Outbound Sales Development Representative (SaaS)

TL;DR

Outbound Sales Development Representative (SaaS): Generating and qualifying leads for enterprise retail clients with an accent on proactive prospecting and relationship building. Focus on cold-calling, navigating complex enterprise sales cycles, and achieving high-velocity revenue goals.

Location: Must be hired to perform work within Ontario, Canada (remote work policies available)

Salary: $40,000 - $80,000 CAD

Company

Lightspeed is a one-stop commerce platform that helps retail, hospitality, and golf businesses innovate, simplify, and scale their operations.

What you will do

• Proactively prospect enterprise retail accounts via phone, email, and social media.
• Engage 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 to refine outbound strategies.
• Consistently achieve monthly, quarterly, and annual outbound sales goals in a high-velocity environment.

Requirements

• 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.
• Must be based in Ontario, Canada.
• Fluency in English is required.

Nice to have

• 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.

Culture & Benefits

• Flexible paid time off and remote work policies.
• Equity options and contributions to a pension plan (RRSP).
• Health and wellness credits.
• Training opportunities and global mobility.
• Computer purchase program for personal Macbooks.
• Enhanced parental leave and volunteer time off.