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Director, APAC Go-to-Market

Tailscale· Sales
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Hybrid (Singapore)full-timePosted 1mo ago

About the role

Director, APAC Go-to-Market leading the development and execution of Tailscale's APAC GTM strategy from Singapore, building pipeline, revenue, and a regional team while collaborating with global counterparts.

Responsibilities

  • Own the APAC number. You will be accountable for regional pipeline creation and revenue growth. Establish clear targets, build the plan to reach them, maintain strong forecasting and pipeline discipline, and continuously adjust our approach based on what the data and the market tell us.
  • Build and execute Tailscale’s APAC go-to-market strategy. Determine which markets, customer segments, use cases, and routes to market offer the greatest opportunity for Tailscale. Translate global company strategy into a focused regional plan while recognizing that what works in North America or Europe will not always work in APAC.
  • Build a high-performing regional GTM organization. Recruit, lead, and develop exceptional sellers and other customer-facing talent in the region. Build a team that operates as one APAC organization while remaining tightly connected to its global functional counterparts. Create the culture, operating rhythms, and accountability required for a small regional team to move quickly and perform at a high level.
  • Lead from the front with customers. Personally engage in Tailscale’s most important opportunities in the region. Build relationships with senior technical and business leaders, help the team navigate complex enterprise sales cycles, and serve as executive sponsor for strategic customers.
  • Build Tailscale’s presence in the region. Establish Tailscale as a credible and increasingly visible technology company in APAC. Represent Tailscale with customers, partners, at industry events, and within the broader technology ecosystem.
  • Be the voice of APAC inside Tailscale. Build a strong point of view on regional customers, competitors, partners, buying behavior, and market dynamics. Bring that perspective into company decisions about product, packaging, marketing, partnerships, and future investments.
  • Build the region for the long term. Identify what capabilities and investments we need next, make thoughtful resource tradeoffs, and build systems that can scale beyond the first phase of the Singapore office.

Qualifications

  • Significant experience in enterprise technology go-to-market, with meaningful experience leading Sales or a broader GTM organization across APAC.
  • You have done this before. You have helped build or materially scale an APAC business rather than only operating within an already mature regional organization.
  • A proven track record of owning and exceeding meaningful pipeline and revenue targets in a B2B technology business.
  • Deep familiarity with the APAC technology market and experience operating successfully across multiple countries and cultures, with particularly strong knowledge of Singapore and Southeast Asia.
  • Established relationships within the regional channel and partner ecosystem, along with a track record of turning those relationships into measurable commercial outcomes.
  • A strong network of exceptional GTM talent in the region.
  • Experience leading complex enterprise opportunities personally.
  • Experience selling highly technical products to sophisticated buyers. Experience with infrastructure, networking, security, developer tools, cloud, or adjacent enterprise technology is particularly relevant.
  • Strong commercial judgment and analytical ability. You understand pipeline mathematics, forecasting, unit economics, market prioritization, and where to invest limited resources to produce the greatest return.
  • Strong cross-functional leadership skills. You can lead a regional team while partnering effectively with global Sales, Marketing, Product, Engineering, Customer Success, Finance, and Operations teams.
  • Excellent written and verbal communication and strong executive presence with customers, partners, candidates, and internal leaders.
  • A builder’s mindset. You are comfortable with ambiguity, limited infrastructure, and changing plans, and you know how to introduce enough process and structure to improve execution without slowing the organization down.
  • High agency and low ego. You are willing to personally do the work required to establish the region while simultaneously building an organization that will eventually make you less central to every decision.
  • A strong perspective on how technology GTM is changing in the age of AI and what those changes mean for winning customers and building partnerships in APAC.

Skills

Required:Go-to-Market strategySales leadershipPipeline management

Benefits

  • An inclusive, flexible environment where you can be your authentic self.
  • A competitive total compensation package, including base salary, equity incentive plan and variable commission (for quota-based roles).
  • Comprehensive group benefits with no waiting period (health, vision, dental, and more).
  • Remote first company; some roles may require in-office collaboration.
  • Employer-funded retirement contributions with matching up to 0.75% of eligible compensation.
  • Opportunity to connect with other Tailscalars IRL through retreats and off-sites.
  • Professional development support with $1500 USD annually.
  • Paid time off and a flexible time-off program.
  • Build-your-own home office setup including company-owned laptop choice, internet reimbursement, and $500 to customize your workstation.
  • Paid parental leave with top-ups (20 weeks birthing, 16 weeks non-birthing).
Last updated Sep 17, 2026. Interested? Apply on the company site.

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