Retail Sales District Manager

Summary

Join Toast as a Founding District Manager to spearhead the Canadian launch of Toast Retail, a new SaaS platform for retail customers. This role involves building a go-to-market strategy, establishing internal processes in international markets, and developing a high-performing sales team. You will drive new business growth, coach your team on a full sales cycle, and collaborate with various teams to ensure successful delivery. The position requires strong leadership, strategic thinking, and experience in sales and team management. This is a remote opportunity based in Vancouver, with up to 35% travel.

Requirements

• 5+ years of sales experience in a sourcing and/or closing role
• 3+ years of leadership experience
• Proven track record of success
• Passionate with the ability to inspire and motivate those around them
• Entrepreneurial, self-motivated, creative, and flexible with the ability to perform well under pressure

Responsibilities

• Build a GTM motion for Toast retail in a new market
• Help build the foundations for our internal processes in international markets
• Partner and collaborate with peers and parallel teams across the business to ensure that expectations set during the sales process are met in delivery (enablement, onboarding, product)
• Strategically utilize Salesforce (our CRM) and other technology to drive productivity, report on forecast deal pipelines, and analyze conversion rates
• Possess strong leadership skills with the ability to act decisively, develop systems to measure progress, monitor risks and identify changes needed
• Promote trust and encourage collaboration to effectively resolve conflict and navigate change management
• Provide guidance into the sales motion in Canada including but not limited to organizational structure and lead sources
• Drive new business growth across your assigned district
• Hire, develop, motivate, and manage a quota-achieving sales team
• Coach your team on a full cycle sales process. This includes coaching on how to conduct efficient discovery meetings, live demos, and craft a solution proposal that best meets the prospective customer’s needs
• Spend time coaching and empowering your team through field visits that include walk-ins, prospecting, trade shows, and local business partnerships to help exceed quotas

Preferred Qualifications

• Management experience building customer-facing, quota-achieving full cycle sales teams
• Experience working in a tech environment
• Experience working in a fast-paced, high growth environment
• Experience working in a retail environment
• Proven track record of creating a winning culture that performs at a high level

Benefits

• Total Targeted Cash $196,000 — $314,000 CAD
• Uncapped commissions
• Hybrid work model