Remote opportunity at
TailscaleForward Deployed Engineer
Tailscale builds software that connects devices securely and easily for users ranging from hobbyists to major multinational corporations. Operating as a fully distributed company founded in…
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About This Role
Tailscale builds software that connects devices securely and easily for users ranging from hobbyists to major multinational corporations. Operating as a fully distributed company founded in 2019, the organization is backed by multiple prominent venture capital firms. As a Forward Deployed Engineer reporting to the Team Lead of Customer Success Engineers, you will act as a primary technical bridge for strategic clientele. This position suits an experienced technologist with strong…
Job Description
Tailscale builds software that connects devices securely and easily for users ranging from hobbyists to major multinational corporations. Operating as a fully distributed company founded in 2019, the organization is backed by multiple prominent venture capital firms.
As a Forward Deployed Engineer reporting to the Team Lead of Customer Success Engineers, you will act as a primary technical bridge for strategic clientele. This position suits an experienced technologist with strong customer-facing skills who can drive platform adoption, guide implementation, and represent the voice of the buyer internally across sales, product, engineering, and support teams.
You will manage onboarding journeys, run quarterly business reviews, build documentation, and solve intricate technical challenges related to cloud infrastructure and networking principles. The position offers a total compensation package including base salary, equity, and commission linked to quarterly sales milestones, alongside comprehensive employee benefits and remote flexibility.
Responsibilities
- Manage the onboarding process for new strategic accounts to drive product adoption
- Provide technical support, troubleshooting, configuration, and integration help
- Conduct quarterly business reviews to evaluate usage metrics, goals, and expansion opportunities
- Advise users on best practices tailored to their specific business use cases
- Relay user feedback to product and engineering departments
- Collaborate across sales, engineering, product, and support teams
- Create and maintain technical guides, FAQs, and self-service documentation
Requirements
- Minimum of six years in a technical role
- At least two years of customer-facing experience in positions such as Solutions Engineer, Solutions Architect, or Senior Support Engineer
- Consultative enterprise client experience
- Familiarity with networking, security principles, and virtual private networks
- Working knowledge of cloud infrastructure platforms including AWS, GCP, and Azure
- Experience with DevOps tools like Docker and Kubernetes
Core Skills
Benefits
- Base salary, equity incentive plan, and variable commission tied to sales targets
- Comprehensive group health, dental, and vision benefits with no waiting period
- Employer-matched retirement contributions up to 0.75 percent of eligible compensation
- Flexible paid time off program
- Annual professional development stipend of 1500 USD
- Company-owned laptop and a monthly home internet reimbursement
- 500 USD allowance for home workstation customization
- Paid parental leave providing 20 weeks for birthing parents and 16 weeks for non-birthing parents
- Access to corporate co-working spaces such as WeWork and annual company retreats
Frequently Asked Questions
Answers are based only on the employer’s listing; where it doesn’t say, neither do we.
Is this position remote?
Yes, Tailscale operates as a remote-first company where most teams work fully remotely.
What is the salary range for this role?
The target OTE pay range, which includes base salary and variable compensation for hitting quarterly sales targets, is USD 201,000 to 335,000 per year.
What kind of experience is required?
Candidates need at least six years in a technical role, with a minimum of two years spent in a customer-facing capacity such as a solutions architect, solutions engineer, or senior support engineer.
How do I apply or request hiring accommodations?
The posting does not specify the exact application submission mechanism, but notes that candidates needing accommodations during the recruitment process should contact their recruiter.
Sample Interview Questions
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