After years of building an cutting-edge POS platform for restaurateurs, the company is expanding its offerings into other food and beverage concepts such as convenience stores, grocery stores, and bottle shops. This role will require a founder’s mindset as we grow the company’s presence in this new vertical with a new offering: the the company Retail platform. We are looking for a District Manager to spearhead our Canadian Retail launch – starting by personally selling, shaping the GTM motion, and then building a sales team. the company offers an all-in-one platform that helps restaurateurs and retailers operate their business, increase sales, engage guests, and keep employees happy.

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 the company 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 the company 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 5+ years of sales experience in a sourcing and/or closing role ~Entrepreneurial, self-motivated, creative, and flexible with the ability to perform well under pressure What will help you stand out (Nonessential Skills/Nice to Haves) ~ Management experience building customer-facing, quota-achieving full cycle sales teams ~ Experience working in a retail environment ~ We believe learning new AI tools empowers us to build for our customers faster, more independently, and with higher quality. We provide these tools across all disciplines,



from Engineering and Product to Sales and Support, and are inspired by how our Toasters are already driving real value with them.

The people who thrive here are those who embrace changes that let us build more for our customers; We strive to provide competitive compensation and benefits programs that help to attract, retain, and motivate the best and brightest people in our industry.

Total Targeted

Cash for this role includes base salary, commission, and bonus (if eligible). In addition to cash compensation, our total rewards components include benefits and equity (if eligible). 230,000—$290,000 CAD We use AI tools to support our recruiters and interviewers with tasks like note-taking, summarization, and documentation of interviews to ensure they can be fully focused on your conversation. Our goal is to build a strong culture of connection as we work together to empower the hospitality community, regardless of location.

Please visit the Locations page on our career site to learn more about our in-office expectations by region: company Diversity, Equity, and Inclusion is Baked into our Recipe for Success The restaurant industry is one of the most diverse, and we embrace that diversity with authenticity, inclusivity, respect, and humility. By embedding these principles into our culture and design, we create equitable opportunities for all and raise the bar in delivering exceptional experiences. Our goal is to build a strong culture of connection as we work together to empower the restaurant community.

📌 Area Manager - Retail Stores (Toronto)
🏢 United States Digital Space
📍 Toronto