Director of Sales Retail SaaS Vertical

Software International (SI) supplies technical talent to Fortune 1005001000 companies in Canada. Our client is large, publicly traded software company with operations in 30+ countries world wide with revenue exceeding $80 billion. They specialize in the acquisition of B2B companies and design and implementation and support of various B2B software across a wide range of industries.

Role : Director of Sales SaaS Vertical

Location: Greater Toronto Area, Canada

Type: Hybrid or Remote if outside of Toronto Must be able to work EST

Salary : $150,000 160,000year + commissions + bonus + benefits + vacation + discounted company equity purchase + RRSP matching + opportunity for growth within company

Job Summary

Reporting directly to the General Manager, the Vice President of Sales will be pivotal in establishing a worldclass, customerfocused enterprise sales organization. This role demands outstanding leadership and teambuilding skills to drive, coach, manage, and mentor your team towards achieving a 30% yearoveryear growth in bookings across North America. You will play a crucial role in transforming the sales organization into a more disciplined and consultative selling entity.

Key Responsibilities

• Drive organic growth by achieving strong yearoveryear bookings results.
• Actively lead demand generation activities to build and expand the sales pipeline.
• Set, meet, and exceed quarterly and annual sales quotas and objectives.
• Collaborate with Product, Marketing, and Customer Success teams to align sales activities with product strategies.
• Foster a sales culture focused on delivering exceptional customer experiences.
• Continuously monitor and adjust the sales coverage model to ensure a strong ROI on sales investments.
• Measure, coach, mentor, and topgrade the sales team to exceed targets.
• Report monthly on sales progress, activities, highlights, challenges, and insights.
• Establish and reinforce sales policies, consultative selling processes, and account planning standards.
• Ensure data accuracy in sales records for projections up to 12 months.
• Effectively manage customer and sales team escalations in collaboration with peers.
• Conduct in depth market research and competitor analysis to refine sales practices.
• Work collaboratively with peers to address and meet customer needs.

• About You

  • Bachelors degree in Business Management with 15+ years of enterprise sales experience; MBA is an asset.
  • At least 10+ years of experience leading a sales team and achieving exceptional results.
  • Strong consultative sales acumen with a clientfocused leadership style.
  • Proven track record in selling enterprise solutions and building strong industry relationships.
  • Demonstrated ability to attract, develop, and retain top sales talent.
  • Highenergy, resultsoriented, and competitive yet humble approach to market success.
  • Selfstarter thriving in a fastpaced environment with acute attention to detail and customer care.
  • Excellent presentation, negotiation, and executive engagement skills.
  • Superior communication and active listening skills.
  • Experience in developing compensation plans and coaching valuebased sales methodologies.
  • Proven ability in implementing and delivering on account planning.
  • Recognized for high drive, business acumen, work ethic, and metric orientation.
  • Willingness and ability to travel more than 20% of the time.

  • Whats In It For You?

    • Opportunity to work with a dynamic, innovative, passionate, and entrepreneurial team.
    • Open and inclusive company culture.
    • Competitive salary.
    • Participation in the Employee Stock Option Plan.
    • Comprehensive employee benefits program.
    • Flexible work location across North America as long as available during Eastern Standard Time zone business hours.