After years building the best POS platform for restaurateurs, the company is expanding its offerings into other food and beverage concepts such as convenience stores, grocery stores,bottle shops and other retail customers. This role will require a founder’s mindset as we grow the company’s presence in a new vertical with a new offering: the the company Retail platform. the company Retail is our newest vertical and our next big bet, and Canada will be a flagship international market for this expansion. We are looking for a Founding Account Executive to spearhead our Canadian Retail launch.

You will be part of a founding team that is transforming the way convenience stores, grocery stores, and bottle shops operate. Using a consultative approach, you will prospect, build relationships, and sign up new accounts. By understanding their unique needs, you will develop a customized solution that helps their business thrive.

We need your passion, sales expertise, and entrepreneurial spirit to help us build the the company brand in an assigned geographic territory. We’re looking for a passionate, entrepreneurial leader to launch and grow the the company brand in this expanding market. You will own and execute a high-activity outside sales strategy, spending the majority of your time in the field engaging decision-makers directly at their places of business across Calgary and surrounding region.

Use a consultative approach to prospect, build relationships, and sign up recent convenience stores, grocery stores and bottle shops Generate lists of prospective convenience stores, grocery stores, and bottle shops and manage the entire sales cycle from initial call to close Partner with teams across the business to ensure that expectations set during the sales process are met in delivery Leverage Salesforce (our CRM)



to manage all sales activities Understand the competitive landscape and determine how to best position the company in the market Self-motivated, creative, flexible, and willing to navigate ambiguity Willingness to travel 25% or more Lives in or in proximity to market What will help you stand out (Nonessential Skills/Nice to Haves) ~ Retail operations experience 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). 140,000—$190,000 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.

📌 Retail Account Executive (Calgary, AB)
🏢 United States Digital Space
📍 Calgary