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. The Mid-Market Sales Executive is responsible for sales and revenue growth in their assigned, targeted accounts. This individual is responsible for building a sales pipeline, managing a sales process for their mid-market brands/group with 40 to 500 units.

Candidates must live local to Canada or be willing to relocate. Lead efforts to grow Toast market share in the multi-unit restaurant industry through establishment and cultivation of ongoing relationships at the C-Suite level through research, cold-calling and networking to develop a qualified pipeline of prospects. Cultivate relationships with business partner counterparts who sell and support complementary applications and services to point of sale systems serving the restaurant industry Plan, direct and coordinate sales support activities, including management of the sales pipeline through Toast sales tools (Salesforce) Involved in all phases of the sales lifecycle including: identifying and developing leads; contract negotiation and closing Collaborate with Account Service and Implementation Teams to ensure that expectations set during the sales process are met in delivery Continuously identify the repetitive parts of the role — research, prep, notes, follow-up, list building and systematically get them off your plate, so the majority of your week is spent in live conversation with operators.

Prioritize accounts based on observable change in the operator's business: expansion, ownership change, hiring patterns, guest feedback trends, visible technology, and disqualify unworkable accounts quickly so your capacity concentrates where it can actually close. Treat your book as an asset you maintain. Keep account and contact records accurate, current, and deduplicated, understanding that routing, scoring,



and every AI-assisted workflow is only as good as the data underneath it.

Resolve complex ownership structures, franchise groups, multiple legal entities, operators running several concepts under different names to identify and reach the actual economic decision maker rather than whoever answers the phone. Arrive already informed, and earn trust in a low-trust market. Flag bad data, wrong contacts, and signals that didn't hold up, so the system your whole team relies on improves rather than quietly eroding.

A combination of SaaS, Digital Marketing and Restaurant Industry Technology experience is required ~5+ years of relevant successful technology or professional services sales experience ~ Previous success in selling/leading sales efforts in environments with 6 to 12 month sales cycles ~ Proven sales skills in complex deal development, financial structuring, negotiations, and closing with both new and existing clients Experience in MEDDPICC Sales Qualification preferred Travel 30% or more Comfortable with process-driven sales, reporting, and tracking Comfort framing a messy commercial question clearly and specifically enough that a tool, a teammate or a supporting function can actually act on it. You manage a territory like a portfolio. Comfort making deliberate coverage decisions across a large account base rather than defaulting to whichever deal is loudest this week.

Genuine curiosity about how restaurants actually operate — margins, labour, throughput, the difference between a 3-location operator and a 30-location one — because that is what earns a second conversation.



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; We strive to provide competitive compensation and benefits programs that help to attract, retain, and motivate the best and brightest people in our industry.

Total Targeted

Cash for this role includes base salary, commission, and bonus (if eligible). In addition to cash compensation, our total rewards components include advantages and equity (if eligible). 204,000—$326,000 CAD 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. Our goal is to build a strong culture of connection as we work together to empower our 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 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. Our goal is to build a strong culture of connection as we work together to empower the restaurant community.

As part of this commitment, we strive to provide reasonable accommodations for persons with disabilities to enable them to access the hiring process. An employer who violates this law shall be subject to criminal penalties and civil liability. #

📌 Mid Market Account Executive- Canada (Toronto)
🏢 Toast Tab
📍 Toronto