Director of Sales

Director of Sales
Location: Remote (Canada-based preferred)

A fast-growing, venture-backed SaaS company in the hospitality space is hiring a Director of Sales to own and scale the sales function. The platform helps restaurants, hotels, golf courses, and venues run leaner by automating everything from tip distribution to labor forecasting.

This is a hands-on leadership position. You will start by closing deals directly, refining go-to-market strategy, and laying the foundation for a repeatable sales engine. Over time, you’ll build and lead a team, establish process discipline, and drive scalable revenue growth.

• Own end-to-end sales, from founder-led motion to repeatable team execution
• Close deals with SMB and mid-market hospitality operators
• Build and optimize CRM (Hub Spot) for visibility and accountability
• Develop and implement a sales playbook using MEDPICC
• Hire, train, and lead a high-performing sales team
• Introduce AI tools and automation to accelerate pipeline efficiency
• Collaborate closely with product and marketing on positioning and lead quality
• Track key metrics, identify gaps, and continuously improve conversion rates

• 5+ years in B2B SaaS sales, including leadership roles
• Proven success scaling a startup’s sales motion from early traction to repeatability
• Experience selling to SMB and mid-market buyers (hospitality a strong plus)
• Expertise in CRM (Hub Spot preferred), pipeline management, and sales automation
• Familiarity with structured methodologies like MEDPICC
• Strong communicator with a founder mindset, accountability, and urgency

• Lead the sales function at a high-growth, venture-backed startup
• Work directly with executive leadership and shape company-wide strategy
• Build a modern, AI-driven sales org from day one
• Competitive salary, equity, and benefits
• Remote-first with a collaborative, execution-focused team