Madison, WI Territory Account Executive

The Madison, WI Territory Account Executive at Toast is the frontline champion of our restaurant platform, empowering independent and multi‑unit operators across the Madison, WI, USA market to modernize their businesses. In this high‑visibility role you will own the full sales cycle—from prospecting and discovery to closing and post‑sale adoption—ensuring restaurants gain the tools they need to adapt, control costs, and deliver unforgettable guest experiences. Your success directly fuels Toast’s mission to be the industry’s most trusted partner, driving revenue growth and market share in a region known for its vibrant food scene. With a clear path to senior leadership, you’ll accelerate your career while shaping the future of hospitality technology.

- Prospect, qualify, and develop relationships with restaurant owners, operators, and decision‑makers across Madison, WI.
- Conduct needs‑based demos and ROI analyses that showcase Toast’s POS, payments, and loyalty solutions.
- Negotiate contracts and close new business, consistently exceeding quarterly quota targets.
- Partner with Customer Success, Implementation, and Product teams to ensure seamless onboarding and ongoing value delivery.
- Track pipeline health and forecast revenue in Salesforce, providing actionable insights to regional leadership.
- Stay ahead of industry trends—such as contactless ordering, omnichannel loyalty, and data‑driven menu engineering—to position Toast as a strategic advisor.
- Represent Toast at local industry events, trade shows, and community gatherings, building brand awareness and referral networks.

You’ll report to the Midwest Sales Director and collaborate daily with a dynamic team of sales engineers, marketing specialists, and regional account managers, fostering a culture of mentorship and shared wins. Ideal candidates combine a proven record of B2B SaaS sales success in the restaurant or hospitality space with exceptional communication, consultative selling, and analytical skills. Mastery of CRM tools, strong negotiation tactics, and a passion for helping restaurateurs thrive are essential.

Joining Toast means becoming part of a purpose‑driven organization that celebrates innovation, inclusion, and relentless customer focus. Our culture rewards curiosity and empowers employees to own their growth—offering continuous learning programs, leadership development tracks, and cross‑functional project opportunities. As the restaurant industry accelerates its digital transformation, you’ll be at the epicenter of change, driving solutions that shape how diners interact with food service. Toast’s competitive benefits package, flexible work environment, and vibrant Madison office make this role uniquely rewarding for ambitious professionals eager to leave a lasting impact on the culinary landscape.