Regional Sales Manager (Enterprise SaaS)

Location: Toronto, Ontario, Canada. Remote work is indicated, with required in-person onboarding and travel to the San Francisco headquarters or Chicago office during the first week; ongoing customer and prospect travel may be required.

Annual OTE: $324,000–$380,000 CAD, including base salary and incentive compensation. Equity may be available.

Company

Okta provides a secure, highly available identity platform that helps organizations protect workforce access and adopt technologies including AI.

What you will do

• Build a long-term strategy for generating net-new enterprise pipeline and driving territory growth.
• Develop account strategies, create sales opportunities, and deliver predictable bookings.
• Engage C-level decision makers and build relationships with stakeholders across prospect organizations.
• Scope, negotiate, and close complex agreements while meeting or exceeding revenue quotas.
• Use Okta partners, GSIs, presales, customer teams, and other ecosystem members to open and advance opportunities.
• Conduct sales presentations, product demonstrations, site visits, and customer travel as needed.

Requirements

• 7+ years of successful enterprise sales experience with sophisticated, complex SaaS products.
• Proven ability to sell to C-suite decision makers and navigate multi-stakeholder sales cycles.
• Significant experience working with GSIs and broader partner ecosystems.
• Excellent communication and presentation skills for audiences with varied technical backgrounds.
• Self-driven, confident, collaborative, and able to work effectively within cross-functional teams.
• Expertise with a sales framework such as MEDDICC, Challenger, or Sandler; Okta uses MEDDPICC.

Culture & Benefits

• Health, dental, and vision insurance.
• 401(k), flexible spending account, paid time off, and parental leave according to applicable plans and policies.
• Equity may be offered where applicable.
• In-person onboarding is designed to connect new hires with the mission and team.
• Global community spanning more than 20 offices and a focus on talent development, connection, and social impact.