Tailscale
·Product Management
Lead Tailscale's dataplane platform, the critical layer carrying traffic for 7M+ devices. Define roadmap for WireGuard, DERP relays, subnet routers, exit nodes, and App Connectors. Drive performance SLOs, reliability, and connectivity across complex enterprise networks.
10+ years in product management owning networking, transport, edge, or infrastructure products at scale
Deep networking fluency across the stack from L4 routing to application layer proxies and DNS
Demonstrated ability to define performance commitments and customer-facing SLOs
Experience with CDNs, edge platforms, SD-WAN, overlay networks, cloud networking, or service mesh
Set vision and roadmap for Tailscale dataplane including WireGuard, DERP, subnet routers, and exit nodes
Define performance and reliability as customer-facing product requirements
Own connectivity product strategy end to end including regional expansion and capacity planning
Drive roadmap for operational primitives like subnet routers, exit nodes, and Peer Relays
Own application-layer connectivity surface including App Connectors, Services, DNS, and network segmentation
Own operator control surface for network engineers and IT admins across admin console and CLI
Partner with embedded Network Features design lead on product surfaces
Own connectivity behavior across full matrix of NAT types, OSes, mobile carriers, and enterprise firewalls
Partner with GTM, Customer Success, and Solutions Engineering on enterprise deals
Represent Tailscale's dataplane externally as credible domain authority
Reports directly to VP Product, Ross Kukulinski
Fully distributed company founded in 2019
Backed by Accel, CRV, Insight, Heavybit, and Uncork Capital
Dataplane carries traffic for over 7 million monthly active devices
Annual professional development budget of $1500 USD
Company retreat and team off-sites for in-person connection
AI-assisted tools used in hiring process with human decisions
60,820 – 76,025 CAD
/ year
130,000 – 200,000 CAD
/ year
96,197 – 119,377 CAD
/ year
166,000 – 224,000 USD
/ year
128,400 – 173,700 CAD
/ year