Drimva

Tailscale

Forward Deployed Engineer

Remote (Canada) +2 · Remote · Full-time · Posted Aug 17, 2026

Location
Remote (Canada)
Canada
United States
Experience
6+ years in a technical role, with a minimum of 2 years of customer-facing experience.

About the job

Works directly with strategic customers to develop tailored technical solutions, support onboarding and adoption, and guide successful use of Tailscale.

What you'll do

  • Design custom integrations, tooling, and network architectures, then turn successful solutions into reusable assets.
  • Lead customer onboarding, provide technical support and guidance, and conduct quarterly business reviews.
  • Represent customer feedback internally and collaborate across teams to improve customer outcomes.

What they ask for

  • 6+ years in a technical role, including at least 2 years of customer-facing experience.
  • Experience working with enterprise customers in a consultative capacity.
  • Strong understanding of networking, VPNs, and security principles.
  • Prior customer-facing technical experience at a SaaS company, such as Technical Support Engineer, Solutions Engineer/architect, or Customer Success Engineer.

Pay

$201,000 — $335,000 CAD (total pay, OTE)

Tools

AWS, GCP, Azure, Docker, Kubernetes

Model-written summary · the original posting is authoritative

First seen Oct 27, 2026 · Last verified Nov 4, 2026 (UTC)