Senior Director of Sales
Montreal
Overview
Our client is seeking a strategic and results-driven Senior Director of Sales to lead and scale a high-performing enterprise sales organization. This leadership role is responsible for driving revenue growth, expanding market presence, and optimizing sales performance across enterprise accounts and strategic markets.
The ideal candidate is an experienced sales executive with a strong background in enterprise software, SaaS, or technology-driven solutions. This individual will oversee sales strategy, pipeline management, forecasting, team leadership, and go-to-market execution while collaborating closely with cross-functional teams to drive long-term business growth.
Key Responsibilities
Sales Strategy & Revenue Growth
• Develop and execute sales strategies aligned with company growth objectives
• Drive revenue generation through new business acquisition, account expansion, renewals, and upsell opportunities
• Translate organizational goals into actionable sales plans, quotas, and execution frameworks
• Ensure disciplined pipeline management, forecasting accuracy, and sales execution
• Lead strategic enterprise sales initiatives and complex deal cycles
Sales Leadership & Team Development
• Lead, mentor, and develop Sales Managers, Account Executives, and sales leadership team members
• Establish performance expectations, coaching structures, and accountability frameworks
• Support hiring, onboarding, and succession planning within the sales organization
• Foster a culture of collaboration, customer focus, and continuous improvement
Go-to-Market Execution
• Partner with Marketing and Customer Success teams to align pipeline generation and customer engagement strategies
• Contribute to messaging, positioning, and account-based sales initiatives
• Support product launches, industry events, and strategic growth initiatives
• Ensure consistency across customer engagement and sales communication efforts
Partnerships & Market Expansion
• Identify and develop strategic partnerships to support market expansion and revenue growth
• Support partner enablement and collaborative go-to-market initiatives
• Represent the organization at industry conferences, client meetings, and executive events
• Contribute to regional and international growth strategies
Sales Operations & Forecasting
• Define and monitor KPIs related to revenue performance, conversion rates, pipeline health, and customer growth
• Own forecasting processes through data-driven pipeline analysis and sales reviews
• Manage departmental budgets, sales tools, and operational investments
• Deliver performance updates and strategic recommendations to executive leadership
• Support scalable sales planning and operational efficiency initiatives
Cross-Functional Collaboration
• Work closely with Product, Marketing, Finance, Operations, and Customer Success teams
• Provide customer and market feedback to support strategic planning and solution improvements
• Promote strong collaboration to ensure a seamless customer journey from acquisition through retention
Qualifications
Required Experience
• 10+ years of progressive experience in enterprise sales leadership roles
• Proven track record of driving revenue growth and leading high-performing sales organizations
• Experience within SaaS, enterprise software, or technology-driven environments
• Strong understanding of complex enterprise sales cycles and stakeholder management
• Experience leading cross-functional initiatives in fast-paced business environments
Preferred Experience
• Experience managing multi-region or international sales teams
• Exposure to channel partnerships, alliances, or partner-led growth strategies
• Experience with subscription-based business models and enterprise account management
Education
• Bachelor’s degree in Business, Marketing, Commerce, or a related field
• MBA or equivalent advanced education is considered an asset
Tools & Technologies
• CRM platforms such as Salesforce, HubSpot, or equivalent
• Sales forecasting and pipeline analytics tools
• Microsoft 365 ecosystem including Teams, Outlook, and SharePoint
• AI-assisted productivity and reporting tools
• Sales enablement and partner management platforms
Key Skills & Competencies
• Executive-level sales leadership and strategic planning
• Revenue forecasting and pipeline governance
• Enterprise negotiation and stakeholder management
• Strong analytical and data-driven decision-making abilities
• Team leadership, coaching, and talent development
• Cross-functional collaboration and executive communication
• Customer-centric and growth-oriented mindset
• Operational discipline and continuous improvement focus
• Adaptability within high-growth and evolving environments
What We’re Looking For
• A strategic sales leader who thrives in a fast-paced environment
• A collaborative executive with strong commercial acumen
• A results-oriented professional focused on scalable growth and customer success
• A leader who can inspire teams, strengthen partnerships, and drive measurable business impact