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Enterprise Sales Leader

2 months ago

Toronto, Ontario, Canada Software International Full time

Software International is a leading provider of technical talent to Fortune 100/500/1000 companies in Canada. Our client is a large, publicly traded software company with operations in 30+ countries worldwide, generating revenue exceeding $80 billion. They specialize in the acquisition of B2B companies and design, implementation, and support of various B2B software across a wide range of industries.

Role: Executive Sales Director - Enterprise Solutions

Location: Remote or Hybrid, with flexibility to work in the Greater Toronto Area, Canada

Type: Full-time, with opportunities for growth and professional development

Salary: Competitive compensation package, including base salary, commissions, bonus, benefits, vacation, and equity purchase options

Job Summary

The Vice President of Sales will play a pivotal role in establishing a world-class, customer-focused enterprise sales organization. This role demands outstanding leadership and team-building skills to drive, coach, manage, and mentor a high-performing sales team towards achieving a 30% year-over-year growth in bookings across North America.

Key Responsibilities

  • Drive organic growth by achieving strong year-over-year 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 top-grade 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

  • Bachelor's 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 client-focused leadership style
  • Proven track record in selling enterprise solutions and building strong industry relationships
  • Demonstrated ability to attract, develop, and retain top sales talent
  • High-energy, results-oriented, and competitive yet humble approach to market success
  • Self-starter thriving in a fast-paced 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 value-based 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

What's In It For You?

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