Director, Enterprise Sales, North America

360learning·Canada, Remote·Remote·Posted 11 November 2026

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About the role

Introduction to the Team & Role As the Enterprise Sales Director for North America, you will lead new logo acquisition for organizations of 5,000+ employees, one of the most strategic and fastest growing segments of 360Learning's business. Reporting to the Chief Sales Officer, you will manage a current team of 4 high performing Account Executives and own a strategic pipeline built on 6 and 7 figure deals.360Learning has strong commercial traction in Enterprise North America. This is a critical, high visibility mission: we need a leader who can quickly reach full autonomy and bring the segment to the next level of ambition the company has set for this market.This is a hands-on coach role. You will directly support and, when needed, escalate into complex commercial cycles alongside your Account Executives, while also stepping back to read business and market trends and translate them into a clear strategic direction. What You Will Do Within 1 month, you will: Complete your onboarding and ramp up on 360Learning's product, market positioning, and Convexity operating model Meet individually with each of your 4 Account Executives to assess their pipeline, deal status, and account…

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