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
Provide high-touch executive support to the VP of Engineering: manage complex calendars, meetings, travel, and communications; coordinate cross-functional initiatives and projects; prepare briefings and presentations; track decisions and action items; improve operational processes and systems; partner with CTO Chief of Staff and other leaders to drive organizational effectiveness in a distributed, fast-moving engineering organization.
Software
Develop and maintain Tailscale's Windows client and contribute to cross-platform client and backend code. Build UI and platform integrations using WinUI/Windows native frameworks, write unit and integration tests, implement Windows platform features while preserving compatibility, and collaborate asynchronously across a distributed engineering team.
Software
Lead resolution of high-severity post-sales escalations: investigate and reproduce complex networking and software issues, run customer calls, collect logs and evidence, create engineering-ready handoff packages, identify systemic patterns, and improve tooling and runbooks to raise Support's technical capability.
