Principal Product Manager, Dataplane

🕒 3 days ago

🌐 Canada, United States – Remote

🇨🇦 Canada – Remote 🇺🇸 United States – Remote

💵 $264k - $329.6k / year

⏰ Full Time

🔴 Lead

✅ Product Manager

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Tailscale

WebsiteLinkedInAll Job Openings

51 - 200 employees

Founded 2020

☁️ SaaS

🔐 Security

📡 Telecommunications

💰 $100M Series B on 2022-05

SaaS • Security • Telecommunications

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.

📋 Description

• Set the vision and roadmap for Tailscale's 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 deployments • Drive the roadmap for subnet routers, exit nodes, and Peer Relays, including deployment topology, high-availability modes, route management UX, and operational tooling • Own the application-layer connectivity surface covering App Connectors, Services, DNS, and network segmentation • Own the operator control surface across the admin console and CLI for configuring, segmenting, monitoring, and troubleshooting networks at scale • Partner with the embedded Network Features design lead on networking product surfaces • Own connectivity behavior across NAT types, operating systems, mobile carriers, enterprise firewalls, and unusual customer networks • Partner with GTM, Customer Success, and Solutions Engineering on production traffic commitments, regulated deployments, and strategic enterprise deals • Represent Tailscale's dataplane to enterprise customers, cloud partners, infrastructure vendors, and the networking community • Report directly to Tailscale's VP Product

🎯 Requirements

• 10+ years in product management owning networking, transport, edge, or infrastructure products at scale • 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 teams as a peer • Demonstrated ability to define performance commitments and customer-facing SLOs • Experience operating under real production expectations and handling missed commitments • Familiarity with VPN/tunneling protocols such as WireGuard, IPsec, or OpenVPN is nice to have • Familiarity with low-level networking stacks such as kernel, eBPF, or userspace is nice to have • Experience operating globally distributed infrastructure POPs, relays, and edge nodes is nice to have • Familiarity with subnet routing, BGP, MPLS, cloud VPC peering, or data residency constraints is nice to have • Experience with service mesh, API gateways, DNS, proxies/connectors, or network segmentation and policy is nice to have • Track record building admin console and CLI operator control surfaces is nice to have • Background in regulated industries is nice to have • Public technical writing, conference talks, or open-source networking contributions are nice to have • Hands-on experience with Tailscale at work or home is nice to have

🏖️ Benefits

• Equity incentive plan • Variable commission for quota-based roles • Comprehensive group benefits with no waiting period, including health, vision, and dental coverage for employees and families • Flexible remote-first work environment • Virtual and in-person social events • Corporate co-working program • Employer-funded retirement contributions matching contributions dollar-for-dollar, up to 0.75% of eligible compensation annually • Annual company retreat and team off-sites • Team travel and distributed collaboration • $1500 USD annually for professional development • Mentorship, coaching, and internal promotion opportunities • Flexible paid time off program • Company-owned laptop, with choice of Mac or PC • Monthly home internet reimbursement • $500 USD home office workstation customization allowance • Paid parental leave top-ups: 20 weeks for birthing parents and 16 weeks for non-birthing parents • Accessible and inclusive hiring process with accommodations available