Retail Account Executive (Calgary, AB)Toast · Calgary, Alberta, Canada

Retail Account Executive (Calgary, AB)

🗓️ Posted 2026-08-26 Calgary, Alberta, Canada Hybrid Sales
💰 Salary Not shared 📊 Market 4,500 CAD–7,500 CAD/mo

About the Company

After years building the best POS platform for restaurateurs, Toast is expanding its offerings into other food and beverage concepts such as convenience stores, grocery stores, bottle shops and other retail customers. Toast Retail is their newest vertical and next big bet, with Canada serving as a flagship international market for this expansion. At Toast, one of their company values is being hungry to build and learn, embracing new AI tools across all disciplines to empower faster, more independent, and higher quality building for customers.

Responsibilities

  • ● 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 the surrounding region.
  • ● 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.
  • ● Conduct demos and develop a solution that best meets the prospect's needs.
  • ● 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.

Requirements

  • ● An entrepreneurial and feedback-driven mindset.
  • ● Strong communication, organizational, and presentation skills with the ability to sell and negotiate at all decision-making levels.
  • ● Proven track record of success in meeting and exceeding goals.
  • ● Ability to work in a fast-paced, entrepreneurial and team environment.
  • ● Self-motivated, creative, flexible, and willing to navigate ambiguity.
  • ● Willingness to travel 25% or more.
  • ● Lives in or in proximity to market.
  • ● Retail operations experience (nonessential/nice to have).