Tailscale is revolutionizing the Internet with software that securely connects people and devices, regardless of their location. From individual hobbyists to large multinational corporations, teams of all sizes use Tailscale to protect their networks, share internal tools, and more. Founded in 2019 and operating fully remotely, Tailscale is supported by leading investors including Accel, CRV, Insight, Heavybit, and Uncork Capital.
Role Overview: We are seeking a full-time Technical Support Engineer to join our growing team. In this role, you will provide high-quality technical support to individuals, teams, and organizations using Tailscale. You will be part of a collaborative team focused on delivering exceptional support and resolving issues in partnership with Sales, Product, and Engineering teams. As an early-stage, fully remote company, we value motivated individuals who excel in asynchronous work environments and are eager to leverage their specialized skills.
Key Responsibilities:
Develop deep expertise in Tailscale’s product, including Access Control, Authentication, and Routing features.
Manage and resolve customer support requests related to product issues.
Collaborate with Customer Success, Sales, and Engineering teams to ensure successful product deployment.
Work with the Engineering team to debug and address customer issues.
Requirements:
4+ years of experience in technical support roles.
1+ years of experience with networking concepts, including subnets and routing. CCNA certification or equivalent is a plus. Familiarity with Tailscale is highly advantageous.
Strong interpersonal and team communication skills.
Excellent written communication skills, as much of the role involves email and forum-based interactions.
A genuine desire to assist customers and partners in solving technical problems.
Compensation:
Base Salary: $97,000—$121,000 USD per year
What We Offer:
An inclusive and flexible environment where you can be your authentic self. We value diverse perspectives and offer flexibility in work schedules to help you balance work and life.
A competitive total compensation package, including base salary, equity incentives, and variable commissions (for quota-based roles).
Comprehensive benefits with no waiting period, covering health, vision, dental, and more for you and your family.
Fully remote work with options to work from anywhere. Enjoy virtual and in-person social events, and use our corporate co-working program to access spaces like WeWork.
Opportunities to connect with team members through annual retreats, team off-sites, or travel budgets for meet-ups in Canada, the US, or the UK.
Support for personal and professional growth with $1500 USD annually for professional development, mentorship, coaching, and internal promotion opportunities.
Flexible paid time off program encouraging 4-6 weeks of vacation annually to support work-life integration.
A customizable home office setup with your choice of company-owned laptop (Mac or PC), monthly internet reimbursement, and $1000 USD to personalize your workspace.
Generous parental leave from day one, including top-ups for up to 26 weeks.
Diversity and Inclusion: We encourage candidates from all backgrounds to apply, including women, people of color, LGBTQ+ individuals, and those with disabilities. We are committed to creating an inclusive environment and supporting all employees.
Application Process: Submit your application through our website. All applicant data is handled in accordance with our Applicant Privacy Policy.
Tailscale is an Equal Employment Opportunity and Affirmative Action employer. We do not discriminate based on race, religion, color, national origin, gender, sexual orientation, gender identity, age, veteran status, disability, or other legally protected characteristics.
