Sales Development Representative (Inbound)

Job Description

Pillway isn't just a pharmacy, we're a healthcare technology company at the forefront of the industry. We are revolutionizing patient medication management through cutting edge technology, creating a truly seamless and patient‑first experience. Join our team and play a pivotal role in shaping the future of pharmacy services in a high growth, innovative environment.

The Opportunity:

Pillway is seeking an entry level Inside Sales Representative to support the growth of our pharmacy services. This role is suited to individuals who demonstrate professionalism, strong communication abilities, and a commitment to continuous development. Pillway maintains a performance‑driven environment where employees are supported through structured feedback, clear expectations, and opportunities for advancement based on merit.

The successful candidate will work on site in Brampton and will be responsible for contacting warm leads from our customer retargeting lists. The primary objective is to engage prospective customers, provide accurate information regarding prescription transfers, and facilitate a smooth transition to our pharmacy.

Key Responsibilities:

• Meet and exceed established monthly and quarterly performance targets.


• Communicate clearly and professionally while addressing customer questions and concerns.


• Maintain accurate and organized records of all customer interactions within the CRM system.


• Respond effectively to changes in quotas, workflows, and operational priorities.


• Collaborate with internal teams to ensure a seamless onboarding experience for new customers.


• Demonstrate accountability for individual performance and adherence to established processes.


• Continuously refine communication and outreach strategies to improve performance.


• Uphold a high level of professionalism in all customer communications.

What We’re Looking For:

• Proven track record of achieving and exceeding sales targets.


• Excellent communication skills with the ability to engage customers effectively.


• Strong interpersonal skills and confidence in customer‑facing interactions.


• Self‑driven with a high level of accountability for individual results.


• Comfortable working in a fast‑paced, performance‑focused environment.


• Knowledge of healthcare industry trends and competitor activities.


• Full time, on site availability in Brampton, Monday to Friday.

Why Work With Pillway?

Joining Pillway means becoming part of a pioneering team dedicated to revolutionizing digital pharmacy in Canada. Here’s why you should consider us:

• Competitive Benefits and Compensation: We offer market‑aligned salaries, ISear‑end bonuses and comprehensive health and dental benefits.


• Inclusive and Dynamic Culture: Be part of a great workplace culture that values diversity, innovation, and teamwork.

Pillway supports a workforce of diverse backgrounds and encompasses policies and initiatives designed to help all employees feel welcomed and well‑equipped to succeed in their positions. We are an inclusive employer and provide accommodations for applicants with disabilities throughout the recruitment process. Please let us know if you require accommodation. We also appreciate every application we receive, but due to our overwhelming response, we will only be able to contact those who are in consideration for the position.

Pillway uses Workwolf’s AI‑enabled tools to sort and screen applications based on job‑related criteria. All hiring decisions involve human review.