Director, Sales

About the role:

We’re looking for an experienced Director of Sales to lead, scale, and elevate our sales organization as we enter our next stage of growth. This is a hands-on leadership role where you’ll define our sales strategy, build and mentor a high-performing team, and partner with leadership to drive revenue growth and market expansion.

What you'll do:

• Define & Lead Sales Strategy: Own the sales vision, roadmap, and execution aligned with company goals.
• Build & Scale the Team: Recruit, develop, and retain top-performing Account Managers, Account Executives, and sales support staff.
• Drive Revenue Growth: Set and manage sales targets, territories, and compensation models to ensure consistent overperformance.
• Foster High-Performance Culture: Create an environment of accountability, motivation, and continuous learning.
• Expand Market Reach: Identify new customer segments, regions, and growth opportunities.
• Optimize Sales Operations: Implement tools, processes, and analytics to increase efficiency (CRM, sales automation, forecasting).
• Collaborate Cross-Functionally: Partner with Operations and Tech to ensure customer success and maximize lifetime value.
• Coach & Mentor: Provide guidance and structured career paths for team members.
• Report & Analyze: Track KPIs, pipeline health, win/loss metrics, and present insights to the executive team.

What you'll need:

• 8+ years in B2B sales with at least 3+ years in a leadership role (preferably in retail, SaaS, marketplace, or startup environments).
• Proven track record exceeding sales targets while leading high-growth teams.
• Ability to build, mentor, and inspire sales teams of varying sizes.
• Comfortable defining high-level strategy while rolling up your sleeves to close key deals.
• Strong analytical skills and experience using CRM/sales tools (HubSpot preferred) to drive performance.
• Strong presentation, negotiation, and interpersonal skills.
• Ability to thrive in a fast-paced, evolving startup environment.

Nice to have:

• Experience scaling sales teams across North America.
• Familiarity with B2B marketplaces, supply chain, or construction/landscaping industries.
• Exposure to sales enablement, revenue operations, or partnerships.