Manager, Commercial Expansion

Hybrid (Toronto)Full-timeCA$268k–CA$335k2026-11-06 → 2026-11-10

Hybrid

Core

Lead a team of Commercial Account Executives to grow existing customer relationships and drive expansion revenue for Tailscale's secure networking platform.

Role type

Senior IC sales manager (team lead)

Builds

Expansion sales motion and team performance for B2B SaaS customers

Domain

Cybersecurity / Networking / B2B SaaS

Required skills

People management, coaching Account Executives, B2B SaaS sales process, pipeline management, data-driven decision-making, stakeholder engagement

Preferred skills

Building repeatable sales playbooks, navigating complex deals, thriving in fast-paced environments

Technologies

Sales data tools, CRM systems

Responsibilities

Hire and onboard Commercial Expansion AEs, drive expansion revenue and maintain pipeline, prospect alongside reps, coach reps on call reviews and deal strategy, build a repeatable expansion playbook, partner with Customer Success and Product teams

Seniority

Senior, hands-on IC with team leadership

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.