Territory Account Executive-Windsor

Toast is driven by building the restaurant platform that helps restaurants adapt, take control, and get back to what they do best: building the businesses they love. 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 territory. By understanding their unique needs, you will develop a customized solution that helps their business thrive. We need your passion and sales expertise to help us build Toast across Canada.

Must live local to Windsor or surrounding areas/willing to relocate. This is a field sales opportunity with 80% of your time spent in the field and 20% working from home.

A day in the life (Responsibilities)

• Generate a list of prospective restaurants and manage the entire sales cycle from initial call to close (experience with self-sourcing clients is a huge plus).
• 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.

What you'll need to thrive (Requirements)

• 1+ years of experience in a sourcing or closing sales role, restaurant operations, or a related 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 is nice to have.

AI at Toast

At Toast, one of our company values is that we’re hungry to build and learn. We believe learning new AI tools empowers us to build for our customers faster, more independently, and with higher quality. We provide these tools across all disciplines, from Engineering and Product to Sales and Support, and are inspired by how our Toasters are already driving real value with them. The people who thrive here are those who embrace changes that let us build more for our customers;
it’s a core part of ourculture.

Our Total Rewards Philosophy

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

*This role is for a current vacancy

The estimated Total Targeted Cash compensation range for this role is listed below. Total Targeted Cash for this role includes base salary, commission, and bonus (if eligible). This role qualifies for uncapped commissions. 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).

Total Targeted Cash

$131,000—$210,000 CAD

How Toast Uses AI in its Hiring Process

Throughout the hiring process, our goal is to get to know you. We use AI tools to support our recruiters and interviewers with tasks like note-taking, summarization, and documentation of interviews to ensure they can be fully focused on your conversation. All hiring decisions are made by people. We ask that you complete interviews and assessments on your own, without real-time AI tools, recording, or transcription bots, unless we tell you otherwise in advance. To learn more:

Our Approach to Hybrid Working

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 hospitality community, regardless of location. Please visit the Locations page on our career site to learn more about our in-office expectations by region:

People Are the Secret Ingredient in Our Recipe for Success

At Toast, our employees are our secret ingredient—when they thrive, we thrive. The restaurant industry brings together people with a wide range of backgrounds, experiences, and perspectives, and we value that same breadth at Toast. We strive to build a culture grounded in authenticity, respect, and humility, where every Toaster has a real opportunity to grow, contribute, and do their best work—raising the bar in delivering exceptional experiences for our customers and each other.

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 View email address on ca.hrm.tc.

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