Territory Account Executive , Retail - Elgin, IL

Toast • Elgin, IL

7h • $128,000 - $205,000 • Hybrid

About The Position

Toast is expanding its POS platform into retail food and beverage businesses, including convenience stores, grocery stores, and bottle shops. As a Retail Account Executive, you will join a founding team helping establish Toast’s presence in this new vertical and bring the Toast Retail platform to market. With an entrepreneurial mindset and a consultative sales approach, you will prospect and build relationships, understand each business’s needs, and develop customized solutions that help customers thrive. The role covers an assigned geographic territory and involves managing sales from initial outreach through closing, with at least 25% travel.

This position uses Salesforce to manage sales activities and requires collaboration with internal teams to ensure that customer expectations set during the sales process are met. Toast describes its work model as hybrid, with in-office expectations varying by region. The estimated total targeted cash compensation is $128,000–$205,000 USD, including base salary, commission, and bonus if eligible; the role qualifies for uncapped commissions. Benefits and equity may also be available.

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.
• 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 up convenience stores, grocery stores, and bottle shops using a consultative approach.
• Generate lists of prospective businesses and manage the sales cycle from initial call through closing.
• 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

• Benefits package; specific benefits are referenced on Toast’s benefits website but are not itemized in the posting.
• Equity, if eligible.
• Uncapped commissions.

What This Job Offers

• Job Type: Full-time
• Career Level: Mid Level
• Education Level: No Education Listed