Josh Symonds

Go Kubernetes AWS Terraform GitOps LLM Orchestration Observability

Experience

CrossnoKaye

Santa Barbara, CA
Principal Infrastructure Engineer Jan 2021 – Present
  • Go Services & Tooling: Built production Go services and CLI tools using Goa: K8s service proxy, BDD end-to-end testing framework, and unified developer CLI — tools used daily across a 30+ microservice platform.
  • GitOps & Platform: Architected Flux CD infrastructure across multiple AWS EKS clusters for an industrial IoT platform with real-time monitoring, AI diagnostics, and edge computing. Owned environment promotion and rollback patterns.
  • Infrastructure: Built Terraform modules for EKS, IAM, ECR, and Route53. Deployed self-hosted PaaS and ChatOps deployment bot. Integrated Tailscale and WireGuard for edge networking.
  • Edge Platform: Built OS-level deployment framework for IoT agents: custom k3os distro with automated provisioning and Flux CD for GitOps to edge. Led migration to Talos Linux for improved security.
  • LLM Enablement: Created weekly “Cooking with LLMs” workshops teaching engineering org to leverage AI tools. Built Core Services function from scratch: operating model, governance, and cross-org sponsorship.

Capital Markets Gateway

Chicago, IL
Senior DevOps Engineer & CISO June 2019 – Dec 2020
  • Kubernetes: Built custom operators, Helm charts, and multi-region failover on Azure AKS. Deployed Istio for mTLS and canary deployments.
  • Security: Designed NIST CSF and ISO 27001 programs. Passed audits by major financial institutions. Wrote custom Terraform providers.

M1 Finance

Chicago, IL
Chief Information Security Officer Aug 2015 – Oct 2019
  • Zero to Scale: Built greenfield AWS infrastructure that scaled M1 from zero to over a million customers and billions in AUM. Owned all deployment pipelines, CI/CD, and production systems.
  • Kubernetes: Deployed and operated bare-metal Kubernetes clusters. Led migration to AWS managed EKS when it became production-ready.
  • Security Program: Built M1’s security program from scratch. Implemented SOC 2 controls, handled incident response, managed vendor assessments.

Symonds & Son

Chicago, IL
Founder & President 2011 – Present
  • LiveWorld: Infrastructure consulting for enterprise social media platform. Manage EKS, Terraform, and observability stack. Led Ruby 3 migration across 3 production Rails apps (60k+ LOC).

Projects

Afterlight

Go, SvelteKit, PostgreSQL, pgvector

Multi-agent LLM orchestration engine. 196k lines of Go: phase-based state machine with tool-mediated LLM control, real-time SSE streaming, pgvector semantic search, and research-backed drama management. Custom test harness for deterministic LLM scenario testing.

Education

University of Chicago

Chicago, IL
BA in East Asian Languages and Civilizations 2001 – 2005