Customer Success Engineer

Tailscale

Customer Success Engineer at Tailscale bridging technical capabilities and customer needs. Ensure customer onboarding and long-term adoption of Tailscale's products.

Posted 7/9/2026full-timeRemote • 🇺🇸 United StatesMid-LevelSenior💰 $150,000 - $250,000 per yearWebsite

Tech Stack

Tools & technologies

AWSAzureCloudDockerGoogle Cloud PlatformKubernetes

About the role

Key responsibilities & impact

Lead and manage the onboarding process for new strategic customers.
Offer technical support for customers, diagnosing and resolving issues across Tailscale's platform.
Conduct QBRs with customers to review usage, success metrics, and future goals.
Build strong relationships with customers, acting as a trusted advisor.
Serve as the voice of the customer internally, relaying feedback and insights.
Work closely with sales, product, engineering, and support teams.
Develop and maintain a repository of technical documentation, FAQs, and guides.

Requirements

What you’ll need

6+ Years in a technical role with minimum 2 years of customer-facing experience (Solutions engineer/architect, Sr. Support Engineer, etc.)
Experience working with enterprise customers in a consultative capacity
Strong understanding of networking, VPNs, and security principles.
Experience with cloud infrastructure (AWS, GCP, Azure)
Experience with tools like Docker, Kubernetes, and other DevOps technologies
Ability to clearly explain complex technical concepts to a diverse audience
Strong written and verbal communication skills
Analytical mindset and troubleshooting skills
A passion for delivering excellent customer service
Ability to manage multiple customer accounts and prioritize tasks
A collaborative mindset to work cross-functionally.

Benefits

Comp & perks

An inclusive, flexible environment where you can be your authentic self.
A competitive total compensation package.
Comprehensive group benefits with no waiting period.
Remote first company—most of our teams work fully remotely.
Employer-funded retirement contributions.
Connect with other Tailscalars IRL.
Support for your personal and professional development.
Paid time off and a healthy work-life integration.
A build-your-own home office setup.
Paid parental leave program.

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills & Tools

NetworkingVPNCloud InfrastructureAWSGCPAzureDockerKubernetesTroubleshootingTechnical Documentation

Soft Skills

Customer ServiceAnalytical MindsetCollaborationRelationship BuildingPrioritization