JobsSupportCustomer Support Engineer (Tier 1)
Tailscale

Tailscale

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Support

Customer Support Engineer (Tier 1)

RemoteJuniorPosted Aug 22, 2026
DNSTCP/IPLinuxmacOSWindows+3 more

About this role

Join Tailscale as a Tier 1 Support Engineer, serving as the primary technical resource for users facing configuration and networking challenges. You'll manage a high-velocity ticket queue while troubleshooting across macOS, Windows, Linux, and mobile platforms in a fully distributed, remote-first team.

Must have

Foundational understanding of networking fundamentals including DNS, IP addressing, firewalls, and routing

Proficiency troubleshooting across macOS, Windows, Linux, and mobile operating systems

Some familiarity with Jira and Slack for internal workflows and team communication

Excellent written communication skills with ability to explain complex technical concepts clearly

Proactive approach to learning new technologies and staying current with evolving infrastructure tools

Natural tinkerer's mindset demonstrated through personal projects, homelabs, or open-source contributions

Technologies

LinuxJiraWindowsmacOSDNSTailscaleTCP/IPSlack

Responsibilities

Act as primary technical resource for less complex issues resolving configuration and networking challenges

Manage high-velocity ticket queue meeting targets for time to first response and time to resolution

Drive positive user outcomes and maintain high CSAT scores through clear helpful technical guidance

Balance high volume of daily ticket replies while maintaining technical depth for complex networking issues

Partner cross-functionally to identify recurring friction points and advocate for user experience improvements

Benefits

EquityFlexible time offPaid parental leaveHealth insuranceDental insuranceVision insuranceRetirement benefits with matchHome office allowanceRemote workProfessional development

Amenities

Choose your own company-owned laptop Mac or PCMonthly home internet reimbursement$500 USD to customize your workstation$1500 USD annually for professional developmentAnnual company retreat and team off-sitesCorporate co-working program access to WeWork and similar spacesMentorship coaching and internal promotion opportunities

Recruitment process

1

Reports directly to the Tier 1 Support Team Lead

2

Fully distributed remote-first company founded in 2019

3

Backed by Accel, CRV, Insight, Heavybit, and Uncork Capital

4

Salary range represents target for new hire base salary with individual offers varying by experience

5

Uses AI-assisted tools for screening with all hiring decisions made by people