About The Position

Toast is expanding its POS platform into convenience stores, grocery stores, and bottle shops with the Toast Retail platform. As part of a founding team, the Retail Account Executive will help build Toast’s presence in an assigned geographic territory. The role uses a consultative sales approach to understand prospective customers’ needs, develop tailored solutions, and sign new accounts. It requires an entrepreneurial mindset, sales expertise, and a willingness to navigate ambiguity while growing a new offering. The position involves prospecting and managing the full sales cycle, from initial contact through close; conducting product demonstrations; coordinating with internal teams to support delivery of sales commitments; using Salesforce to manage sales activity; and assessing the competitive landscape. The role requires living in or near the market and traveling 25% or more. Total targeted cash compensation is $128,000–$205,000, including base salary, commission, and bonus if eligible; commissions are uncapped. Benefits and equity may also be included. Toast describes its work model as hybrid, with regional office expectations varying by location.

Requirements

  • Have an entrepreneurial and feedback-driven mindset.
  • Demonstrate strong communication, organizational, and presentation skills, with the ability to sell and negotiate at all decision-making levels.
  • Have a proven track record of meeting and exceeding goals.
  • Be able to work in a fast-paced, entrepreneurial, team environment.
  • Be self-motivated, creative, flexible, and willing to navigate ambiguity.
  • Live in or near the market and be willing to travel 25% or more.

Nice To Haves

  • Retail operations experience.

Responsibilities

  • Use a consultative approach to prospect, build relationships with, and sign up convenience stores, grocery stores, and bottle shops.
  • Generate lists of prospective customers and manage the entire sales cycle from initial call to close.
  • Conduct demonstrations and develop solutions that best meet prospects’ needs.
  • Partner with teams across the business to ensure expectations set during the sales process are met in delivery.
  • Use Salesforce to manage sales activities.
  • Understand the competitive landscape and determine how to position Toast in the market.

Benefits

  • Competitive compensation and benefits programs.
  • Uncapped commissions.
  • Equity, if eligible.
  • A total rewards package intended to support a healthy lifestyle and flexibility to meet changing needs.
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