Lead enterprise SaaS growth at Loopio with revenue strategy, team leadership, and data-driven sales execution from the Greater Toronto Area. This remote-first role includes occasional Downtown Toronto team gatherings.As Director of Enterprise Sales, you will report to the VP of Sales and guide an existing Enterprise Account Executive team. You will shape strategic direction for organizations with over 2,500 employees.

The work combines new customer acquisition, forecasting, coaching, and cross-functional alignment.Key Responsibilities:

Own new customer acquisition and enterprise revenue targetsOptimize win rates, opportunity generation, deal velocity, and deal sizeScale team structure, management hierarchy,



and role specializationCoach sellers through calls, deal strategy, Gong, and LatticeDrive AI tools and automated workflows across salesRequirements:

10+ years in B2B software sales and recent business acquisition3+ years leading B2B Enterprise SaaS at Director levelExperience leading Enterprise Account ExecutivesTrack record of setting and exceeding targetsBachelor’s degree, preferably technical or business focusedBring enterprise sales leadership, analytical decision-making, and team coaching to Loopio’s next stage of revenue growth.

📌 Enterprise Saas Sales Director (Winnipeg)
🏢 Loopio
📍 Winnipeg