Territory Account Executive , Retail - Crystal Lake, IL

Toast•Crystal Lake, IL

2d•Hybrid

About The Position

Toast is expanding its POS platform into retail food and beverage concepts, including convenience stores, grocery stores, and bottle shops. The Retail Account Executive will join a founding team building Toast’s presence in this new vertical and bringing the Toast Retail platform to market. In an assigned geographic territory, this role uses a consultative sales approach to prospect, develop relationships, understand customer needs, and sign new accounts with customized solutions. The position requires an entrepreneurial, feedback-driven mindset and close collaboration with teams across the business to ensure customer expectations set during the sales process are met. The role uses Salesforce to manage sales activity and requires living in or near the market, with willingness to travel 25% or more. Compensation is estimated at $128,000–$205,000 in total targeted cash, including base salary, commission, and bonus if eligible; commissions are uncapped. Benefits and equity may also be available, if eligible.

Requirements

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 meeting and exceeding goals.
Ability to work in a fast-paced, entrepreneurial, team environment.
Self-motivated, creative, flexible, and willing to navigate ambiguity.
Lives in or near the market and is 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 retail businesses and manage the sales cycle from initial contact through close.
Conduct product demonstrations and develop solutions that meet prospects’ needs.
Partner with teams across the business to ensure expectations established during sales are met in delivery.
Use Salesforce to manage sales activities.
Understand the competitive landscape and determine how to position Toast in the market.