Demo

Sales District Manager, Toast Retail

Toast
Pittsburgh, PA Full Time
POSTED ON 11/27/2025
AVAILABLE BEFORE 1/9/2026
After years building the best 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.

Toast offers an all-in-one platform that helps restaurateurs and retailers operate their business, increase sales, engage guests, and keep employees happy. As a District Manager, you are pivotal to the growth of the Toast brand in your district. You will report into a Director of Retail Sales and will hire, build, and coach a team of Retail Territory Account Executives who are working everyday to transform the way grocery stores, bottle shops, and convenience stores operate. You’ll work closely with your sales team to understand the Retail operators’ unique needs, and you’ll work closely with the product team to build solutions that help Retailers thrive.

This is a remote opportunity with travel expectations up to 35 percent of the time.

About this roll*: (Responsibilities)

  • Hire, develop, motivate, and manage a quota-achieving sales team
  • Coach your team on a full cycle sales process. This includes coaching on how to conduct efficient discovery meetings, live demos, and craft a solution proposal that best meets the prospective customer’s needs
  • Spend time coaching and empowering your team through field visits that include walk-ins, prospecting, trade shows, and local business partnerships to help exceed quotas
  • Partner and collaborate with peers and parallel teams across the business to ensure that expectations set during the sales process are met in delivery
  • Strategically utilize Salesforce (our CRM) and other technology to drive productivity, report on forecast deal pipelines, and analyze conversion rates
  • Accountable for the new business growth across your assigned district

Do you have the right ingredients*? (Requirements)

  • 5 years of sales experience in a sourcing and/or closing role
  • 3 years of leadership experience
  • Proven track record of success
  • Passionate with the ability to inspire and motivate those around them
  • Entrepreneurial, self-motivated, creative, and flexible with the ability to perform well under pressure

Special Sauce: (non-essential skills, nice to have)

  • Management experience building customer-facing, quota-achieving full cycle sales teams
  • Experience working in a tech environment
  • Experience working in a fast-paced, high growth environment
  • Experience working in a retail environment
  • Proven track record of creating a winning culture that performs at a high level
  • Bread puns encouraged but not required

Our Spread* of Total Rewards

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 https://careers.toasttab.com/toast-benefits.

The estimated Total Targeted Cash compensation range for this role is listed below. Total Targeted Cash for this role consists of a base salary, commission, benefits, and equity (if eligible). This role qualifies for uncapped commissions. The starting salary will be determined based on skills, experience, and geographic location.

Total Targeted Cash

$181,000—$290,000 USD

Diversity, Equity, and Inclusion is Baked into our Recipe for Success

At Toast, our employees are our secret ingredient—when they thrive, we thrive. The restaurant industry is one of the most diverse, and we embrace that diversity with authenticity, inclusivity, respect, and humility. By embedding these principles into our culture and design, we create equitable opportunities for all and raise the bar in delivering exceptional experiences.

We Thrive Together

We embrace a hybrid work model that fosters in-person collaboration while valuing individual needs. Our goal is to build a strong culture of connection as we work together to empower the restaurant community. To learn more about how we work globally and regionally, check out: https://careers.toasttab.com/locations-toast.

Apply today!

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 candidateaccommodations@toasttab.com.



  • 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.

    Salary : $181,000 - $290,000

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