Flex Account Executive, SMB - Milwaukee, WI

Toast creates technology to help restaurants and local businesses succeed in a digital world, helping business owners operate, increase sales, engage customers, and keep employees happy.

As an SMB Flex Territory Sales Account Executive, you will be part of a team that is transforming the way restaurants operate. Using a consultative approach, you will prospect, build relationships, and sign up new restaurateurs in your local area. By understanding their unique needs, you will develop a customized solution that helps their business thrive. We need your passion and expertise to help us build the Toast brand in your geographic territory.

Flex field sales opportunity based out of a personal home office. You must live local to the Central region, or be willing to relocate to the area. This role requires travel ≈ 30% of the time.

• Generate list of prospective restaurants 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

• 1+ years of experience in a sourcing or closing sales role, restaurant operations, or a relatable field and industry
• Since this is a field position, you must have reliable transportation (will reimburse for mileage)
• 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, and flexible
• General technical proficiency with software

• Experience with Salesforce CRM
• Sandler Sales Training

We strive to provide competitive compensation and benefits programs that help to attract, retain, and motivate the best and brightest people in our industry. Our total rewards package goes beyond great earnings potential and provides the means to a healthy lifestyle with the flexibility to meet Toasters’ changing needs. Learn more about our benefits at

The estimated Total Targeted Cash compensation range for this role is $115,000 — $185,000 USD. Total Targeted Cash for this role includes base salary, commission, and bonus (if eligible). The starting salary will be determined based on skills, experience, and geographic location. In addition to cash compensation, our total rewards components include benefits and equity (if eligible). You can learn more about how we align pay with local labor markets in our Geographic Pay Zone Philosophy.

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. As part of this commitment, 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 candida