Regional Vice President, Sales

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.

A day in the life (Responsibilities)

As a Regional Vice President (RVP) you will lead a dynamic team that’s transforming how restaurants operate. You’ll oversee a team of District Sales Managers and Account Executives. You’ll be responsible for driving performance against key goals including unit sales, revenue, employee engagement (eNPS), and customer satisfaction (cNPS). In this role, you’ll work closely with your sales team to help them understand restaurants in their market’s unique needs and develop a customized solution that helps their business thrive. You’ll be responsible for hiring, onboarding, and continuously developing your team through coaching, support, and performance management—empowering each person to achieve and surpass their sales targets.

This leader will demonstrate excellence across three core competency areas, along with their associated capabilities:

Operational Excellence

• Talent identification
• Analytical skills
• Tactical execution & process delivery
• Financial deliverables
• Problem solving, innovation and creativity

Strategic Thinking

• Strategic vision and planning
• Effective decision making and judgement
• Overall business acumen
• Continuous improvement cycling

Advanced Leadership

• Coaching/Mentoring
• Communication (written & verbal)
• Interpersonal savvy
• Building culture, morale and team motivation
• Talent development

What you'll need to thrive (Requirements)

• 5+ years of B2B technology sales leadership experience including at least 3 years directly leading managers of quota-carrying sales teams
• Proven ability to operate effectively at both strategic and hands‑on execution levels
• Clear perspective on sales methodologies and their application in dynamic environments
• Commitment to frontline enablement, with attention to detail and a passion for team success
• Experience in building and scaling sales in emerging markets or with new product categories
• Strong collaborator with a track record of fostering a results-driven, inclusive, and team-oriented culture
• Proficiency in sales funnel management and applying data to drive operational excellence

Nice-to-Have

• Background in the point-of-sale (POS) industry
• Fluency in both English and French is a strong plus

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

#LI-REMOTE

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

$303,000 — $485,000 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. 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:

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:

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 click.appcast.io.

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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.