Lead enterprise sales transformation from Mississauga, using strategic leadership and AI-enabled offerings to modernize commercial growth. This permanent role is hybrid, requiring two to three office days weekly.

As Director of Sales, you will own revenue performance across a large enterprise portfolio. The role combines B2B sales leadership, subscription models, digital transformation, and executive client relationships. You will guide senior account managers across Ontario and Quebec while shaping pricing and go-to-market direction.

Key Responsibilities

Own sales strategy and revenue performance across enterprise clients

Develop growth plans for existing business and current verticals

Lead subscription and recurring revenue model transition





Champion AI tools for content creation and workflow automation

Coach senior account managers across Ontario and Quebec

Requirements

Seven-plus years of progressive B2B sales experience

Senior leadership experience in enterprise environments

Experience leading digital transformation or platform adoption

Success selling to large, complex organizations

Ability to work hybrid in Mississauga and travel

Bring enterprise sales leadership, strategic thinking, and transformation expertise to AI-enabled growth and recurring revenue development.

📌 Director of Enterprise Sales Transformation (Winnipeg)
🏢 ACB Cartage Canada
📍 Winnipeg