For teams who want secure, private networks without weeks of setup and configuration, Tailscale makes it easy. Unlike existing corporate VPNs, Tailscale has no upfront cost, minimal latency, and works with their existing services.
Historical company information from a saved The Jobs API profile (LinkedIn/Crunchbase fields). It is not live-verified; figures may have changed. Missing values remain unknown.
Simple, secure networks for teams of any scale. Built on WireGuard.
For teams who want secure, private networks without weeks of setup and configuration, Tailscale makes it easy. Unlike existing corporate VPNs, Tailscale has no upfront cost, minimal latency, and works with their existing services.
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Tailscale has 37 open jobs in Canada as of November 6, 2026. Top locations: Vancouver and Toronto.
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Tailscale
7+ YOECandidates need 7+ years of product management, ideally on developer-facing infrastructure products. They need strong fluency in cloud-native infrastructure such as Kubernetes, containers, networking and workload identity, plus commercial judgment and experience leading cross-functional teams.
Kubernetes, Tailscale
Tailscale
1+ MgmtCandidates need at least one year of people management experience in B2B SaaS sales, plus a proven record coaching quota-carrying sellers. Strong sales process knowledge, data-driven decision-making, and excellent communication skills are expected.
Tailscale
1+ YOE1+ MgmtCandidates need at least one year of B2B SaaS sales people management experience and a proven record coaching quota-carrying account executives. Strong knowledge of the full sales cycle, data-driven team leadership, excellent communication, and ability to work from Vancouver three days a week are required.
Sales, Lead a team, Coaching, Customer insight, Team leadership, Cold calling
Tailscale
5+ YOECandidates need 5+ years in B2B technology product marketing, communications or analyst relations, including at least one year working directly with analysts. Familiarity with firms such as Gartner and Forrester and strong communication and organizational skills are also required.
Tailscale
3+ YOETailscale needs 3 to 5 or more years of community management, advocacy or developer community experience. Candidates should have strong communication skills, moderation experience and a curiosity about technology.
Discord, Reddit, Common Room
Tailscale
4+ YOECandidates need 4 to 7 years of product management experience owning an identity or security product. They should be fluent in identity protocols such as OIDC, SAML, SCIM, WebAuthn and OAuth, and experienced shipping developer or security tools.
SAML, Microsoft Azure, Google Workspace, Onboarding, Customer insight, Identity and access management
Tailscale
7+ YOETailscale needs a product manager with 7+ years of experience, including direct ownership of an application-layer connectivity product such as reverse proxies, gateways, service mesh, DNS, or secure tunneling. They need a track record of designing complex networking products and making data-informed decisions.
Kubernetes, Tailscale
Tailscale
5+ YOECandidates need 5+ years in engineering operations, release management, or a similar software role, plus direct experience building or improving release processes. They must understand branching, build pipelines, feature flags and rollouts well enough to discuss them credibly with engineers.
Feature flag systems, Build systems, Deployment pipelines
Tailscale
Candidates need substantial experience managing engineering teams, building high-availability production services, and running on-call and incident response. Hands-on Go development experience and the technical depth to weigh design tradeoffs are required.
Go
Tailscale
Candidates need proficiency in at least one programming language (Go is used) and one application platform. Prior safety-related technical experience, deep knowledge of web and API vulnerabilities, cryptography and networking protocols, plus the ability to work independently and asynchronously are required.
Go
Tailscale
Candidates need several years of backend engineering experience focused on billing, payments, or financial systems, plus deep knowledge of SaaS billing models. Strong Go skills, SQL and data modeling, and experience with distributed systems and APIs are required.
Stripe, Metronome, Go, SQL
Tailscale
8+ YOECandidates need 8+ years in product operations, program management or business operations, including designing an org's operating model. They need a record of starting high-impact operations initiatives, experience building customer insight systems, and strong remote written and verbal communication.
Jira, Discord, Reddit, GitHub
Tailscale
Candidates need experience building and deploying documentation sites with static site generators or modern frameworks. They must be fluent in TypeScript, JavaScript and React, comfortable with Python, Git and CI/CD, and able to explain how LLMs use documentation.
Hugo, Docusaurus, NextJS, Astro, React, TypeScript
Tailscale
5+ YOETailscale needs someone with 5+ years of B2B marketing experience, including ABM campaigns for acquisition and expansion. Candidates should have hands-on skills in LinkedIn advertising, personalized landing pages, direct mail or gifting platforms, and campaign measurement.
LinkedIn Campaign Manager, Userled, Mutiny, Reachdesk, Sendoso, Salesforce
Tailscale
Candidates need deep experience building production React applications at scale, plus strong knowledge of web security fundamentals such as CORS, CSRF, cookies and authentication flows. Experience building internal frontend platforms and communicating technical tradeoffs across teams is also required.
React
Tailscale
7+ YOECandidates need 7+ years in B2B sales engineering, solutions architecture or technical partnerships. They need strong technical knowledge of APIs, authentication, cloud, networking and security, plus the ability to negotiate and build business cases.
Microsoft Access, VPN, Security regulations, Sales, Packaging, Cybersecurity
Tailscale
3+ YOECandidates need 3 to 5 or more years of product design experience, ideally in onboarding, growth or monetization. Hands-on experience with A/B testing and analytics tools such as Amplitude or Pendo, plus comfort interpreting experiment results, is required.
Amplitude, Pendo
Tailscale
10+ YOECandidates need 10+ years in PR, product or corporate communications, ideally at high-growth B2B technology companies, with a proven record of earned media and strong writing and editorial judgment. Experience managing communications staff and agencies, advising senior executives and explaining technical products clearly is required.
Public relations, Leadership, Research, Cybersecurity, Improve business processes, Fundraising
Tailscale
Candidates need program or technical program management experience, ideally in a remote startup and working closely with Engineering and Product. They also need strong data skills, Jira and Snowflake reporting experience, and comfort working independently with ambiguity.
Jira, Snowflake, Notion, GitHub
Tailscale
2+ YOECandidates need at least 2 years of closing experience in an AE or AM role, with experience selling developer or technical products. They should be comfortable presenting to executives and managing many opportunities at once.
Gong
Tailscale
2+ YOECandidates need at least 2 years of closing experience as an AE or account manager, ideally selling developer or technical products. Tailscale expects strong executive presentation skills, comfort managing many deals at once, and experience with Gong or similar pipeline tools.
Gong
Tailscale
Tailscale needs candidates with experience in CI/CD, secrets management, infrastructure as code and observability, plus distributed systems and running cloud services, preferably AWS. Kubernetes in production and Go are strong pluses, along with networking knowledge and clear written communication.
AWS, Kubernetes, Go
Tailscale
3+ YOECandidates need 3+ years of talent sourcing or recruiting experience, ideally in high-growth technology companies. They need strong research skills beyond keyword searches, strong passive-candidate outreach, and solid organizational and analytical skills with sourcing and ATS platforms.
ATS, sourcing platforms, GitHub
Tailscale
6+ YOECandidates need 6+ years of full-cycle recruiting experience, ideally in high-growth SaaS, cloud, infrastructure, or other technology companies. Strong skills in sourcing, candidate assessment, stakeholder management and offer negotiation are required.
Talent mapping tools, AI recruiting tools
1 companies