Director of Sales (Enterprise and Mid Market Sales)

Hypertec Group • Montreal, QC

21d • Hybrid

About The Position

Hypertec is seeking a Director of Sales (Enterprise and Mid Market Sales) to join our Sales team in Montreal. This role involves developing and executing a comprehensive regional sales strategy, owning the regional P&L for revenue generation and profitability, and leading a high-performing sales team. The Director will also build strong executive-level relationships with clients and partners, drive go-to-market execution, and ensure operational excellence. The company values innovation, trust, entrepreneurship, and customer focus.

Requirements

• 10+ years of progressive experience in B2B sales, including a minimum of 5 years in a leadership role.
• Demonstrated success in driving revenue growth within technology, solutions, or services environments.
• Proven ability to lead, scale, and transform sales organizations.
• Strong experience in complex, consultative selling and executive-level engagement.
• Financial acumen with experience managing budgets and revenue targets.
• Proficiency with CRM platforms and data-driven sales methodologies.

Responsibilities

• Develop and execute a comprehensive regional sales strategy aligned with corporate objectives.
• Identify market opportunities and define growth initiatives across targeted industries and solution areas in Enterprise and Mid Market across Canada.
• Act as a key contributor to leadership discussions and strategic planning in collaboration.
• Own full regional P&L accountability for revenue generation and profitability.
• Establish and achieve sales targets, pipeline coverage, and forecasting accuracy.
• Drive consistent growth through both new business acquisition and expansion of existing accounts.
• Recruit, develop, and lead a high-performing sales team.
• Implement performance management frameworks, including KPIs, coaching, and succession planning.
• Foster a culture of accountability, collaboration, and continuous improvement.
• Build and maintain strong executive-level relationships with strategic clients and partners.
• Lead complex negotiations and oversee the successful closure of large-scale opportunities.
• Act as a trusted advisor to the sale team and in our clients in areas such as digital transformation, AI, and infrastructure solutions.
• Partner with marketing, pre-sales, and delivery teams to align on go-to-market strategies.
• Ensure disciplined pipeline management and CRM utilization.
• Drive cross-functional collaboration to support successful deal execution and customer satisfaction.
• Monitor sales performance metrics and implement data-driven improvements.
• Provide regular reporting, forecasting, and insights to the Vice President of Sales.
• Ensure alignment with corporate governance, processes, and compliance standards.

Benefits

• Hybrid work model for certain job categories, supported by competitive benefits.
• Comprehensive health benefits that ensure you and your family are covered for a wide range of medical needs.
• Health Spending Account (HSA).
• Employer-matched RRSP Program.
• Paid Floater Days.

What This Job Offers

• Job Type: Full-time
• Career Level: Director
• Education Level: No Education Listed