Job Url: https://www.remoterocketship.com/company/tailscale/jobs/software-engineer-product-strategy-united-states-remote

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Tailscale
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Tailscale is a company that provides a modern VPN solution founded on WireGuard technology, simplifying networking by creating secure, software-defined networks that connect users, services, and devices with ease. By eliminating the complexities of legacy VPNs, Tailscale offers secure remote access, site-to-site networking, and multi-cloud networking, all while ensuring user-friendly, quick deployment without complex configurations. 

Recognized for enabling zero-trust environments and seamless workflows, Tailscale supports robust security features such as automated user onboarding, encryption, and access control lists (ACLs). This tool is particularly popular for both enterprise and personal use, praised for its integration capabilities and ease of use, making secure networking accessible anywhere, regardless of infrastructure. 

Security • Privacy • Log Processing • Connectivity • Remote Access


51 - 200 employees


Founded 2020

☁️ SaaS

🔐 Security

📡 Telecommunications

💰 $100M Series B on 2022-05

Software Engineer - Product Strategy
5 minutes ago

🇺🇸 United States – Remote

⏳ Contract/Temporary

🟡 Mid-level

🟠 Senior

🧑‍💻 Full-stack Engineer

Cloud

Open Source

Python

TypeScript

Go

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📋 Description
• About Tailscale
• Tailscale is building the new Internet by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are.
• We're seeking a skilled software contractor to join our Product Strategy team, reporting directly to the Chief Strategy Officer.
• You'll demonstrate why Tailscale should be the default connectivity solution for AI/MCP environments by building compelling proof-of-concepts and enabling customer integrations.
• Develop proof-of-concept applications that showcase Tailscale as the ideal connectivity layer for AI agents and tooling (e.g. remote MCP servers)
• Work directly with customers to help plan & build integrations that highlight Tailscale's advantages
• Create compelling demonstrations of secure, seamless MCP server connectivity via Tailscale
• Engage with the Model Context Protocol community to evangelize Tailscale solutions
• Build reference architectures showing Tailscale's benefits for AI infrastructure use cases
• Document and communicate the strategic value proposition of Tailscale for MCP use cases

🎯 Requirements
• Strong proficiency in Go and / or Python (bonus TypeScript)
• Experience building integrations and working with third-party APIs
• Experience using LLMs with day-to-day coding tasks as well as building tools or apps on top of LLMs
• Ability to rapidly prototype and create compelling technical demonstrations
• Strong storytelling skills to communicate technical value propositions
• Customer-facing communication and presentation abilities
• Comfortable working independently in a remote environment
• Familiarity with Tailscale networking solutions
• Experience with AI tooling and MCP server development
• Background in developer tooling and/or or solution architecture / engineering
• Understanding of networking challenges in multi-cloud and hybrid deployments
• Open source community participation

🏖️ Benefits
• Competitive contractor rates
• Flexible schedule and fully remote work
• Travel opportunities to represent Tailscale at industry events
• Direct impact on positioning Tailscale in the growing AI ecosystem
• Opportunity to shape emerging AI connectivity standards
• An inclusive, flexible environment where you can be your authentic self.
• A competitive total compensation package.
• Comprehensive group benefits with no waiting period.
• All-remote with the opportunity to work from anywhere
• 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.
• Generous parental leave program from your first day.

Apply Now