Apply networking and security expertise as a Commercial Solutions Engineer with Tailscale, working remotely from Canada alongside Sales.This experienced customer-facing role partners with Account Executives to drive recent Commercial business. You will co-own pipeline, lead technical discovery, design architectures, and advise customers through complex purchasing decisions. Your work combines zero-trust networking, secure connectivity, IAM integrations, and sales acumen.Key Responsibilities:
Partner with Account Executives on Commercial opportunitiesLead discovery, architecture, demos, and proofs of conceptGuide multi-stakeholder deals toward technical and business alignmentProvide feedback shaping product roadmap and go-to-market strategyBuild enablement resources,



demo environments, and solution blueprintsRequirements:
Four or five-plus years in customer-facing SE or SA rolesNetworking or security software experienceStrong TCP/IP, DNS, routing, firewall, and troubleshooting fundamentalsZero-trust, secure connectivity, and IAM integration knowledgeExcellent communication translating technical features into business valueBring commercial sales partnership, networking depth, and security expertise to Tailscale’s Canada-based remote Solutions Engineer team.
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📌 Commercial Solutions Engineer Networking Security (Winnipeg)
🏢 Tailscale
📍 Winnipeg