About The Position

Toast is expanding its point-of-sale offerings into convenience stores, grocery stores, and bottle shops with the Toast Retail platform. As a Retail Account Executive, you will join a founding team building Toast’s presence in this new vertical. In an assigned geographic territory, you will use a consultative sales approach to understand prospects’ needs, create customized solutions, build relationships, and sign new accounts. The role calls for sales expertise, passion, and an entrepreneurial mindset. You will manage the sales cycle from prospecting through close, demonstrate the platform, and work with internal teams to ensure that customer expectations set during the sales process are met. The position requires living in or near the market and willingness to travel 25% or more. Toast describes its working model as hybrid, combining in-person collaboration with flexibility based on individual needs; office expectations vary by region. The estimated total targeted cash compensation is $148,000–$237,000 USD, including base salary, commission, and bonus if eligible. The role qualifies for uncapped commissions. Starting salary depends on skills, experience, and geographic location. Benefits and equity may also be included, if eligible.

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

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

Benefits

  • Benefits are part of the total rewards package; specific benefits are not listed in the posting.
  • Equity, if eligible.
  • Uncapped commissions.
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