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About the job Sales Director - Retail SaaS

Software International (SI) supplies technical talent to Fortune (phone hidden) 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 solid 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.

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Apply on Kit Job: kitjob.ca/job/2fsiqn

📌 Sales Director - Retail SaaS (Toronto)
🏢 Tech Talent International
📍 Toronto