T

Tailscale

Connects devices through encrypted private networks

Director Go-to-Market

Full-TimeUpdated on 10/14/2026
No salary listed
Expert
Singapore
Remote
Sales & Account ManagementBusiness Development & Partnerships

About the job

Requirements
  • Significant experience in enterprise technology go-to-market, with meaningful experience leading Sales or a broader go-to-market organization across APAC.
  • Experience building or materially scaling an APAC business rather than only operating within a 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 across multiple countries and cultures, with particularly strong knowledge of Singapore and Southeast Asia.
  • Established relationships within the regional channel and partner ecosystem, and a track record of turning those relationships into measurable commercial outcomes.
  • A strong network of exceptional go-to-market talent in the region and demonstrated ability to attract strong sellers and solutions engineers.
  • Experience personally leading complex enterprise opportunities and materially improving outcomes in customer meetings or deal reviews.
  • Experience selling highly technical products to sophisticated buyers; relevant areas include infrastructure, networking, security, developer tools, cloud, or adjacent enterprise technology.
  • Strong commercial judgment and analytical ability, including pipeline mathematics, forecasting, unit economics, market prioritization, and resource investment decisions.
  • Ability to lead a regional team while partnering effectively with global Sales, Marketing, Product, Engineering, Customer Success, Finance, and Operations teams not directly managed.
  • Excellent written and verbal communication and executive presence with customers, partners, candidates, and internal leaders.
  • A builder’s mindset, comfort with ambiguity, limited infrastructure, and changing plans, and ability to introduce process and structure without slowing execution.
  • High agency and low ego, with willingness to establish the region hands-on while building an organization that can operate less dependently on the role-holder.
  • A strong perspective on how technology go-to-market is changing in the age of AI and the implications for winning customers and building partnerships in APAC.
Responsibilities
  • Own regional pipeline creation and revenue growth by establishing targets, building the plan to achieve them, maintaining forecasting and pipeline discipline, and adjusting based on data and market feedback.
  • Build and execute Tailscale’s APAC go-to-market strategy by determining priority markets, customer segments, use cases, and routes to market, and translating global strategy into a focused regional plan.
  • Recruit, lead, and develop regional sellers and customer-facing talent; create a unified APAC organization connected to global functional counterparts; and establish the culture, operating rhythms, and accountability needed for performance.
  • Personally engage in important regional opportunities, build relationships with senior technical and business leaders, help navigate complex enterprise sales cycles, and serve as executive sponsor for strategic customers.
  • Establish Tailscale’s presence in APAC by representing the company with customers, partners, at industry events, and in the broader technology ecosystem, and develop relationships and market intelligence to identify opportunities.
  • Bring regional customer, competitor, partner, buying-behavior, and market perspectives into company decisions about product, packaging, marketing, partnerships, and future investments.
  • Identify future regional capabilities and investments, make resource tradeoffs, and build systems that scale beyond the initial Singapore office. The role can hire the team needed, potentially including Sales Development, Account Executives, Solutions Engineering, Customer Engineering, and Partner Marketing.

About the company

Tailscale connects people, servers, and applications through encrypted private networks, giving businesses and individuals access to resources across clouds and physical locations. Its software uses WireGuard to encrypt traffic and connects devices directly where network conditions allow, with encrypted relay paths for harder connections. Administrators use identity services and access policies to manage who reaches each resource, without exposing every system to the public internet. The company sells business subscriptions priced by seats, with additional controls for larger teams and a free plan for personal use. Founded in 2019, Tailscale is headquartered in Toronto, Ontario, Canada.

Company Size

201-500

Company Stage

Series C

Total Funding

$275M

Headquarters

Toronto, Canada

Founded

2019

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Simplify Jobs

Simplify's Take

What believers are saying

  • Business adoption creates distribution: Tailscale reports 40,000 businesses using its platform.
  • Employee rewards extend beyond salary: Tailscale lists equity incentives, employer-funded retirement contributions, and ongoing professional development.
  • Customers embed several features: Instacart uses Tailscale for HIPAA-restricted access, split DNS, and third-party IP allowlisting.

What critics are saying

  • Sales roles limit location freedom: Tailscale says some sales teams work in an office a few days weekly.
  • Relay paths constrain performance: Tailscale's documentation says encrypted relay connections are generally slower than direct links.
  • Privilege controls failed: July 2026 disclosure described a patched Linux SSH flaw permitting root access despite user restrictions.

What makes Tailscale unique

  • Customers control device admission: Tailnet Lock requires trusted customer devices to cryptographically sign new devices' keys.
  • Core networking is inspectable: Tailscale publishes its client daemon, command-line tools, and relay server code as open source.
  • Local services reach outside users: Tailscale Funnel publishes a device's service through HTTPS without requiring visitors to install Tailscale.

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Benefits

Health Insurance

Dental Insurance

Vision Insurance

Flexible Work Hours

Remote Work Options

Unlimited Paid Time Off

Parental Leave

Professional Development Budget

Home Office Stipend

Phone/Internet Stipend

Company Equity

Growth & Insights and Company News

Headcount

6 month growth

0%

1 year growth

0%

2 year growth

0%
PR Newswire
Oct 13th, 2026
Speakeasy and Tailscale partner to bring private networking to enterprise MCP gateways

Speakeasy, an AI control plane for enterprise, has partnered with Tailscale to bring private networking to enterprise Model Context Protocol (MCP). Companies can now run Speakeasy's MCP gateway as a node on their own Tailscale network, known as a tailnet. Many MCP deployments still rely on publicly reachable endpoints. With the integration, the public route can be closed, and every request carries the Tailscale user and device identity it came from. Speakeasy adds MCP-specific governance and policy on top of Tailscale's private connectivity. Payments company Polar uses it to keep its internal MCP servers off the public internet. The feature is available now for Enterprise organizations and is rolling out per organization. Tailscale is the first supported private network provider.

The IT Infrastructure Report
Aug 31st, 2026
Tailscale expands from VPN into full connectivity platform.

Tailscale expands from VPN into full connectivity platform. Application Infrastructure August 31, 2026 Highlights. * Tailscale is expanding beyond its original VPN product with new services introduced at its Tailscale Up conference. * The new offerings include DNS Filtering by Control D, Tailscale PAM, Aperture, Aperture Plus, Tailcat, and developer APIs and SDKs. * Tailscale said its identity-based access model now supports services for DNS control, privileged access, AI agents, and software development. Tailscale, which began in 2019 as a VPN provider based on open-source WireGuard technology, is moving beyond its original VPN pitch with a series of new products. The company raised $160 million last year to expand its WireGuard-based VPN platform and used its Tailscale Up conference last week to introduce new services built on identity-based access. Tailscale ties access to a device or user identity rather than to an IP address and applies policy based on that identity to determine what can be reached. The company said that model now underpins a broader set of tools, including DNS Filtering by Control D, Tailscale PAM, Aperture, Aperture Plus, Tailcat, and developer APIs and SDKs. DNS Filtering by Control D is sold and managed through existing Tailscale policy to block malicious and unapproved destinations. Tailscale PAM, now in beta, adds credential injection and just-in-time access for sensitive infrastructure. The company said it acquired Border0 in March 2026, and that Tailscale PAM lets teams grant one-click access to servers, databases, Kubernetes clusters, and web applications without handing out standing passwords or API keys. Aperture is Tailscale's AI gateway and reached general availability at the event. It gives AI agents an identity on a tailnet and routes their model calls and tool use through Tailscale's private network rather than the open internet. Aperture Plus extends the same access model into a browser, works without installing Tailscale as a system-level VPN, and isolates each session. Tailscale also introduced SDKs for Rust, Python, C, C++ and Elixir, along with a Tailnet Creation API and declarative tailnet sharing. company spotlight SoftIron. SoftIron makes the products that underpin the next evolution of IT infrastructure. Its blueprint is radical. Taking full control over design and manufacture of platforms optimised to transform IT infrastructure, its highly integrated products reduce space and energy footprints while delivering extraordinary performance. Challenging traditional IT manufacturing & organisational strategy, IT Infrastructure has developed a model that enables IT Infrastructure to create a more resilient and connected business for the customers IT Infrastructure serve. A commitment to openness, transparency, and simplicity helps address emerging multi-faceted threats while eliminating the vendor "lock-in" so common elsewhere.

Control D
Aug 28th, 2026
Control D is now available through Tailscale.

Control D is now available through Tailscale. Buy Control D directly through Tailscale and filter every device on your tailnet, with different policies by user, group, or tag. Control D can now be purchased directly through Tailscale. Point your tailnet at Control D and every device on it is filtered, with different policies for users, groups, and tags. Teams have been running Control D natively on their tailnets for some years now. While Tailscale connects your devices into a private network and controls what they can reach inside it, Control D handles the other half, providing controls and filters for access to the public internet. Running both meant managing two separate vendors and invoices. Today ControlD Inc is proud to make it official and partner with Tailscale. You can now buy Control D directly through them, and run it across every device on your tailnet from a single vendor. How the partnership works. In Control D, a Profile is the set of rules you want enforced, and an Endpoint is a resolver that enforces one. Every Endpoint has a Resolver ID. Add Control D as a nameserver in the Tailscale admin console, paste the resolver ID in, switch on Override DNS servers, and every device on your tailnet resolves through it, with nothing to install and no network changes. Its docs cover the details. What's new is the commercial side. Tailscale's team handles your day-to-day support, and ours behind them on anything deeper. Policy management stays where it is, in your Control D Dashboard and API. What Control D adds to your tailnet. Threats stopped at the resolver. Control D checks every query against curated threat feeds, then against the domains and IPs those campaigns are built on, so infrastructure caught once stays caught when it resurfaces under a new name. Unknown domains are scored by machine learning and blocked if they look high risk. Control D has consistently ranked first in independent malware filter tests, most recently with a 99.98% block rate. Beyond malware and phishing, 20+ native content categories and over 1,000 services and apps can each be allowed, blocked, or redirected individually for granular policy control. Policies that follow your tailnet. Different parts of your tailnet can enforce different rules. In your tailnet policy file, nodeAttrs maps users, groups, or tags to a Control D Endpoint, so filtering inherits the structure you already built for network access. Tag a machine and its policy follows, without enrolling each device in Control D separately. Where a device inherits more than one tag, priority values decide which one wins. This shares only device hostnames with Control D, and you control how much query data is kept. More than one tailnet. Plenty of teams run several, whether that is production and staging, one per subsidiary, one per department/team, or one per client if you are an MSP. Organizations and Sub-Organizations give each its own policy scope, Shared Profiles push a common baseline across all of them, and delegated administration lets whoever runs one manage it without touching the others. Getting started. Already using Tailscale? Talk to the Tailscale sales team about adding Control D to your plan.

ASCII
Aug 28th, 2026
Tailscale Open sources Tailcat, WireGuard netcat alternative.

Tailscale Open sources Tailcat, WireGuard netcat alternative. 1h ago Open Source Tl;dr. Tailscale releases Tailcat, a userspace tool combining WireGuard encryption and NAT traversal without requiring Tailscale's control plane, enabling encrypted peer-to-peer connections via simple token exchange. Key points. * Tailcat reuses Tailscale's magicsock (NAT traversal), userspace WireGuard, and gVisor netstack without requiring control plane or root access * Connection tokens encode server's WireGuard key and DERP relay info; clients bootstrap through DERP, upgrade to direct P2P UDP when possible

TechDay
Aug 26th, 2026
Tailscale launches DNS filtering add-on with Control D.

Tailscale launches DNS filtering add-on with Control D. Thu, 27th Aug 2026 (Today) Tailscale has launched a DNS filtering add-on for business customers in partnership with Control D. The product is called DNS Filtering by Control D. The add-on lets organisations block malicious, phishing and unwanted domains across users and devices, while applying different filtering profiles through Tailscale policy. Customers can buy the service through Tailscale instead of managing a separate purchasing process. The launch expands the companies' existing relationship and targets a growing security concern for distributed workforces. DNS filtering works when a device requests the address of an internet destination, giving administrators a way to block access before a connection is established. The issue has grown more important as staff connect from home networks, public networks and mobile devices rather than only through office infrastructure. The companies also pointed to automated workloads and AI agents as another area where organisations want tighter control over which outside destinations systems can reach. The Anti-Phishing Working Group recorded more than 970,000 phishing attacks in the first quarter of 2026, up 14% from the previous quarter, according to figures cited by the companies. They also pointed to recent attacks in which compromised home and small-office routers were used to hijack DNS requests. How It Works Organisations can create filtering policies in Control D and assign them through Tailscale policy based on user groups, tags and device attributes. A company could apply one rule set to employees, another to contractors and another to tagged machines running automated tasks. The filtering follows devices connected through Tailscale rather than relying on traffic passing through a central office network. DNS queries are sent directly from the device to Control D using DNS-over-HTTPS, an encrypted method for handling requests. Customers continue to manage blocklists, category filters, exceptions and DNS activity through the Control D dashboard. Organisations that already buy Control D separately can continue using the existing integration. Tailscale placed particular emphasis on DNS controls for AI systems that can browse the web, call application programming interfaces or download software without direct human action. In that setting, administrators may want to limit external destinations for the same reasons they do for employees. "AI agents are just another thing on the network, except they can make a lot of decisions very quickly," said Avery Pennarun, Co-founder and CEO, Tailscale. "If they can browse the web, call APIs, or download software, you need clear limits on where they can go. Tailscale provides the identity and policy context, and Control D can stop connections to known malicious or unapproved domains before they start. That gives organizations a practical guardrail for both people and agents without inspecting the contents of encrypted traffic." Control D said the combined approach brings identity and network policy together in one framework for customers already using Tailscale to manage access. "Tailscale already knows who a user or agent is, what device they're using, and what policy applies to them. Control D is really good at deciding which destinations should and shouldn't be reachable. Putting those together means customers don't have to maintain two separate policy worlds. The same identity that decides what you can connect to can also help decide where you're allowed to connect," said Catt Garrod, COO, Control D. Market Position Tailscale said it is used by more than 30,000 businesses globally, including large technology groups and media companies. Founded in 2019, the company focuses on private network access and identity-based controls built around WireGuard. Control D was spun out of Windscribe in 2021 and is based in Toronto. It sells DNS filtering and security tools to businesses, schools and managed service providers, and said its platform applies policies across major operating systems. The new add-on is available to existing Tailscale business customers through their account teams. Organisations new to Tailscale can register interest to be contacted.