About Tailscale

Tailscale is making safe connection effortless 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.

About the Role

Tailscale is looking for a Director, APAC Go-to-Market to build and lead our GTM business in Asia Pacific, starting from Singapore.

APAC represents an important growth opportunity for Tailscale. We have strong conviction in the region and are looking for a leader who can turn that opportunity into a meaningful, durable business: building pipeline and revenue, developing a strong partner ecosystem, winning strategic customers, and building the team we need to scale.

We are looking for someone who has built a region before and wants to do it again from scratch. You will set the APAC go-to-market strategy, determine where and how we invest, recruit and lead our initial regional team, and be directly accountable for commercial results. You will have significant autonomy to determine what Tailscale needs to win in the region.

You will also be a hands-on commercial leader. You’ll spend time with customers and partners, help shape and close our most important opportunities, and develop a deep understanding of how technology companies need to go to market differently across APAC. You’ll bring those insights back to our global Sales, Marketing, Product, and Engineering teams and help Tailscale become a truly global company.

In this role, you will be able to hire the team you need to succeed. We suspect that will include Sales Development, Account Executives, Solutions Engineering, Customer Engineering, and Partner Marketing, but ultimately we will be open to your recommendation based on expertise. These hires will report directly to you with dotted lines to functional departments in North America and EMEA. You’ll lead that team as a region, while working closely with their functional counterparts elsewhere at Tailscale. This role will report to Tailscale’s President, Kevin Kotecki.

Key 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. Stay close enough to the market to know why we are winning, why we are losing, and what needs to change.

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