Tailscale · 9 hours ago
Software Engineer, Product Strategy
United States
Full-time
Remote
Mid Level
$143K/yr - $226K/yrTailscale is building the new Internet by delivering software that makes it easy to securely interconnect people and their devices. The Software Engineer, Product Strategy role involves developing proof-of-concepts and working directly with customers to demonstrate Tailscale's platform for connectivity solutions.
Cyber SecurityInformation TechnologyInfrastructureNetwork Security
Responsibilities
Build prototypes and POCs that showcase Tailscale for AI agents/tooling (MCP gateways, LLM proxies, remote servers, etc.)
Work with customers to integrate Tailscale—both for internal adoption (VPN replacement with identity-aware networking) and for embedding into their products to enable secure customer connectivity
Create reference architectures and share your work through documentation, community engagement, and presentations
Rapidly iterate with input from your colleagues and reference customers to incorporate feedback and build solutions that solve emerging, real-world problems
Qualification
Required
Strong at rapid prototyping, explaining technical concepts, and working directly with customers in an exploratory, fast-paced environment
Access control: RBAC/ABAC models, session management, MFA, passwordless auth
Technical skills: Go experience is a must; third-party API integrations; basic networking
AI/LLM experience: Use LLMs daily for planning and development; comfortable building tools/apps on top of LLMs
Identity infrastructure: IdP platforms, identity sync/provisioning, and directory services
Authentication protocols: OAuth, OIDC, SAML, SCIM
Experience validating code for production use with security teams
Thrive working independently in a remote environment
Preferred
Python and/or TypeScript
Familiarity with Tailscale networking solutions
Experience with agentic AI tools and security considerations
Background in developer tooling
Understanding of networking challenges in multi-cloud and hybrid deployments
Open source community participation
Benefits
Comprehensive group benefits with no waiting period. Take advantage of coverage for health, vision, dental, and more for you and your family!
Support for your personal and professional development. Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities.
Paid time off and a healthy work-life integration. Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world!
A build-your-own home office setup. You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $1000 USD to customize your workstation to make it your own.
Generous parental leave program from your first day. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups for up to 26 weeks.
Company
Tailscale
Tailscale is a software company that provides zero-configuration virtual private networks (VPNs) for secure connectivity.
Founded in 2019
201-500 employees
H1B Sponsorship
Tailscale has a track record of offering H1B sponsorships. Please note that this does not
guarantee sponsorship for this specific role. Below presents additional info for your
reference. (Data Powered by US Department of Labor)
Distribution of Different Job Fields Receiving Sponsorship
Represents job field similar to this job
Trends of Total Sponsorships
2023 (2)
Funding
Current Stage
Growth StageTotal Funding
$276.37MKey Investors
AccelHeavybit
2025-04-08Series C· $161.37M
2022-05-04Series B· $100M
2020-11-10Series A· $12M
Leadership Team
Avery Pennarun
Co-founder and CEO
David Crawshaw
Co-Founder
Recent News
2025-12-07
2025-11-29
2025-11-11
Company data provided by crunchbase