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Chicago, IL Territory Account Executive

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.

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. 

This is a field sales opportunity based out of a personal home office. You must live local to Chicago, IL or be willing to relocate to the area. 

About this roll*?  (Responsibilities)

  • Generate list of prospective restaurants and manage the entire sales cycle from initial call to close (previous experience and success with hunting is ideal)
  • 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

Do you have the right ingredients*? (Requirements)

  • 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

Special Sauce* (Nonessential Skills/Nice to Haves)

  • Experience with Salesforce CRM
  • Sandler Sales Training

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

*Bread puns encouraged but not required

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, plus the eligibility for equity and/or other benefits. This role qualifies for uncapped commissions. The starting salary will be determined based on skills, experience, and geographic location.

Total Targeted Cash
$129,000$206,000 USD

 

We are Toasters

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

At Toast our employees are our secret ingredient. When they are powered to succeed, Toast succeeds.

The restaurant industry is one of the most diverse industries. We embrace and are excited by this diversity, believing that only through authenticity, inclusivity, high standards of respect and trust, and leading with humility will we be able to achieve our goals.

Baking inclusive principles into our company and diversity into our design provides equitable opportunities for all and enhances our ability to be first in class in all aspects of our industry.

Bready* to make a change? 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.

Average salary estimate

$167500 / YEARLY (est.)
min
max
$129000K
$206000K

If an employer mentions a salary or salary range on their job, we display it as an "Employer Estimate". If a job has no salary data, Rise displays an estimate if available.

What You Should Know About Chicago, IL Territory Account Executive, Toast

Join Toast as a Territory Account Executive in Chicago, IL, where you can make a real impact on the restaurant industry! We’re all about helping restaurants thrive, and as part of our SMB Flex team, you’ll play a crucial role in transforming how these businesses operate. With your consultative sales approach, you will prospect and build relationships with local restaurateurs, understanding their unique needs and providing tailored solutions to enhance their operations. Picture yourself conducting demos and leveraging Salesforce to manage your sales pipeline while partnering with various teams to deliver on promises made during the sales process. If you’re passionate about restaurant operations and have at least a year of experience in sales or related fields, this role is for you! We love creativity and adaptability, so we’re looking for someone who thrives in fast-paced environments and can connect with clients at all decision-making levels. Not only do we offer uncapped commissions and a competitive salary range of $129,000 to $206,000, but we also believe in a workplace that celebrates diversity, equity, and inclusion. Come help us grow the Toast brand while enjoying the flexibility and support that comes with being part of our team!

Frequently Asked Questions (FAQs) for Chicago, IL Territory Account Executive Role at Toast
What are the responsibilities of a Territory Account Executive at Toast in Chicago, IL?

As a Territory Account Executive at Toast in Chicago, IL, your primary responsibilities include generating a list of prospective restaurants, managing the entire sales cycle from initial contact to closing deals, and conducting demos tailored to meet the needs of potential clients. You’ll collaborate with various internal teams to ensure successful implementation and delivery of solutions, leverage Salesforce to track and manage sales activities, and stay informed about the competitive landscape to effectively position Toast in the market.

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What qualifications are needed for the Territory Account Executive role at Toast?

To qualify for the Territory Account Executive role at Toast, candidates should have at least one year of experience in a sourcing or closing sales position, preferably in restaurant operations or a related field. Essential skills include strong communication, organizational, and presentation skills, along with a proven track record of meeting sales goals. Familiarity with Salesforce CRM and a proactive, adaptable attitude are also beneficial in this fast-paced environment.

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What is the compensation range for the Territory Account Executive position at Toast?

The estimated Total Targeted Cash compensation for the Territory Account Executive position at Toast ranges from $129,000 to $206,000. This package includes a base salary, commission, and potential eligibility for equity and other benefits, highlighting the uncapped earning potential within this role. Salary specifics will be determined based on skills, experience, and geographical location.

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What is the work environment like for a Territory Account Executive at Toast?

Working as a Territory Account Executive at Toast, you can expect a dynamic and supportive work environment. This field sales role involves being self-motivated and creative, often working from a home office while having reliable transportation for local travel. Collaboration with diverse teams across the company is crucial to ensure that customer expectations are met, allowing for a fast-paced, entrepreneurial atmosphere where you can thrive.

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How does Toast support diversity and inclusion in the workplace?

Toast is committed to fostering a diverse and inclusive workplace, recognizing that our employees are integral to our success. We embrace diversity within the restaurant industry and strive to create equitable opportunities for all. Through a culture of authenticity, respect, and trust, Toast aims to lead by example, implementing inclusive principles in our hiring processes and company practices to ensure everyone has the opportunity to thrive.

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Common Interview Questions for Chicago, IL Territory Account Executive
Can you describe your sales process as a Territory Account Executive?

In your answer, focus on highlighting your systematic approach to sales, from prospecting and research to relationship-building and closing deals. Share specific examples of how you assess client needs, conduct effective demos, and follow up strategically to maximize opportunities. This demonstrates your organized and thoughtful sales strategy.

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How do you leverage CRM tools like Salesforce in your sales approach?

Explain how you use Salesforce to manage leads, track sales activities, and analyze performance metrics. Emphasize your ability to stay organized and informed about your pipeline, which ultimately contributes to successful deal closures. Providing examples of how CRM insights have informed your strategy will make your answer stand out.

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What methods do you use to understand the competitive landscape?

Discuss various ways to gather market intelligence, including competitor analysis, client feedback, and industry trends. Highlight your proactive approach to continuously monitor competitors’ strengths and weaknesses, and explain how this information helps you position Toast’s offerings effectively.

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Describe a time when you turned a prospect into a client.

Share a specific success story where you identified a prospect's pain points and tailored your pitch accordingly. Focus on the strategies you used to nurture the relationship, address concerns, and ultimately close the sale, showcasing your consultative sales skills.

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How do you manage your time and priorities as a Territory Account Executive?

Provide an overview of how you prioritize tasks and manage your schedule effectively. Share any tools or methods you use to stay organized, allocate time for prospecting, client meetings, and follow-ups, ensuring that you maximize your productivity in the field.

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What do you consider when creating a customized solution for a client?

Explain your approach to understanding a client's specific needs, business goals, and challenges. Discuss how you tailor your presentation and proposal to effectively demonstrate how Toast’s solutions can address their unique circumstances, which illustrates your customer-centric mindset.

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How do you handle objections from potential clients?

Discuss the importance of active listening when addressing objections. Share techniques you use to empathize with client concerns, provide reassurance, and pivot the conversation toward the value Toast offers. Demonstrating confidence and poise will reflect positively on your negotiation skills.

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Can you give an example of a challenging sales target you met and how you accomplished it?

Select a relevant challenge and explain the strategies you used to overcome obstacles. Focus on your goal-setting process, adaptability, and resourcefulness in achieving your target, as it showcases your determination and results-oriented approach.

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What do you believe sets Toast apart from its competitors?

Share your insights into Toast’s unique value proposition, including its commitment to restaurant success and innovative solutions. This question is an opportunity to demonstrate your knowledge of the industry and convey your excitement for representing the brand.

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Why do you want to work as a Territory Account Executive at Toast?

Express your passion for the restaurant industry and your desire to contribute to a company that values diversity and innovation. Emphasize how Toast aligns with your career goals and how you can add value through your sales expertise. Authentic enthusiasm can create a strong connection with the interviewer.

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Full-time, hybrid
DATE POSTED
March 21, 2025

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