Territory Account Executive, Retail - Mount Prospect, IL

WinsAbove; Mount Prospect (IL); On-site; USD 128,000 - 205,000; Full time

Benefits offered by this job

Equity options

Comprehensive benefits program

Job summary

WinsAbove is seeking a Retail Account Executive to help expand its sales efforts into convenience stores, grocery stores, and bottle shops. The role involves developing customized solutions based on client needs and managing the entire sales cycle from prospecting to close.

We seek a dynamic professional with a proven sales background, strong communication skills, and a willingness to travel 25% of the time. The compensation package includes a competitive salary between $128,000 and $205,000, with potential commission.

Qualifications

• Proven track record of meeting and exceeding sales goals.
• Ability to work in a fast-paced, entrepreneurial environment.
• Self-motivated, creative, and flexible.

Responsibilities

• Prospect and build relationships with new accounts.
• Generate lists of potential clients and manage the sales cycle.
• Conduct demonstrations to showcase solutions.

Skills

Sales expertise

Strong communication skills

Organizational skills

Presentation skills

Negotiation skills

Tools

Salesforce

Job description

After years of building an innovative POS platform for restaurateurs, Toast is expanding its offerings into other food and beverage concepts such as convenience stores, grocery stores, and bottle shops. This role will require a founder’s mindset as we grow Toast’s presence in this new vertical with a new offering: the Toast Retail platform.

As a Retail Account Executive, you will be part of a founding team that is transforming the way convenience stores, grocery stores, and bottle shops operate. Using a consultative approach, you will prospect, build relationships, and sign up new accounts. By understanding their unique needs, you will develop a customized solution that helps their business thrive. We need your passion, sales expertise, and entrepreneurial spirit to help us build the Toast brand in an assigned geographic territory.

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 entire sales cycle from initial call to close
• Conduct demos and develop a solution that best meets the prospect’s needs
• Partner with teams across the business to ensure that expectations set during the sales process are met in delivery
• Leverage Salesforce (our CRM) to manage all sales activities
• Understand the competitive landscape and determine how to best position Toast in the market

Requirements

• An 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 success in meeting and exceeding goals
• Ability to work in a fast-paced, entrepreneurial and team environment
• Self‑motivated, creative, flexible, and willing to navigate ambiguity
• Live in or near the market area and be willing to travel 25% or more of the time

Nice to Haves

• Retail operations experience

Compensation

Estimated Total Targeted Cash compensation range: $128,000 – $205,000 USD. Total Targeted Cash for this role includes base salary, commission, and bonus (if eligible). This role qualifies for uncapped commissions.

Benefits

Our total rewards package includes competitive cash and benefits. We provide equity where eligible and offer a comprehensive benefits program designed to foster a healthy lifestyle and meet the changing needs of teams.

Legal & Compliance

For roles in the United States, it is unlawful in Massachusetts to require or administer a lie detector test as a condition of employment or continued employment. An employer who violates this law shall be subject to criminal penalties and civil liability.

Toast is committed to creating an accessible and inclusive hiring process. We strive to provide reasonable accommodations for persons with disabilities to enable them to access the hiring process. If you need an accommodation to access the job application or interview process, please contact [e-mail].