VP, North America Sales

VP, Sales – North America 

Are you passionate about building high-performing sales organizations and driving growth across one of the world's most important technology markets? We are seeking an experienced Vice President of Sales to lead our North American business and accelerate our next phase of growth. 

Join Milestone, a global leader in open platform video technology, and lead the next phase of growth across North America. 

We are looking for a Vice President of Sales, North America to lead our commercial organization across the United States and Canada. This executive is accountable for the overall performance of North America, including revenue growth, sales execution, leadership development, customer success and organizational capability. 

This role requires an authentic and highly visible leader who combines commercial strategy with operational excellence. The successful candidate will build executive-level relationships across distributors, strategic partners, system integrators, consultants, and enterprise customers while developing a high-performing sales organization capable of delivering sustainable growth. 

Beyond achieving annual sales objectives, this leader will elevate sales excellence across the region by strengthening leadership capability, improving forecast accuracy and pipeline discipline, increasing adoption of value-based and multi-product selling, and building a culture of accountability, coaching, and execution. 

The Vice President, Sales, North America reports to the Chief Revenue Officer and serves as a key member of the Senior and Global Sales Leadership Teams, helping shape Milestone's worldwide commercial strategy while representing the voice of the North American market. 

Responsibilities: 

Commercial Strategy & Growth 

• 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. 

Sales Leadership & Organizational Performance 

• 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. 

Customer & Partner Executive Engagement 

• 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. 

• Represent Milestone at executive customer meetings, industry events, and key commercial engagements. 

• Partner with Global Channel leadership to support strategic distributor and partner relationships within the region. 

Sales Execution & Operational Excellence 

• Champion a modern, value-based sales methodology across the organization. 

• Improve pipeline quality, forecast accuracy, CRM adoption, and sales operating discipline. 

• Increase adoption of multi-product and solution selling across Milestone's portfolio. 

• Deliver regional financial performance through effective planning, forecasting, and resource management. 

Enterprise Leadership 

• Serve as a member of the Senior and Global Sales Leadership Team, contributing to worldwide commercial strategy and organizational priorities. 

• Partner closely with Product Management, Marketing, Customer Success, Finance, Sales Operations, and Global Channel leadership to align execution. 

• Represent the voice of the North American market by providing customer and market insights that influence business strategy. 

Ideal Candidate Profile 

• 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. 

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How we support you: 

• Individual development plan  

• Trainings and certifications  

• Flexibility  

• Management support and regular pulse check survey  

• Opportunities for cross- functional and cross- regional collaboration 

• Social events and space to connect  

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What we offer:  

The annual on-target earnings (OTE) for this position range from $375,000 to $425,000 (70/30). Pay is based on the level, location, complexity, responsibility, and job duties of the specific position and is just one component of Milestone’s total compensation package. Additionally, we offer an attractive benefits package that includes medical/dental benefits, FSA or HSA, 401k with 6% Safe Harbor employer match, paid parental leave, generous PTO (20 days' vacation, 10 days paid sick time, and 12 company holidays), fully paid Short Term disability policy, fully paid Long Term disability policy, and Life Insurance. If you are selected for an interview, please feel welcome to speak to our Talent Partner about our compensation philosophy. 

All employees must complete a background check. Employees in fiscal roles are also required to undergo a credit check. All information obtained during these checks is handled confidentially and shared only with authorized personnel. 

Milestone is committed to creating a diverse and inclusive workplace and is proud to be an equal opportunity employer. 

Call to Action  

Excited to join a team that values people and innovation? We encourage you to apply as soon as possible. Applications will be reviewed on a rolling basis, and the position will remain open until filled. 

Please apply on our website: www.milestonesys.com. 

About Us 

Milestone Systems is a leading provider of data-driven video technology software. Our portfolio includes XProtect video management software, Arcules video surveillance as a service, and BriefCam analytics. We amplify what organizations of any size can see, do, and achieve with video. Guided by our People First mindset—freedom, inclusion, and togetherness—we always consider our employees, partners, and communities in everything we do.