Who you are

- 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

- 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

What the job involves

- As a Founding District Manager, you will be one of the first sales leaders of our Canadian Retail Sales team and pivotal to the growth of the Toast brand in Canada

- Reporting to the Regional Vice President of Retail Sales, you will help launch our Canadian presence, drive early wins, and then help build and scale the sales team

- You’ll work closely with enablement, onboarding, and product teams to understand Retail operators’ unique needs and build solutions that help Retailers thrive. We’re looking for a passionate, entrepreneurial leader to launch and grow the Toast brand in this new market

- You will be managing and supporting field based account executives.



Candidates must live local to Toronto or be willing to relocate

- 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

- Partner and collaborate with peers and parallel teams across the business to ensure that expectations set during the sales process are met in delivery

- Strategically utilize Salesforce (our CRM) and other technology to drive productivity, report on forecast deal pipelines, and analyze conversion rates

- Accountable for the new business growth across your assigned district

Benefits

- Peer and company recognition programs

- Unlimited Vacation
- Sabbatical opportunity after five years

- Professional Development Reimbursement Program

- Commitment to Employee Wellness through resources such as a quarterly Wellness Stipend

- Various peer and company recognition programs

- 401(k) and matching

- Medical, Dental, & Vision Coverage

- Mental Health Perks

- Subsidized backup childcare

📌 Retail Sales District Manager (Toronto)
🏢 Toast
📍 Toronto