Founding Solutions Engineer

Tailscale

Founding Solutions Engineer partnering with Sales in APAC expansion for Tailscale. Focusing on driving customer engagement and technical solutions in Singapore.

Posted 8/1/2026full-timeSingapore • 🇸🇬 SingaporeMid-LevelSeniorWebsite

Core Competencies

Role fit

Core Competencies

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Demonstrates expertise in customer-facing technical roles, with a strong foundation in networking fundamentals, cloud infrastructure, and zero-trust networking principles. Capable of driving technical engagement and collaboration across teams to achieve strategic business outcomes.

Highest-signal resume keywords

Customer-Facing Sales Engineer ExperienceNetworking Fundamentals (TCP/IP, DNS, Routing, Firewalls)Zero-Trust Networking and IAM IntegrationsCloud Infrastructure Design and Troubleshooting (AWS, GCP, Azure)Technical Storytelling and Communication Skills

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

Networking FundamentalsZero-Trust NetworkingIAM IntegrationsCloud Infrastructure DesignTroubleshooting SkillsCustom Tool IntegrationsTechnical POCsProduct DemonstrationsSales Pipeline ManagementTechnical Documentation

Soft Skills

Outgoing CommunicatorInterpersonal SkillsCollaborationProblem-SolvingAdaptability

Tools & Technologies

AWSGCPAzureDockerKubernetes

Industry Keywords

High-Growth StartupEnterprise Cloud SoftwareNetworkingSecurityCustomer Engagement

Tech Stack

Tools & technologies

AWSAzureCloudDNSDockerFirewallsGoogle Cloud PlatformKubernetesTCP/IP

About the role

Key responsibilities & impact

Act as the pioneering technical voice for Tailscale in APAC, cultivating market presence, initiating customer engagement frameworks, and defining regional technical execution strategies.
Partner closely with AEs to identify, qualify, design, and close new commercial opportunities, managing the regional pipeline effectively to hit and exceed quota outcomes.
Lead discovery workshops, deliver tailor-made product demonstrations, and manage technical POCs that resolve technical objections and shorten sales cycles.
Engage in direct R&D activities such as writing code, developing custom tool integrations, and contributing fixes or features directly back to Tailscale's core product to solve deep technical barriers for strategic regional customers.
Document and synthesize critical field insights, architectural trends, and regional product requirements to provide structured feedback that informs product, engineering, and GTM strategies.
Build reusable demo environments, solution blueprints, technical whitepapers, and objection-handling documentation to uplevel the global Solutions Engineering organization.
Collaborate with adjacent customer-facing technical teams simultaneously building out in Singapore to ensure tight feedback loops, consistent service delivery; partnering together to actively establish and anchor Tailscale’s company culture in the region.
You will focus on building partner relationships that drive measurable results

Requirements

What you’ll need

4-5+ years of experience in a customer-facing Sales Engineer, Solutions Engineer, or Solutions Architect capacity supporting high-growth networking, security, or enterprise cloud software platforms.
Proven success navigating ambiguity as a founding regional hire or operating within an early-stage, high-growth startup culture where process construction and individual ownership are required.
Strong networking fundamentals (TCP/IP, DNS, routing, firewalls) and troubleshooting skills.
Comprehensive understanding of zero-trust networking, secure connectivity, and IAM integrations (SSO, SAML, OIDC).
Hands-on experience designing, provisioning, or troubleshooting infrastructure within major cloud environments (AWS, GCP, and/or Azure) and container environments (Docker, k8s).
Technical storytelling capacity, with an ability to link technical architectural decisions directly to strategic customer/business outcomes, and executive value propositions.
Outgoing communicator with strong interpersonal skills, capable of syncing seamlessly across fully distributed global engineering teams and regional sales groups.
Expectations include travel within APAC as needed to perform the role as well as travel to North America from time to time for internal meetings and global conferences.

Benefits

Comp & perks

An inclusive, flexible environment where you can be your authentic self.
A competitive total compensation package.
Comprehensive group benefits with no waiting period.
Remote first company—most of our teams work fully remotely.
Employer-funded retirement contributions.
Connect with other Tailscalars IRL.
Support for your personal and professional development.
Paid time off and a healthy work-life integration.
A build-your-own home office setup.
Paid parental leave program.