Director, GTM AI Solutions

Toast is driven by building the all-in-one restaurant platform that helps restaurants operate their business, increase sales, engage guests, and keep employees happy. We are searching for a forward-thinking, hands-on leader to join our GTM Strategy & Operations team as Director, GTM AI Solutions. Our GTM Strategy & Operations team drives accelerated growth by analyzing market dynamics, shaping strategic initiatives, and optimizing sales and onboarding methodologies and processes. This strategic execution directly impacts Toast's trajectory in a rapidly evolving industry.

In this role, you will identify, evaluate, pilot, and launch the next generation of AI technology tools to drive efficiency and impact across our sales and customer onboarding organizations. This is a unique opportunity to shape how our teams use AI to deliver outstanding results and an excellent customer experience. You’ll collaborate across sales, onboarding, and systems teams, roll up your sleeves to build or demo new tools, and be a champion for innovation in our go-to-market strategy. If you’re energized by the chance to shape how world-class sales and onboarding teams unlock value with AI, we want to talk to you!

Do you have the right ingredients\*? (Requirements)

• Deep passion for and knowledge of cutting-edge AI technologies and their applications in business
• 7+ years in GTM strategy, sales operations, or sales enablement, with hands-on exposure to technology adoption
• Strong understanding of sales and customer onboarding processes and KPIs
• Working knowledge of Salesforce CRM—including customizations, integrations, and reporting
• Demonstrated ability to lead cross-functional projects and collaborate with technical and commercial teams
• Experience running tool evaluations, pilots, and building business cases for new technology
• Willingness to “get in the weeds” and prototype or configure tools directly (e.g., building AI agents, testing integrations)
• Excellent communication, project management, and change management skills

Special Sauce\* (Nice to Haves)

• Experience implementing AI tools or solutions in a sales or customer success environment
• Familiarity with sales tech stack including sales engagement, forecasting, and enablement platforms
• Background in consulting or product management
• Published thought leadership in the AI or GTM technology space

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

#LI-REMOTE

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

At Toast, our employees are our secret ingredient—when they thrive, we thrive. The restaurant industry is one of the most diverse, and we embrace that diversity with authenticity, inclusivity, respect, and humility. By embedding these principles into our culture and design, we create equitable opportunities for all and raise the bar in delivering exceptional experiences.

We Thrive Together

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 restaurant community. To learn more about how we work globally and regionally, check out: https://careers.toasttab.com/locations-toast.

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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For roles in the United States, It is unlawful in Massachusetts to require or administer a lie detector test as a condition of employment or continued employment. An employer who violates this law shall be subject to criminal penalties and civil liability.