Director of Sales and Marketing for Canopy by Hilton in Toronto. Developing strategies to achieve revenue and room night sales goals while managing a sales team.
About the role
- VP of Sales driving revenue growth and building sales processes at StackAI, an AI infrastructure firm. Collaborating with founders and cross-functional teams to scale effectively.
Responsibilities
- Own StackAI’s revenue strategy, sales motion, forecasting, and execution
- Develop our GTM playbook across ICP definition, qualification, segmentation, and pricing
- Build and optimize repeatable sales processes for pipeline creation, deal management, and customer expansion
- Personally run and close high-value pipeline in the first 6-12 months
- Build and manage a world-class sales organization across AE, SDR, and Sales Engineering
- Establish hiring profiles, onboarding playbooks, compensation structures, and performance frameworks
Requirements
- 6+ years in B2B SaaS sales, including 3+ years leading and scaling teams
- Experience owning ARR growth ideally from ~$10M → $50M+
- Demonstrated success closing enterprise deals ($50K–$500K+ ACV)
- Hands-on operator capable of both running deals and building repeatable systems
- Strong understanding of modern SaaS GTM motions (PLG + top-down enterprise)
- Proven track record hiring, coaching, and developing top sales talent
- Deep comfort selling technical products (bonus: workflow automation, developer tools, or AI/ML)
Benefits
- Competitive compensation
- Meaningful equity
- Ability to shape our culture and future
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