Outbound Sales Development Representative - Retail (Toronto)

Lightspeed is looking for a highly motivated Outbound Sales Development Representative to join our North American Outbound Sales team. This role focuses on generating and qualifying leads for enterprise retail clients, serving as the first point of contact and supporting retailer growth. Responsibilities

Proactively prospect enterprise retail accounts via phone, email, social media, and other outbound channels. Reach out to enterprise-level stakeholders to understand their challenges and build strong relationships. Collaborate with Account Executives to ensure smooth lead handoff and strategic follow‑up.Provide feedback to marketing and sales teams based on prospect conversations to help refine outbound strategies. Consistently achieve monthly, quarterly, and annual outbound sales goals in a high‑velocity environment. Qualifications

2–5 years of experience in SaaS outbound sales, preferably with enterprise or mid‑market retail clients. Proven ability to cold‑call, email, and engage enterprise stakeholders in complex sales cycles. Strong communication and relationship‑building skills, with the ability to explain complexsolutions to multiple stakeholders.Tech‑savvy, strategic, and comfortable navigating enterprise accounts. Entrepreneurial mindset, bias toward action, and the ability to adapt quickly in a fast‑growing business. Fluency in English as a working language (global company with operations outside of Quebec). Preferred Qualifications

Experience selling into enterprise retail clients. Familiarity with POS systems or other software platforms in large organizations. Experience with consultative selling approaches such as MEDDPICC or BANT. Benefits

Flexible work environment with support for remote work. Culture that celebrates performance and encourages growth. Career‑defining opportunities with a lean, high‑impact team. Flexible paid time off and work‑from‑home policies. Equity options, supporting ownership of the company. Contributions to a pension plan and RRSP match.Health and wellness credit. Training opportunities to grow skills and career. Time off to volunteer and give back to the community. Employee‑led interest groups, social committees, and sponsored sports teams. Computer purchase program for personal use. Enhanced parental leave to support growing families.Compensation

The total compensation for this position is expected to range from $40,000 to $80,000 CAD, with additional benefits such as medical, dental, wellness, life and disability insurance, RRSP plan and match, paid parental leave top‑up, and paid time off. Compensation may vary based on skill set, qualifications, experience, and market data.Equal Opportunity Statement

Lightspeed is a proud equal opportunity employer and we are committed to creating an inclusive and barrier‑free workplace. We welcome and encourage applications from people with disabilities. Accommodations are available on request for candidates participating in all stages of the selection process.

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