Manager, Sales Development Representative

Benefits

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About this role

Manager, Sales Development Representative Hybrid (Toronto, Ontario) About Tailscale Tailscale is building the new Internet by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We're building a future for the Internet that's easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we're backed by Accel, CRV, Insight, Heavybit, and Uncork Capital. Job Description We are looking for a thoughtful, hands-on Manager to lead our Sales Development team. In this role, you will coach and develop a group of curious, motivated SDRs who are responsible for building qualified pipeline for the sales organization. You'll guide their day-to-day execution, help refine our prospecting motions, and partner closely with Sales, Marketing, and Operations to align on strategy, messaging, and highest-value opportunities. If you are passionate about coaching early-career sellers, optimizing prospecting strategies, and helping teams grow in a fast-paced startup environment, we'd love to talk to you. Key Responsibilities - Lead, coach, and mentor a team of Sales Development Representatives with clear goals, actionable feedback, and ongoing skill development. - Become an expert in how Tailscale solves real customer problems, and train your team to articulate that value with clarity and confidence. - Build, refine, and operationalize our prospecting playbook across inbound and outbound channels. - Drive team performance through regular coaching sessions,

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