Senior Mid‑Market Sales Exec — Restaurant Tech Growth

Toast; Toronto; Hybrid; CAD 204,000 - 326,000; Full time

Job summary

Toast is seeking a Mid‑Market Sales Executive in Canada to drive revenue growth across targeted multi‑unit restaurant brands. You will build a robust pipeline, lead complex deals, and demonstrate Toast value through engaging demos and value-based proposals.

You will work with cross‑functional teams, navigate competitive landscapes, and maintain accurate forecasts while traveling ~30% to engage operators and executives. Hybrid work and a focus on data‑driven selling are supported.

Qualifications

• 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.
• Experience in MEDDPICC Sales Qualification preferred.
• Travel 30% or more.
• Comfortable with process‑driven sales, reporting, and tracking.
• Strong written and presentation‑based communication skills are required.
• You've built something to make yourself faster and can discuss a repeatable process you created.

Responsibilities

• Grow Toast market share in the multi-unit restaurant industry by developing relationships at the C‑Suite level and building a qualified pipeline.
• Educate prospects on Toast value proposition through demonstrations and presentations.
• Collaborate with partners to leverage complementary solutions for point-of-sale systems.
• Plan and coordinate sales support activities and manage the sales pipeline in Toast tools (Salesforce).
• Involve yourself in all sales lifecycle phases: identify leads, meet clients, create value propositions, negotiate, and close.
• Understand the competitive landscape and position Toast to win.
• Ensure delivery aligns with sales commitments by collaborating with Account Service and Implementation teams.
• Focus on efficient, repeatable activities to maximize live operator conversations.

Skills

SaaS sales

B2B sales

Complex deals

MEDDPICC

Restaurant tech

Travel 30%

Tools

Salesforce

Job description

Toast is seeking a Mid‑Market Sales Executive in Canada to drive revenue growth across targeted multi‑unit restaurant brands. You will build a robust pipeline, lead complex deals, and demonstrate Toast value through engaging demos and value-based proposals.

You will work with cross‑functional teams, navigate competitive landscapes, and maintain accurate forecasts while traveling ~30% to engage operators and executives. Hybrid work and a focus on data‑driven selling are supported.