VP, North America Sales

Responsibilities

• Develop and execute the North America commercial strategy aligned with Milestone's global growth objectives.
• Translate corporate strategy into clear regional priorities, execution plans, and measurable business outcomes.
• Identify market opportunities, competitive threats, and strategic growth initiatives.
• Own and exceed annual sales targets across the United States and Canada.
• Build, lead, coach, and develop a high-performing regional sales organization.
• Foster a culture of accountability, collaboration, customer focus, and execution excellence.
• Develop sales leaders through coaching, performance management, succession planning and talent development.
• Build organizational capability by attracting, developing, and retaining top commercial talent.
• Drive organizational alignment and consistency across the region.
• Build executive relationships with Milestone's largest customers, distributors, strategic partners, consultants and system integrators.
• Serve as the executive sponsor for the region's most strategic customer relationships.
• Champion a modern, value-based sales methodology across the organization.
• Improve pipeline quality, forecast accuracy, CRM adoption, and sales operating discipline.
• Deliver regional financial performance through effective planning, forecasting, and resource management.

• Brings 15+ years of progressive sales leadership experience within enterprise software, SaaS, IT or security, networking, infrastructure, or related technology markets.
• Has successfully led large, geographically dispersed sales organizations with consistent revenue growth.
• Demonstrates extensive experience leading complex two-tier distribution and channel sales models.
• Possesses exceptional executive presence and the ability to influence customers, partners, employees, and senior leadership.
• Has successfully transformed sales organizations through coaching, operational discipline, and sales process excellence.
• Demonstrates strong commercial, financial, and strategic business acumen.
• Has experience developing regional go-to-market strategies and leading cross-functional execution.
• Is passionate about developing people and building a high-performance culture rooted in accountability and collaboration.
• Bachelor's degree in Business or a related field is required.
• MBA or other advanced business degree is preferred.
• Experience with Salesforce CRM and modern sales methodologies is strongly preferred.

Demonstrates extensive experience in developing and executing commercial strategies within the enterprise software and SaaS sectors, with a strong focus on sales leadership, team development, and operational excellence. Proven ability to build executive relationships and drive organizational alignment to achieve significant revenue growth.