Enterprise Sales Director (SaaS) – Future Role Recruitment

About the Role

We’re building a pipeline of elite Enterprise Sales Directors who know how to win big in SaaS. This role is built for a closer — someone who thrives in complex sales cycles, navigates multi-stakeholder buying groups, and consistently lands high-ACV deals. You’ll drive strategic expansion, break into new enterprise segments, and help shape a SaaS GTM engine built for scale.

What You’ll Do

• Own the full enterprise SaaS sales cycle — prospecting, multi-threading, value-selling, negotiating, and closing large subscription deals.

• Build and manage a high-precision pipeline with accurate forecasting and consistent over-achievement.

• Develop strategic account plans that expand ARR, increase product adoption, and deepen long-term customer value.

• Partner with Product, Marketing, and Customer Success to refine messaging, strengthen positioning, and accelerate enterprise adoption.

• Identify market gaps, competitive dynamics, and customer pain points to influence GTM strategy and product roadmap.

• Lead high-stakes conversations with C-suite and VP-level buyers, clearly articulating ROI, efficiency gains, and long-term SaaS value.

• Support new vertical expansion, pricing strategy, and enterprise segmentation to drive rapid ARR growth.

• Track performance against aggressive SaaS KPIs (pipeline coverage, win rate, ACV, ARR, expansion revenue).

• Serve as the voice of enterprise customers internally, shaping product direction and service improvements.

Who You Are

• Bachelor’s degree in Business, Sales, Marketing, or equivalent experience.

• 7+ years of enterprise SaaS sales experience with a track record of consistently exceeding quota.

• Proven success closing complex, multi-stakeholder SaaS deals with long sales cycles and large ACVs.

• Deep understanding of SaaS sales methodologies (MEDDIC, Challenger, SPIN, Command of the Message).

• Strong communicator with the ability to influence senior executives and translate technical value into business outcomes.

• Highly strategic, organized, and comfortable managing multiple high-value opportunities simultaneously.

• Skilled with CRM systems (preferably Salesforce) and SaaS sales performance metrics.

• Experience selling subscription, platform, or cloud-based products is a strong advantage.

Compensation

Current SaaS market range in Canada:

• Base Salary: $140,000 – $180,000

• On-Target Earnings (OTE): $250,000 – $350,000+ (base + commission)

• Top performers regularly exceed OTE through accelerators.

Diversity, Equity, Inclusion & Accessibility

We welcome candidates with diverse backgrounds and career paths. If your experience aligns closely with this role, we encourage you to apply. Accommodations are available throughout the hiring process upon request.