Territory Account Executive, Retail

Toast•Cary, NC
•Hybrid

About The Position

Toast is expanding its POS offerings beyond restaurants into convenience stores, grocery stores, and bottle shops with the Toast Retail platform. As part of a founding team building Toast’s presence in this new vertical, the Retail Account Executive uses a consultative sales approach to prospect, develop customer relationships, and sign new accounts in an assigned geographic territory. The role involves understanding each prospect’s needs and developing a customized solution to help their business thrive. The position requires an entrepreneurial mindset, sales expertise, and a willingness to navigate ambiguity in a fast-paced team environment. The role includes at least 25% travel. Toast describes its work model as hybrid, with regional in-office expectations varying by location. Compensation includes base salary, commission, and bonus if eligible. The estimated total targeted cash compensation is $115,000–$185,000 USD, and commissions are uncapped. The 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

  • 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 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 expectations set during the sales process are met in delivery.
  • Use Salesforce to manage sales activities.
  • Understand the competitive landscape and determine how best to position Toast in the market.

Benefits

  • Competitive compensation and benefits programs.
  • Benefits and equity, if eligible.
  • Uncapped commissions.
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