Madison, WI Territory Account Executive
Toast
Madison, WI · Posted October 21, 2026
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Where Madison, WI ranks
Where Madison, WI placed in our monthly rankings, month by month. Each month stays online at its own address.
November 2026
- #8Best all-round cities for new graduates in the Great Lakes49 / 100 · of 16
- #8Best all-round cities for remote workers in the Midwest57 / 100 · of 20
- #8Best all-round cities for remote workers in the Great Lakes57 / 100 · of 16
- #10Cities with the most jobs that do not need a four-year degree in the Great Lakes56 jobs · of 36
- #11Best cities for entry-level jobs that want AI skills in the Great Lakes4% · of 38
- #11Best all-round cities for new graduates in the Midwest51 / 100 · of 20
Rankings about sales jobs
- Best cities for sales jobs #1 New York (2,774 openings)
- Best cities for sales pay after cost of living #1 Santa Clara ($175k)
- Most requested AI skills in sales jobs #1 AI tools in daily work (4.1%)
- AI tools named most often in sales jobs #1 Gong (0.93%)
- Employers with the most sales jobs #1 Charter Communications (389 roles)
Skills this job asks for
Say which you have and which you want to build. We use it to match you to jobs like this one.
About the job
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 a 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 Madison, WI your territory, or be willing to relocate to the area.
A day in the life (Responsibilities)
• 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
What you'll need to thrive (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
What will help you stand out (Nice to Haves/Nonessential Skills)
• Experience with Salesforce CRM
• Sandler Sales Training
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 our culture.
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 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 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). You can learn more about how we align pay with local labor markets in our Geographic Pay Zone Philosophy.
Zone A
$148,000—$237,000 USD
Zone B
$128,000—$205,000 USD
Zone C
$115,000—$185,000 USD
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: https://careers.toasttab.com/ai-in-hiring
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: https://careers.toasttab.com/locations-toast
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.
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.
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