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Account Executive, SMB

Digitail

Digitail

Sales & Business Development
Toronto, ON, Canada
CAD 150k-150k / year + Equity
Posted on Jan 1, 2026
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Account Executive, SMB

  • Hybrid (M5V 2G9, Toronto, Ontario, Canada)
  • Sales & Marketing

About Digitail

Digitail is the AI operating system for modern veterinary clinics.

Digitail continuously improves how practices run — from client communication and scheduling to medical records, billing, and payments — so teams can focus on care, not admin.

Unlike traditional PIMS that expect clinics to bend their workflows around clunky software, Digitail delivers a proven operating system designed and refined alongside veterinary teams.

Digitail brings ten-plus tools into one intelligent platform, with built-in workflows and AI assistants working behind the scenes — giving growing clinics and established groups a shared system that scales with their operations, not against them.

What You Will Do

  • Own full-cycle sales conversations from first call through close

  • Be a trusted advisor with clinic stakeholders and decision makers

  • Run focused, workflow-based demos that connect clinic pain to real outcomes

  • Translate operational friction into business and clinical impact

  • Guide buyers to a clear decision using a consultative, structured approach

  • Follow up with consistency and purpose to maintain momentum

  • Become an expert in our product and the industry so that you can advise clinic owners in a high-trust manner.

  • Collaborate with clinic staff and decision makers to align their goals and objectives with our product capabilities.

  • Collaborate closely with our onboarding team to deliver a seamless launch of product to our clients.

  • Own pipeline management, forecasting, and over achieve revenue performance

How You Think & Solve Problems

  • Curious and discovery-driven, with a bias toward understanding the why before jumping to solutions

  • Naturally interested in how tools, systems, and workflows actually work under the hood

  • Focused on workflows, outcomes, and decision risk — not just features or checklists

  • Motivated to solve problems deeply rather than apply surface-level fixes

  • Comfortable operating with incomplete information and clearly communicating what’s known vs. evolving

  • Willing to experiment, iterate, and adapt as products, tools, and processes change

  • Proactively uses technology, automation, and AI to improve effectiveness and scale impact

  • Strong sense of ownership and follow-through from problem identification to resolution

  • Comfortable explaining technical concepts simply to non-technical audiences, using real examples from hands-on experience

Your Experience

  • 1-2 years of experience in software sales, preferably high-volume SMB SaaS sales - with closing experience

  • Consultative, customer-first sales approach

  • History of personal and professional excellence

  • Lifelong learner mindset and commitment to professional growth and development

  • You thrive while working in a fast-paced environment where change is common.

  • You have strong sales acumen, effective time management and organization skills.

  • Excitement to travel and work industry conferences as needed

  • Experience with VetMed (selling to or working in!) is a huge plus.

Compensation + Benefits

  • The estimated starting salary range for this role is CAD $150,000k on-Target Earnings (50/50 base + commission with uncapped commission), plus a generous pre-IPO equity package.

  • Work from home stipend to set up your office

  • Awesome in-office (Toronto) and remote culture

  • Generous paid time off

  • Mission-driven company serving veterinary clinics

  • Hybrid (M5V 2G9, Toronto, Ontario, Canada)
  • Sales & Marketing