Account Executive, SMB

Digitail

$150K *
Healthcare
Less than 5 years of experience
Job Overview by Ladders

Qualifications

  • 1-2 years of software sales experience, particularly in high-volume SMB SaaS sales
  • Demonstrated consultative, customer-first sales approach
  • Proven track record of personal and professional excellence
  • Commitment to continuous learning and professional development
  • Ability to thrive in a fast-paced, ever-changing environment
  • Strong sales acumen with effective time management skills
  • Familiarity with the veterinary medicine industry is a significant advantage.

Responsibilities

  • Own the complete sales cycle from initial contact to closing deals
  • Act as a trusted advisor to clinic stakeholders and decision-makers
  • Conduct targeted, workflow-centered demos that address specific clinic challenges
  • Translate operational challenges into tangible business and clinical solutions
  • Guide clients through decision-making with a structured, consultative approach
  • Maintain momentum through consistent and purposeful follow-ups
  • Become proficient in both our product offerings and the veterinary industry

Benefits

  • Generous pre-IPO equity package
  • Home office stipend for work-from-home setup
  • Strong remote and in-office culture in Toronto
  • Generous paid time off policy
  • Opportunity to work for a mission-driven company in the veterinary sector
Full Job Description
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

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