Sales Director - Retail SaaS

Software International; Toronto; Hybrid; CAD 150,000 - 160,000; Full time

Job summary

A leading software firm is seeking a Sales Director for Retail SaaS to establish a customer-focused sales organization. The role requires strong leadership and consultative sales skills to drive growth across North America. The ideal candidate has over 15 years of experience and is passionate about coaching teams to exceed sales targets. This position offers a competitive salary of $150,000 - $160,000/year with commissions and a dynamic work environment.

Benefits

Employee Stock Option Plan

Comprehensive benefits program

Flexible work location

Qualifications

• 15+ years of enterprise sales experience.
• 10+ years of experience leading a sales team.
• High-energy, results-oriented approach.

Responsibilities

• Drive organic growth and achieve strong results.
• Lead demand generation activities to expand sales.
• Set and exceed quarterly sales quotas.

Skills

Enterprise sales experience

Consultative sales acumen

Client-focused leadership

Presentation and negotiation skills

Strong industry relationships

Attention to detail

Communication skills

Education

Bachelor's degree in Business Management

MBA

Job description

About the job Sales Director - Retail SaaS

Software International (SI) supplies technical talent to Fortune 100/500/1000 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.

Type: Remote , if outside of Toronto - Must be able to work EST

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

Job Summary

Reporting directly to the General Manager, the Sales Director will be pivotal in establishing a world-class, customer-focused enterprise sales organization which will be focusing on the Retail SaaS space. This role demands outstanding leadership and team-building skills to drive, coach, manage, and mentor your team towards achieving a 30% year-over-year 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 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

• 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 client-focused leadership style.
• Prior experience working with retail sector SaaS or retail marketing
• 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.

Whats In It For You?

• Opportunity to work with a dynamic, innovative, passionate, and entrepreneurial team.
• Open and inclusive company culture.
• 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.