Managing Director, Canada Sales

Responsibilities

• Serve as the senior sales leader for Canada across Emerging, CPG, and Retail, setting country strategy and quarterly and annual growth plans.
• Own revenue performance, forecasting, pipeline management, account prioritization, and recovery or acceleration plans.
• Lead five direct reports and a 60+ person organization across 10+ sales pods.
• Unify Emerging, CPG, and Retail under one Canada operating model with consistent forecasting, pipeline reviews, account planning, and performance management.
• Direct resources and leadership attention toward the highest-growth opportunities while improving productivity, account ownership, and vertical alignment.
• Build trusted C-level relationships with advertisers, agencies, and holding companies across Canada.
• Resolve complex customer and business escalations.
• Increase adoption of Pinterest’s full-funnel brand, performance, creative, and measurement solutions.
• Partner with business, go-to-market, and product stakeholders on planning, forecasting, resource allocation, organizational design, market strategy, product adoption, and customer feedback.
• Represent the Canada business with North American and global leadership.
• Lead organizational change and build an inclusive, high-performing culture.
• Use data, AI, and automation to improve planning and execution while maintaining standards for accuracy, privacy, and accountability.

Requirements

• 10+ years of experience in advertising sales, media, digital platforms, marketing technology, or a related commercial field.
• Experience leading a country, market, business unit, or multi-segment sales organization with significant revenue accountability.
• Track record of developing sales strategy and delivering sustained year-over-year growth.
• Deep knowledge of the Canadian advertiser and agency ecosystem, with strong in-market relationships and credibility.
• Strong understanding of digital advertising, full-funnel marketing, measurement, and go-to-market strategy.
• Experience leading leaders and managing a scaled organization through change.
• Strong operating discipline across forecasting, pipeline management, account planning, resource allocation, and performance management.
• Experience improving productivity by focusing resources on the strongest growth opportunities.
• Talent leadership experience, including coaching leaders, managing performance, succession planning, and developing inclusive teams.
• C-level executive presence and experience building senior customer relationships and navigating complex escalations.
• Strong judgment, resilience, and decision-making in fast-moving commercial environments.
• Ability to influence cross-functional product and business stakeholders in a matrixed organization.
• Bachelor’s degree in business, advertising, marketing, a related field, or equivalent experience.

Work Arrangement

• Requires in-office collaboration at least once per week and residence within commuting distance of Pinterest’s Toronto office.
• Relocation assistance is available.