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 new 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 opportunities Lead discovery, architecture, demos,



and proofs of concept Guide multi-stakeholder deals toward technical and business alignment Provide feedback shaping product roadmap and go-to-market strategy Build enablement resources, demo environments, and solution blueprints Requirements:

Four or five-plus years in customer-facing SE or SA roles Networking or security software experience Solid TCP/IP, DNS, routing, firewall, and troubleshooting fundamentals Zero-trust, secure connectivity, and IAM integration knowledge Excellent communication translating technical features into business value Bring commercial sales partnership, networking depth, and security expertise to Tailscale’s Canada-based remote Solutions Engineer team.

📌 Commercial Solutions Engineer Networking Security (Winnipeg)
🏢 Tailscale
📍 Winnipeg