Hybrid Head of Mid Market and SMB Sales

at Deliverect

• Job title: Head of Mid Market and SMB Sales
• Job type: Full Time
• Experience level: Lead
• Salary: Not specified
• Degree requirement: No Education Requirement
• Location requirements: Hybrid, Toronto, Canada

About the role

• Head of Sales for SMB and Mid-Market driving growth strategies across North America for Deliverect. Leading a high-performing team to optimize sales processes and customer acquisition.

Responsibilities

• Take ownership of our growth strategy and execution across these critical, high-volume segments.
• Define the regional sales strategy and directly accelerate customer acquisition and revenue growth across a massive market opportunity.
• Be an active leader and coach, leading by example in deal management and diving deep to optimize our operational processes.
• Measure success by the performance and development of your team, and your ability to seamlessly translate strategy into execution.
• Foster a customer-centric sales culture and drive cross-functional alignment to ensure Deliverect's continued scale and success in the restaurant space across Canada and the USA.

Requirements

• 7+ years of progressive sales leadership experience in a B2B SaaS environment, with a proven track record of exceeding sales targets specifically within the SMB and Mid-Market segments.
• Mandatory experience in either the Food Tech/Hospitality industry or in a complex, multi-product SaaS environment.
• The ability to articulate and sell sophisticated solutions.
• Demonstrated success in managing full-cycle sales teams, covering lead generation, qualification, negotiation, and closure.
• A highly effective leadership style—you are known for inspiring results through coaching, accountability, and leading by example.
• Extensive experience with pipeline generation, forecasting, and optimization for high-velocity sales cycles.
• Proficiency in utilizing CRM tools (e.g., HubSpot) for tracking performance and managing team activities.
• Proven ability to manage resources and budgets to drive optimal sales performance and efficiency.
• Fluency in English is essential, with exceptional written and verbal communication skills.

Benefits

• Invest in Your Growth- We provide a dedicated learning budget to help you expand your skills and knowledge in this dynamic environment.
• Solve Meaningful Challenges- Contribute to tackling some of the most significant challenges in the global tech industry, directly impacting the way businesses operate worldwide.
• Drive Innovation- Immerse yourself in a culture where innovation isn't just a buzzword – our weekly releases and new features ensure you're always working on cutting-edge solutions.
• Collaborate with a Global Team- Be part of a diverse, international team that values transparency, visibility, and a multitude of perspectives.
• Be Part of a Unicorn- Join a rapidly scaling SaaS unicorn at the forefront of the order management industry, where your contributions have significant impact.
• Enjoy Regionally Tailored Rewards- Our compensation and benefits packages are thoughtfully designed to reflect the unique needs of each market, ensuring you’re supported with what matters most—right where you are.