After years of building an innovative POS platform for restaurateurs, Toast 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 Toast’s presence in this new vertical with a new offering: the Toast Retail platform. As a Retail Account Executive, 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 Toast brand in an assigned geographic territory.

Use a consultative approach to prospect, build relationships, and sign up new 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 Toast in the market Self-motivated, creative, flexible, and willing to navigate ambiguity Lives in or in proximity to market and willingness to travel 25% or moreWhat 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; Our Total Rewards Philosophy 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 advantages and equity (if eligible). 131,000—$210,000 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: The restaurant industry brings together people with a wide range of backgrounds, experiences, and perspectives, and we value that same breadth at Toast. We strive to build a culture grounded in authenticity, respect, and humility, where every Toaster has a real opportunity to grow, contribute, and do their best work—raising the bar in delivering exceptional experiences for our customers and each other. As part of this commitment, we strive to provide reasonable accommodations for persons with disabilities to enable them to access the hiring process.

An employer who violates this law shall be subject to criminal penalties and civil liability. #

📌 Retail Account Executive (Toronto, On)
🏢 WinsAbove
📍 Toronto