Tyler Cloke is a senior infrastructure engineer with 13+ years building and operating large-scale distributed systems, currently leading cloud migrations and platform work at Squarespace. He architected and executed a zero-downtime migration of hundreds of on-prem MongoDB clusters to GCP, rewrote legacy Ansible into a cloud-native Terraform and Golang stack, and built Git-driven self-service automation that eliminated 20+ hours/week of manual toil. Comfortable in the trenches, he blends deep database and distributed-systems expertise (MongoDB/Postgres, Kubernetes, Golang) with strong operational discipline and extensive testing to keep user-facing SLAs intact. Previously at Styra and Chef he delivered IAM, observability, and policy-driven integrations, and made meaningful open-source contributions to Chef projects around testing, packaging, and error handling. He favors hard operational problems where automation must be both safe and auditable, and mentors teams while defining multi-quarter roadmaps. Based in San Diego with a BS in Computational and Applied Mathematics, he has a track record of turning complex infra challenges into reliable, developer-friendly platforms.
14 years of coding experience
16 years of employment as a software developer
Bachelor of Science (BS), Computational and Applied Mathematics, Bachelor of Science (BS), Computational and Applied Mathematics at University of Washington
Open Source Software for use in Omnibus built packages
Role in this project:
DevOps Engineer
Contributions:23 commits, 18 PRs, 42 pushes in 2 years 10 months
Contributions summary:Tyler primarily focused on updating software definitions within the `omnibus-software` repository. Their contributions involved adding and modifying software configurations for various packages, including `keepalived`, `gecode`, `nagios-plugins`, and `rust`. The changes demonstrate a focus on maintaining package versions and dependencies, and some of the work involved addressing build and linking issues related to dependencies. The user also incorporated changes to integrate FIPS support in the `stunnel` software definition.
Chef Infra, a powerful automation platform that transforms infrastructure into code automating how infrastructure is configured, deployed and managed across any environment, at any scale
Role in this project:
Back-end Developer & DevOps Engineer
Contributions:102 commits, 28 PRs, 89 pushes in 5 years
Contributions summary:Tyler contributed to the Chef Infra project by implementing improvements to error reporting and handling within the Chef codebase. They added error inspectors, updated error handling in several key files and incorporated database integration for error reporting. The user also touched upon security enhancements and worked on improvements to the test suite, indicating a focus on code quality and stability. These efforts demonstrate a deep understanding of the project's internal architecture and operational aspects.
automationchef-infrachefdevopscfgmgt
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