Toast Retail

Bringing the all-in-one platform to a new aisle.

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After years focused on building an integrated platform for restaurateurs, Toast is expanding its offerings into other food and beverage concepts such as convenience stores, grocery stores, and bottle shops. Designed to meet both retail and foodservice needs, Toast Retail is helping create seamless guest experiences for whatever guests are buying. Bring your ownership mindset and help us grow this new vertical!

Why Sales at Toast?

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At Toast, sales means being the CEO of your own business — with the flexibility, support, and earning potential to match. Commissions are uncapped and top performers get promoted regularly. You're set up to succeed from day one through structured onboarding, hands-on training, and ongoing coaching from your manager. Toast also invests heavily in development and internal mobility, so your next opportunity is often already here. Along the way, you'll be recognized for your wins and backed by perks built to help you thrive.

 

Explore our benefits

 

 

What role is right for me?

Account Executive

An Account Executive role is right for you if you want to own your own territory and build it from scratch. As an AE, you're in the field every day: prospecting, running demos, and closing new accounts directly with retail operators. You thrive on individual ownership — your pipeline, your relationships, your wins. If you love being the one in the room closing the deal, and want to prove out a new vertical account by account, the AE seat is built for you.

District Manager

A District Manager role is right for you if you want to build and lead the team doing that selling. This seat typically calls for 5+ years of sales experience in a sourcing or closing role, including 3+ years in a leadership role. As a DM, you're not carrying your own quota — you're hiring, coaching, and developing a team of Retail Account Executives, then managing the pipeline and forecasting that keeps your district on track, while partnering with product to shape how the motion scales. If you get more energy from developing people and building repeatable process than from closing your own deals, the DM seat is built for you.

Account Executive

Retail Account Executive

Part of the founding team transforming how convenience stores, grocery stores, and bottle shops operate. Using a consultative approach, you'll prospect, build relationships, and sign up new accounts — developing a customized solution for each business in your assigned geographic territory.

Lives in or near territory · Travel 25%+
Toast Retail · Account Executive

A Day in the Life

From first call to signed contract, in your assigned territory.

01

Prospect

Build target lists of convenience stores, grocery stores, and bottle shops

02

Consult & Demo

Run consultative demos that solve each retailer's unique needs

03

Propose & Close

Manage the full sales cycle, from initial call to signed account

04

Hand Off

Partner across the business so what's sold matches what's delivered

Requirements

  • Entrepreneurial and feedback-driven mindset
  • Strong communication, organizational, and presentation skills — able to sell and negotiate at all decision-making levels
  • Proven track record of meeting and exceeding goals
  • Self-motivated, creative, flexible, and comfortable navigating ambiguity
  • Lives in or near the assigned market; willing to travel 25% or more

Nice to Have

  • Retail operations experience
District Manager

Retail District Manager

Pivotal to the growth of the Toast brand in your district. Reporting to the Director of Retail Sales, you'll hire, build, and coach a team of Retail Territory Account Executives working every day to transform how grocery stores, bottle shops, and convenience stores operate — partnering closely with product to build solutions that help retailers thrive.

Remote · Based out of Cincinnati, OH · Travel up to 35%
Toast Retail · District Manager

A Day in the Life

Building and coaching a team that's transforming how retailers operate.

01

Build the Team

Hire, develop, and manage a quota-achieving sales team

02

Coach in the Field

Run field visits — walk-ins, prospecting, trade shows, local partnerships

03

Drive the Pipeline

Use Salesforce to forecast pipeline and analyze conversion rates

04

Partner & Deliver

Align with cross-functional teams so delivery matches the sale

Requirements

  • 5+ years of sales experience in a sourcing and/or closing role
  • 3+ years of leadership experience with a proven track record
  • Passionate, with the ability to inspire and motivate others
  • Entrepreneurial, self-motivated, creative, and flexible under pressure

Nice to Have

  • Experience building customer-facing, quota-achieving full-cycle sales teams
  • Experience in a tech or fast-paced, high-growth environment
  • Retail environment experience
  • Track record of building a winning, high-performing culture

By submitting this form, you are agreeing to be part of Toast’s talent community and acknowledge that any information submitted will be processed in accordance with Toast’s Applicant Privacy Statement.  Additional information for California residents available here.

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