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Forward Deployed Engineer

Tailscale· Customer Success
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Remote$150k - $250kfull-timePosted 2mo ago

About the role

Forward Deployed Engineer at Tailscale acting as the bridge between technical capabilities and strategic customers, guiding onboarding, adoption, and expert technical guidance throughout the customer journey.

Responsibilities

  • Design and build novel solutions to complex customer challenges outside standard deployment patterns (e.g., prototyping custom integrations, tooling, and network architecture; using structured experimentation and testing to validate solutions for bespoke client uses)
  • Turn one-off customer solutions into repeatable, reusable assets such as reference architectures, deployment frameworks, and tooling
  • Lead and manage the onboarding process for new strategic customers, providing training and resources for long-term success
  • 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 and providing best practices and recommendations
  • Serve as the voice of the customer internally to feedback to product and engineering teams
  • Collaborate with sales, product, engineering, and support to ensure smooth handoffs and escalations
  • Develop and maintain a repository of technical documentation, FAQs, and guides for self-serve support

Qualifications

  • 6+ years in a technical role with minimum 2 years of customer-facing experience (Solutions engineer/architect, Sr. Support Engineer, etc.)
  • Experience with enterprise customers in a consultative capacity
  • Strong understanding of networking, VPNs, and security principles; experience with cloud infrastructure (AWS, GCP, Azure) and tools like Docker, Kubernetes, and other DevOps technologies
  • Prior experience in a customer-facing technical role such as Technical Support Engineer, Solutions Engineer/architect, or Customer Success Engineer at a SaaS company
  • Ability to explain complex technical concepts clearly to a diverse audience; strong written and verbal communication skills
  • Analytical mindset and troubleshooting skills; ability to think critically to resolve complex technical issues
  • Passion for delivering excellent customer service and building long-term relationships
  • Ability to manage multiple customer accounts, prioritize tasks, and keep projects on track; strong time management and organizational skills
  • Collaborative mindset to work cross-functionally with product, sales, and engineering teams

Skills

Required:Customer-facing technical communicationNetworking and security fundamentalsCloud infrastructure (AWS, GCP, Azure)Docker and Kubernetes

Benefits

  • An inclusive, flexible environment
  • Competitive total compensation package (base + equity + variable commission for quota-based roles)
  • Comprehensive group benefits with no waiting period (health, vision, dental, etc.)
  • Remote-first company with optional in-office collaboration as needed
  • Employer-funded retirement contributions (match up to 0.75% of eligible compensation)
  • Annual company retreat and in-person collaboration opportunities
  • Professional development support ($1500 USD annually)
  • Paid time off with flexible, paid time off program
  • Build-your-own home office setup (laptop choice, internet reimbursement, $500 for workstation customization)
  • Paid parental leave with top-ups (20 weeks birthing parents, 16 weeks non-birthing)
Last updated Oct 22, 2026. Interested? Apply on the company site.

About Tailscale

Secure Connectivity for AI, IoT & Multi-Cloud

The connectivity platform for devs, IT, and security teams. Zero Trust identity-based access that deploys in minutes and scales to every resource.

SecurityNetworkingZero TrustIdentity-based accessMulti-Cloud
Company profileWebsite

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