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Enablement Program Specialist, Onboarding at Tailscale

Department: Sales

Language

Compensation

CA$168,800 – CA$201,000/yr

Setup
Remote - Canada
Type
Full-time
Level
lead/mgmt
Posted

Description

Tailscale is hiring a Revenue Enablement Manager to own onboarding and continuous enablement for new customer-facing revenue hires. The role designs, launches, and manages scalable enablement programs, develops role-specific learning paths, partners with sales leadership and other functions, measures program performance, manages the Tailscale LMS, and pilots AI-driven learning tools. Candidates should have 2–4+ years of revenue or sales enablement experience, strong project management and communication skills, and experience designing and scaling enablement programs in fast-paced environments. The position offers a CAD 168,800–201,000 base salary range, equity, variable commission for quota-based roles, and comprehensive benefits in a remote-first company.

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