Outbound Sales Development Representative - Retail

About the Position

Outbound Sales Development Representative - Retail

Lightspeed is looking for a highly motivated Outbound Sales Development Representative to join our North American Outbound Sales team. You’ll help drive revenue growth by generating and qualifying leads for SMB and mid-market retail clients, acting as the first point of contact and helping empower retailers.

Responsibilities

• Proactively prospecting SMB and mid-market retail accounts via phone, email, social media, and other outbound channels.
• Reaching out to different stakeholders to understand their challenges and build strong relationships.
• Collaborating with Account Executives to ensure smooth lead handoff and strategic follow-up.
• Providing feedback to marketing and sales teams based on prospect conversations to help refine outbound strategies.
• Consistently achieving monthly, quarterly, and annual outbound sales goals in a high-velocity environment.

Requirements

• 1+ years of sales or customer-facing experience
• Strong understanding of the sales cycle
• Strong communication and relationship-building skills, with the ability to explain complex solutions to multiple stakeholders.
• Tech-savvy, strategic, and comfortable navigating sales accounts.
• Entrepreneurial mindset, bias toward action, and the ability to adapt quickly in a fast-growing business.
• Fluency in English as a working language is required for this position.

Nice to Have

• 1-3 years of experience in SaaS outbound sales, preferably with SMB or mid-market retail clients.
• Ability to cold-call, email, and engage SMB and mid-market stakeholders in complex sales cycles.
• Familiarity with POS systems or other software platforms in large organizations.
• Experience with consultative selling approaches such as MEDDPICC or BANT.

We Offer

• A flexible work environment that empowers you to do your best work
• A culture that celebrates performance
• The chance to make an impact in a team that’s big enough for career growth, but lean enough to make your voice heard
• Career-defining opportunities

Plus benefits designed to keep you happy, healthy, and fulfilled.

• Flexible paid time off and remote work policies
• Equity options, because this is your company too
• Contributions to your pension plan. Your future matters
• Training opportunities to grow your skills and career
• Health and wellness credit so you feel your best
• Time off to volunteer and give back to your community
• Interest groups, employee-led networks, social committees, and sponsored sports teams
• Computer purchase program to get your personal MacBook
• Enhanced parental leave to support growing families

About the Company

Powering the businesses that are the backbone of the global economy, Lightspeed's one-stop commerce platform helps merchants innovate to simplify, scale, and provide exceptional customer experiences. Our cloud commerce solution transforms and unifies online and physical operations, multichannel sales, expansion to new locations, global payments, financial solutions, and connection to supplier networks.

Founded in Montréal, Canada in 2005, Lightspeed is dual-listed on the New York Stock Exchange (NYSE: LSPD) and Toronto Stock Exchange (TSX: LSPD). With teams across North America, Europe, and Asia Pacific, the company serves retail, hospitality, and golf businesses in over 100 countries.

Compensation

The total compensation for this position is expected to be in the range of $40,000 - $80,000 CAD per year. Lightspeed also provides a variety of employee benefits including, but not limited to, medical, dental, wellness, life and disability insurance, RRSP plan and match, paid parental leave top-up, and paid time off.

To all recruitment agencies: Lightspeed does not accept unsolicited agency resumes. If we have not directly engaged your company in writing to supply candidates for a specific vacancy, Lightspeed will not be responsible for any fees related to unsolicited resumes.

Lightspeed is a proud equal opportunity employer and we are committed to creating an inclusive and barrier-free workplace. Lightspeed welcomes and encourages applications from people with disabilities. Accommodations are available on request for candidates taking part in all aspects of the selection process.