on GCP. Drive Python and PHP development, implement OpenSSL secure communications, expand metrics and logging (Chronosphere/Prometheus/Grafana, Splunk), manage OS/package migrations, ensure testing discipline, mentor engineers, and collaborate cross-functionally to deliver features and troubleshoot distributed systems.

Lead technical ownership of a globally deployed edge infrastructure for consent and privacy compliance. Design and harden high-performance proxy/CDN components, drive compliance rollouts with risk-mitigation (bucketed rollouts), build platform-agnostic automated tests and CI/CD quality gates, run CDN/WASM proofs-of-concept, mentor teams, and translate technical and legal requirements into reliable production systems.