Tailscale
Tailscale Benefits Overview
Compensation + Benefits
Offers 401(K)
Offers life insurance
Offers disability insurance
Offers company equity
Offers dental insurance
Offers health insurance
Offers mental health benefits
Offers Flexible Spending Account (FSA)
Offers vision insurance
Offers Health Savings Account (HSA)
Provides family medical leave
Offers generous parental leave
Work-Life Balance + Wellbeing
Offers company-sponsored outings
Offers an Employee Assistance Program (EAP)
Offers generous PTO
Provides paid sick days
Provides military leave
Provides paid holidays
Provides bereavement leave
Offers unpaid extended leave
Career Growth + Development
Provides customized development tracks
Company Culture
Utilizes a flexible work schedule
Offers a remote work program
Recently posted jobs
Software
Manage and expand existing customer accounts through upsells and renewals. Build pipeline, forecast revenue, educate customers on product features, drive adoption, and create mutual success plans. Partner with Solutions Engineering, Customer Success, Support, Marketing, and Product teams while presenting to senior stakeholders and managing multiple opportunities to quota attainment.
Software
Own an enterprise sales territory, generating new business and expanding existing accounts. Manage the full sales cycle, from outbound prospecting through close, while developing strategic account plans and navigating complex technical, security, procurement, and legal processes. Build relationships with security, infrastructure, engineering, compliance, and executive stakeholders. Lead cross-functional teams and drive customer adoption, organizational standardization, and long-term account growth.
Software
Build and operate infrastructure and shared engineering services for internal teams and Tailscale’s product. Responsibilities include improving observability, CI/CD, cloud infrastructure, managed services, Kubernetes, and service automation; designing, testing, and documenting software components; participating in incident response; supporting customer escalations; and improving system efficiency, scalability, and stability.
