Tailscale
SaaS
TeamLead,CustomerSupport
Neural analysis suggests this role is
optimal for Mid candidates.
“Team Lead, Customer Support at Tailscale. Skills: Customer Support Leadership, Technical Mentoring, SaaS Support Operations, Networking Fundamentals, Identity Management & SSO. Manage day-to-day support operations for a team of 8-10 Support Engineers. Lead the onboarding, technical mentoring, and career coaching for all direct reports”
What You'll Achieve.
ensuring Support Engineers are engaged and delivering high quality customer support to all of our users; ensure SLA/SLO adherence, including response and resolution times; Align team activities and outcomes with the strategic roadmap set by the VP of Customer Engineering; identify and report trends to leadership
Industry & Context.
technical troubleshooting; complex technical issues
Remote first company—most of our teams work fully remotely, Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description.
What They're Looking For.
Must Have
4+ years of experience in a technical support role within a SaaS environment, 1+ years of experience in a leadership, management, or formal mentoring capacity, technical background in networking fundamentals (TCP/IP, DNS, firewalls, and routing), Proficiency with networking and security concepts, Experience with identity management and SSO integrations such as Okta, Azure AD, and Google, Previous experience in supporting customers across OS’s (Linux, MacOS, Windows, etc), Proven ability to manage and optimize support workflows across processes and tooling, Data-driven mindset with the ability to track and act on metrics like CSAT, TTFR, and TTR, Excellent communication skills for translating technical concepts to both customers and internal stakeholders, Ability to thrive in a fast-paced environment while managing multiple competing priorities
Nice to Have
k8s a plus
What You'll Do.
Manage day-to-day support operations for a team of 8-10 Support Engineers
and career coaching for all direct reports
Conduct regular 1: 1s and performance management reviews to ensure team alignment and growth
Oversee the support queue to ensure SLA/SLO adherence
including response and resolution times
Act as an internal escalation point for both complex technical issues and difficult customer situations
Align team activities and outcomes with the strategic roadmap set by the VP of Customer Engineering
Partner with Support and CX Operations to refine workflows and improve internal tooling
Perform regular QA reviews on tickets to maintain technical accuracy and brand voice
Analyze support data and customer feedback (CSAT) to identify and report trends to leadership
How You'll Work.
Team & Collaboration
Bridge the gap between frontline technical troubleshooting and strategic alignment; Align your team’s performance with departmental goals; Serve as a voice of the customer to the broader organization; Partner with Support and CX Operations to refine workflows and improve internal tooling; Translate technical concepts to both customers and internal stakeholders
Communication Scope
Excellent communication skills for translating technical concepts to both customers and internal stakeholders
Process & Methodology
Manage day-to-day support operations, Manage and optimize support workflows across processes and tooling, Managing multiple competing priorities
Full Job Description
About Tailscale Tailscale is building the new Internet by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We're building a future for the Internet that's easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we're backed by Accel, CRV, Insight, Heavybit, and Uncork Capital. Job Description We are seeking a Team Lead, Customer Support to serve as a player-coach responsible for the daily operations and professional growth of a team of 8-10 Support Engineers. You will bridge the gap between frontline technical troubleshooting and strategic alignment, ensuring Support Engineers are engaged and delivering high quality customer support to all of our users. Reporting directly to the VP of Customer Engineering, you will align your team’s performance with departmental goals, manage technical escalations, and help serve as a voice of the customer to the broader organization. Key Responsibilities Manage day-to-day support operations for a team of 8-10 Support Engineers. Lead the onboarding, technical mentoring, and career coaching for all direct reports. Conduct regular 1:1s and performance management reviews to ensure team alignment and growth. Oversee the support queue to ensure SLA/SLO adherence, including response and resolution times. Act as an internal escalation point for both complex technical issues and difficult customer situations. Align team activities and outcomes with the strategic roadmap set by the VP of Customer Engineering. Partner with Support and CX Operations to refine workflows and improve internal tooling like Jira, Incident.io, Kapa.ai, and PagerDuty. Perform regular QA reviews on tickets to maintain technical accuracy and brand voice. Analyze support data and customer feedback (CSAT) to identify and
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