Tailscale

• Serve as the founding regional hire for the Singapore support team, leading the local expansion and recruitment efforts. • Build and establish Tailscale’s company culture and operational standards within the new Singapore region. • Manage day-to-day support operations for a pod of 8-10 Tier 1 and Tier 2 Support Engineers. • Lead the hiring, onboarding, technical mentoring, and career coaching for all direct reports in the region. • Coordinate in-office time to foster team collaboration, establish the local office environment, and support new hires. • Oversee the regional support queue to ensure SLA/SLO adherence, focusing on APAC specific tickets and partnering on global queue health. • Act as an internal escalation point for both complex technical issues and difficult customer situations. • Partner with the VP of Customer Engineering to align regional team outcomes with the broader global strategy. • Analyze regional support data and customer feedback (CSAT) to surface trends and insights to leadership. • Refine support workflows and internal tooling in collaboration with Support and CX Operations. • Conduct regular quality assurance reviews on tickets to maintain high technical accuracy and a consistent brand voice.

• Partner with stakeholders across Marketing, Product Marketing, Brand, SEO, Product, and Engineering to plan and execute web initiatives. • Help shape the website roadmap based on business goals, user behavior, technical opportunities, and performance data. • Identify opportunities to improve site structure, navigation, content discoverability, and user journeys. • Lead and support large-scale web initiatives such as content migrations, site restructures, new page launches, CMS improvements, and website refreshes and redesign efforts. • Audit existing website experiences and recommend improvements for usability, scalability, and conversion. • Ensure projects are clearly scoped, documented, prioritized, and communicated across teams. • Act as a strategic partner to stakeholders while balancing business needs, technical feasibility, and user experience. • Own the website experimentation program using tools like VWO. • Build and maintain an experimentation roadmap aligned to business priorities and conversion goals. • Develop hypotheses grounded in user behavior, analytics, qualitative feedback, and business context. • Launch A/B tests, multivariate tests, personalization campaigns, and UX experiments focused on improving sign ups, conversion rates, user engagement, CTA performance, navigation flows, and landing page performance. • Analyze experiment results and communicate insights, recommendations, and next steps to stakeholders. • Partner with analytics and engineering teams to ensure accurate tracking, measurement, and reporting. • Create a culture of evidence-based decision making through experimentation and iterative improvement. • Translate business goals into actionable web strategies and experiment plans. • Communicate timelines, tradeoffs, risks, and recommendations clearly to stakeholders. • Help establish scalable processes for web requests, experimentation intake, prioritization, and reporting.

• Build and maintain demos, sample apps, reference architectures, tutorials, and technical tools that help developers understand what they can do with Tailscale. • Create technical content for developers, including blog posts, docs, videos, talks, workshops, livestreams, and conference sessions. • Represent Tailscale at events, conferences, meetups, community moments, and developer-facing conversations. • Work closely with engineering, product, marketing, support, and community teams to identify developer friction and turn that feedback into better product experiences. • Help developers understand Tailscale’s core connectivity product, as well as newer product areas such as secure AI access, privileged access management, identity, infrastructure security, and developer tooling. • Contribute to open source projects, examples, and integrations where it makes sense. • Participate in public technical conversations through GitHub issues, pull requests, community forums, social channels, and other developer feedback loops. • Help define what great developer experience looks like at Tailscale, from first touch to production usage.

• Partner with stakeholders across Marketing, Product Marketing, Brand, SEO, Product, and Engineering to plan and execute web initiatives. • Help shape the website roadmap based on business goals, user behavior, technical opportunities, and performance data. • Identify opportunities to improve site structure, navigation, content discoverability, and user journeys. • Lead and support large-scale web initiatives such as content migrations, site restructures, new page launches, CMS improvements, and website refreshes. • Audit existing website experiences and recommend improvements for usability, scalability, and conversion. • Ensure projects are clearly scoped, documented, prioritized, and communicated across teams. • Act as a strategic partner to stakeholders while balancing business needs, technical feasibility, and user experiences. • Own the website experimentation program using tools like VWO. • Build and maintain an experimentation roadmap aligned to business priorities and conversion goals. • Develop hypotheses grounded in user behavior, analytics, qualitative feedback, and business context. • Launch A/B tests, multivariate tests, personalization campaigns, and UX experiments focused on improving sign ups, conversion rates, user engagement, CTA performance, navigation flows, and landing page performance. • Analyze experiment results and communicate insights, recommendations, and next steps to stakeholders. • Partner with analytics and engineering teams to ensure accurate tracking, measurement, and reporting. • Create a culture of evidence-based decision making through experimentation and iterative improvement. • Translate business goals into actionable web strategies and experiment plans.

• 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 report trends to leadership.

• Manage and grow a small, senior team by coaching on live deals, developing judgment and technical depth, and hiring people who make the team better - not just bigger. • Set and uphold a high standard for enterprise discovery, technical evaluations, and successful rollouts that directly impact new customer acquisition and expansion. • Partner closely with Sales as a credible technical counterpart on complex enterprise opportunities, helping shape deal strategy, architecture, and execution quality. • Collaborate across Tailscale to improve how we run proofs of concept, explain technical value, and turn real customer feedback into product direction. • Provide clear, actionable feedback to Product and Engineering grounded in concrete customer use cases and enterprise constraints (not hypotheticals). • Stay current on cloud, DevOps, networking, and security trends, and help the team continue sharpening both technical instincts and communication skills.

• 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 report trends to leadership.

• Manage and grow a small, senior team by coaching on live deals, developing judgment and technical depth, and hiring people who make the team better - not just bigger. • Set and uphold a high standard for enterprise discovery, technical evaluations, and successful rollouts that directly impact new customer acquisition and expansion. • Partner closely with Sales as a credible technical counterpart on complex enterprise opportunities, helping shape deal strategy, architecture, and execution quality. • Collaborate across Tailscale to improve how we run proofs of concept, explain technical value, and turn real customer feedback into product direction. • Provide clear, actionable feedback to Product and Engineering grounded in concrete customer use cases and enterprise constraints (not hypotheticals). • Stay current on cloud, DevOps, networking, and security trends, and help the team continue sharpening both technical instincts and communication skills.

• Build and maintain demos, sample apps, reference architectures, tutorials, and technical tools that help developers understand what they can do with Tailscale. • Create technical content for developers, including blog posts, docs, videos, talks, workshops, livestreams, and conference sessions. • Represent Tailscale at events, conferences, meetups, community moments, and developer-facing conversations. • Work closely with engineering, product, marketing, support, and community teams to identify developer friction and turn that feedback into better product experiences. • Help developers understand Tailscale’s core connectivity product, as well as newer product areas such as secure AI access, privileged access management, identity, infrastructure security, and developer tooling. • Contribute to open source projects, examples, and integrations where it makes sense. • Participate in public technical conversations through GitHub issues, pull requests, community forums, social channels, and other developer feedback loops. • Help define what great developer experience looks like at Tailscale, from first touch to production usage.

• Build and maintain demos, sample apps, reference architectures, tutorials, and technical tools that help developers understand what they can do with Tailscale. • Create technical content for developers, including blog posts, docs, videos, talks, workshops, livestreams, and conference sessions. • Represent Tailscale at events, conferences, meetups, community moments, and developer-facing conversations. • Work closely with engineering, product, marketing, support, and community teams to identify developer friction and turn that feedback into better product experiences. • Help developers understand Tailscale’s core connectivity product, as well as newer product areas such as secure AI access, privileged access management, identity, infrastructure security, and developer tooling. • Contribute to open source projects, examples, and integrations where it makes sense. • Participate in public technical conversations through GitHub issues, pull requests, community forums, social channels, and other developer feedback loops. • Help define what great developer experience looks like at Tailscale, from first touch to production usage.