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Regional Sales Manager

Okta - Toronto, ON, Canada - Hybrid - posted 2026-09-10

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Salary: CAD 324,000 - 380,000 / annual

Okta is seeking an experienced Regional Sales Manager to lead enterprise sales efforts in the Toronto region. You will drive territory growth through net new logo acquisition and expansion of existing customer relationships, managing the full sales cycle for medium-to-large enterprise customers. In this role, you will establish and execute a strategic vision for pipeline generation, consistently deliver revenue targets, and identify and develop account strategies that generate predictable bookings. You will target and gain access to C-level decision makers, scope and negotiate complex agreements, and leverage Okta's partner ecosystem (GSIs, resellers, presales, customer success) to identify and open new opportunities. You will build effective working partnerships across the Okta ecosystem, adopt a value-based sales approach, and travel as needed to cultivate customer and prospect relationships. The role requires in-person onboarding at either the San Francisco HQ or Chicago office during your first week. Okta secures identity and AI infrastructure for enterprise organizations, protecting billions of workforce logins annually. You will be selling sophisticated, complex enterprise SaaS products into organizations with multiple stakeholders and intricate decision-making processes. REQUIREMENTS: - 7+ years of success growing revenue for sophisticated, complex enterprise SaaS products - Ability to evangelize, educate, and create demand with C-level decision makers - Proven success navigating complex sales cycles with multiple stakeholders - Significant experience selling in partnership with GSIs and the wider partner ecosystem - Expertise with sales frameworks such as MEDDPICC, Challenger, or Sandler - Excellent communication and presentation skills across all levels and technical aptitudes - Self-driven with humility and ability to work effectively in teams

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