Principal Product Manager

Responsibilities

• Set the vision and roadmap for the Tailscale dataplane, including WireGuard behavior, DERP relay expansion and capacity, subnet routers, exit nodes, and client-side networking.
• Define performance and reliability as customer-facing product requirements.
• Own connectivity product strategy end to end, including regional expansion, capacity planning, relay health observability, enterprise and private DERP/Peer Relay offerings, and sovereign or regulated deployment requirements.
• Drive the roadmap for subnet routers, exit nodes, and Peer Relays, including deployment topology, high-availability modes, route management UX, and production operational tooling.
• Own the application-layer connectivity surface, including App Connectors, Services, DNS, and network segmentation.
• Own the operator control surface used by network engineers and IT administrators to configure, segment, monitor, and troubleshoot networks at scale across the admin console and CLI.
• Partner with the embedded Network Features design lead to turn networking systems into clear product experiences.
• Own connectivity behavior across NAT types, operating systems, mobile carriers, enterprise firewalls, and complex customer networks.
• Partner with GTM, Customer Success, and Solutions Engineering on production traffic commitments, regulated deployments, and strategic enterprise deals.
• Represent the dataplane externally to enterprise customers, cloud partners, infrastructure vendors, and the networking community.

Requirements

• 10+ years of product management experience owning networking, transport, edge, or infrastructure products at scale.
• Experience with products such as CDNs, edge platforms, SD-WAN, overlay networks, cloud networking, service mesh, API gateways, DNS/traffic management, or identity-aware proxies.
• Deep networking fluency across routing, NAT traversal, MTU/MSS, congestion, latency, packet loss, overlay routing, proxies, connectors, DNS, and network segmentation.
• Ability to engage engineers across networking and application-layer teams as a peer.
• Demonstrated ability to define performance commitments and customer-facing SLOs and operate under production expectations.

Nice to Have

• Familiarity with VPN and tunneling protocols such as WireGuard, IPsec, and OpenVPN.
• Familiarity with low-level networking stacks, including kernel, eBPF, and userspace technologies.
• Experience operating globally distributed infrastructure POPs, relays, and edge nodes, including capacity planning and regional expansion.
• Familiarity with subnet routing, BGP, MPLS, cloud VPC peering, or data residency constraints.
• Experience with application-layer connectivity, including service mesh, API gateways, DNS, proxies/connectors, or network segmentation and policy.
• Experience building admin console and CLI control surfaces for configuring and troubleshooting networks at scale.
• Background in regulated industries such as finance, healthcare, or government.
• Public technical writing, conference talks, or open-source networking contributions.
• Hands-on experience with Tailscale at work or home.

Compensation and Benefits

• US base salary range: $197,000–$246,000 USD. Individual offers may vary based on experience and skill set.
• Compensation includes base salary, equity, and comprehensive benefits.
• Health, vision, dental, and other group benefits with no waiting period.
• Remote-first work environment with virtual and in-person social events and a corporate co-working program.
• Employer-funded retirement contributions, matching employee contributions dollar-for-dollar up to a maximum annual employer contribution equal to 0.75% of eligible compensation.
• Annual company retreat, team off-sites, and support for intentional in-person connection.
• $1,500 USD annually for professional development.