Raj Singh
Customer Success Engineer at Tailscale
Saint Petersburg, Florida, United States
Summary
🤩
Rockstar🎓
Top SchoolRaj Singh is a Customer Success Engineer with nine years of experience helping enterprises deploy and scale cloud-native and Zero Trust networking solutions. Currently at Tailscale, he translates complex Kubernetes, Linux, and hybrid-cloud networking challenges into resilient, automated platforms for demanding use cases like GPU training clusters and secure CI/CD pipelines. Previously at Isovalent he managed production reliability for Cilium Enterprise customers including OpenAI and Snowflake, improving troubleshooting through automated repro environments and knowledge automation. Raj combines a computer engineering foundation with hands-on platform engineering experience at Hyatt and Casey’s, where he built observability pipelines, network monitoring for thousands of sites, and OpenShift deployments. Based in Saint Petersburg, FL, he’s especially adept at turning messy, security-sensitive environments into repeatable, production-ready systems. Beyond operations, he has a track record of reducing technical debt and operational risk by codifying runbooks and automating monitoring and incident response.
9 years of coding experience
4 years of employment as a software developer
Bachelor's degree, Computer Engineering, Bachelor's degree, Computer Engineering at Iowa State UniversityGeneral Educational Development, General Educational Development at Wayzata High School
English, Hindi
Github Skills (29)
vpn10
tailscale10
wireguard10
security10
oauth10
privacy9
musl9
linux8
chroot8
linux-distribution8
toolbox8
kubernetes7
kubernetes-cluster7
containerd7
grpc7
Programming languages (6)
Github contributions (5)
rajsinghtech/homelab
Nov 2023 - Jul 2024
Contributions:313 pushes, 2 branches in 8 months
rajsinghtech/portfolio
Oct 2022 - Mar 2025
Personal Website hosted on Github Pages
Contributions:2 PRs, 60 pushes, 2 branches in 2 years 5 months
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