Territory Account Executive, Retail - Decatur, IL

Territory Account Executive, Retail - Decatur, IL

Join the Toast team as a Territory Account Executive specialized in the retail vertical, focusing on convenience stores, grocery stores, and bottle shops within the Decatur, IL region. Toast is expanding with its Toast Retail platform and seeks a founder‑mindset sales leader to build the brand in this new market.

As a Retail Account Executive, you will lead the entire sales cycle—from prospecting to closing—in the assigned geographic territory. You will use a consultative approach to understand unique customer needs, tailor solutions, and ensure post‑sale delivery aligns with expectations.

• Prospect, build relationships, and sign up new convenience stores, grocery stores, and bottle shops.
• Generate and manage prospect lists, overseeing the full sales cycle from initial contact to close.
• Conduct product demos and develop solutions that meet prospect needs.
• Collaborate with cross‑functional teams to ensure expectations set during the sales process are met at delivery.
• Leverage Salesforce to manage all sales activities.
• Understand the competitive landscape and position Toast accordingly.

• Entrepreneurial, 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 sales goals.
• Ability to work in a fast‑paced, entrepreneurial team environment.
• Self‑motivated, creative, flexible, and willing to navigate ambiguity.

• Must live in or be in close proximity to the market area.
• Willingness to travel 25% or more of the time.

• Experience in retail operations.

At Toast, we encourage learning and implementing AI tools across all disciplines to accelerate creation and delivery of value for our customers.

We offer competitive compensation and benefits designed to attract, retain, and motivate top talent. Total Targeted Cash compensation for this role ranges from $129,000 to $206,000 USD and includes base salary, commission, benefits, and equity (if eligible). This role qualifies for uncapped commissions.

We actively promote diversity, inclusivity, respect, and humility in all aspects of our culture.

We operate a hybrid work model that balances in‑person collaboration with flexibility.

Toast is committed to an accessible and inclusive hiring process. Reasonable accommodations are available for persons with disabilities. Email candida for accommodations.

For roles in the United States, it is unlawful in Massachusetts to require or administer a lie detector test as a condition of employment.