VP of Sales & Marketing

Location: Toronto

Company: Machool Technologies

Are you a strategic, hands-on leader ready to scale a fast-growing tech company? Machool is looking for a VP of Sales & Marketing to lead our revenue growth efforts, coach and empower our sales team, and elevate our brand presence across North America.

What You’ll Do

Sales Leadership

● Lead, mentor, and coach the sales team to consistently meet and exceed targets.

● Build a culture of continuous improvement, utilizing the SPIN Sales methodology to

refine customer discovery, qualification, and deal progression.

● Develop and implement effective sales processes, KPIs, and training programs.

● Work cross-functionally with Operations, Customer Success, and Product teams to

ensure seamless customer experiences.

● Identify new market opportunities and partnerships to drive growth.

Marketing Leadership

● Oversee and execute marketing initiatives that generate brand awareness and demand.

● Develop and manage marketing campaigns, content strategies, and lead-generation efforts.

● Collaborate with Customer Success to turn customer stories into impactful case studies and testimonials.

● Plan and promote webinars, events, and other initiatives that position Machool as a thought leader in the shipping and tech space.

● Track and analyze marketing performance metrics to ensure ROI.

What We’re Looking For

● 5+ years of experience in a senior Sales & Marketing leadership role, ideally in the tech or startup environment.

● Proven experience coaching, developing, and training sales teams using SPIN or similar methodologies.

● Strong understanding of B2B sales cycles and marketing funnels.

● Demonstrated success in creating and executing effective marketing campaigns.

● Excellent leadership, communication, and strategic thinking skills.

● Data-driven mindset with a passion for experimentation and optimization.

Compensation Package

Base Salary:

CAD $120,000 – $150,000 per year depending on experience

Plus a $700 monthly car and phone allowance.

Commission Structure

• 2% of gross revenue from all new accounts secured during the first year (directly sourced).
• 1% on revenue growth from those accounts in subsequent years.
• 0.5% commission on first-year revenue generated by the team.

Equity

• 20,000 stock options, vesting over 4 years.
• 25% vested after the first year.
• The remaining 75% vested quarterly thereafter.

Benefits

• Comprehensive health and benefits coverage.
• 5 weeks of paid vacation annually.