Regional Sales Director - Enterprise

This position is posted by Jobgether on behalf of a partner company. We are currently looking for a Regional Sales Director - Enterprise in Canada.

This is a high-impact commercial leadership role responsible for driving enterprise revenue growth across a defined region within a fast-scaling industrial technology organization. You will lead and develop senior sales teams, shaping regional strategy and ensuring disciplined execution across complex, multi-stakeholder enterprise sales cycles. The role requires a strong focus on predictable revenue generation, pipeline governance, and long-term account expansion within large industrial and manufacturing organizations. You will work closely with cross-functional partners including Sales Engineering, Customer Success, and Marketing to accelerate enterprise adoption and maximize customer value. This is a highly strategic and execution-driven position where your leadership directly influences regional performance, team success, and customer outcomes. The environment is performance-oriented, fast-paced, and built for top sales talent aiming to scale enterprise impact.

• Define and execute the regional enterprise sales strategy focused on large, complex, multi-site accounts and long-term revenue growth.
• Lead, coach, and develop Regional Sales Managers and Enterprise Account Executives to consistently achieve and exceed revenue targets.
• Drive predictable revenue performance through disciplined forecasting, pipeline management, and structured deal execution.
• Oversee regional talent strategy, including hiring, onboarding, performance management, and succession planning.
• Build and maintain executive-level relationships with enterprise customers to support expansion and enterprise-wide adoption.
• Partner closely with Sales Engineering and Customer Success teams to ensure solution alignment and successful customer outcomes.
• Design and optimize territory models, account segmentation, and coverage strategies to maximize regional efficiency and growth.
• Ensure compliance with relevant sales regulations, including Canada’s Anti-Spam Legislation (CASL).

Requirements:

• 8+ years of enterprise sales experience with a strong track record of closing large, complex B2B deals.
• 5+ years of experience managing and developing senior sales leaders and quota-carrying enterprise teams.
• Proven ability to drive predictable revenue through structured forecasting and pipeline discipline.
• Strong experience selling into industrial, manufacturing, or asset-intensive enterprise environments (engineering background is a plus).
• Demonstrated success in designing and executing enterprise territory and account strategies.
• Strong CRM expertise (HubSpot preferred) with a data-driven approach to sales performance and forecasting.
• Excellent executive communication, negotiation, and stakeholder management skills across C-level audiences.
• Strategic, execution-focused leadership style with strong focus on scalability and operational excellence.

Benefits:

• Competitive salary package aligned with senior enterprise sales leadership roles.
• Premium medical, dental, and vision insurance coverage.
• Paid time off (15 days annually).
• 401(k) retirement savings plan.
• Language learning opportunities (fully funded Portuguese or Spanish courses).
• Gympass membership for fitness and wellness access.
• Monthly sports incentive bonus for regular physical activity.
• Long-term reward benefit including a fully funded global trip after four years of service.