Sales Representative, Purchasing

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.

This role is for a senior consultative sales professional with proven success selling software to enterprise veterinary groups . You are comfortable engaging C-suite stakeholders navigating complex buying committees and leading long-cycle high-stakes decisions. Own complex full-cycle enterprise sales motions from initial discovery through negotiation close and handoff

Act as a trusted advisor helping organizations evaluate change mitigate risk and align around a clear decision

Navigate longer sales cycles by guiding buyers through evaluation internal alignment and approval processes

Develop deep expertise in the product market and veterinary operating models to advise at an executive level

Partner closely with onboarding customer success and product teams to ensure a seamless transition from sale to launch

Own pipeline inspection forecasting accuracy deal strategy and consistently exceed revenue targets

Oriented around business outcomes workflow transformation and long-term valuenot feature comparison

Able to connect technical and operational detail to executive-level priorities and risk considerations

Skilled at simplifying complexity and communicating clearly across technical clinical and non-technical audiences

Data-informed and structured in your thinking using frameworks to drive clarity and alignment

Experience engaging C-suite and senior leadership stakeholders

Existing relationships and industry credibility within veterinary enterprise networks preferred

Comfort working remotely and asynchronously

Willingness to travel for executive meetings and industry events

History of personal and professional excellence

You have strong sales acumen effective time management and organization skills

Generous salary uncapped commission and a pre-IPO equity package.

Work from home stipend to set up your office

Awesome in-office (Toronto) & remote culture

This role is for enterprise sellers who value trust accountability and long-term relationships.