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Lightspeed Commerce

Outbound Sales Development Representative - Retail

Toronto, ON, Canada

Full-time

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Job details

Job type: Full-time
Apply by: Feb 16, 2027
Posting language: English
Posted: Nov 2, 2026

Original job description

Hi there! Thanks for stopping by 👋

Are you actively looking for a new opportunity? Or just checking the market? Well… you might just be in the right place!

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.

Our Outbound team is in hyper-growth mode, and we need a driven, strategic, and energetic individual who is passionate about helping larger retail businesses grow. If you’re results-driven and excited to join a fast-growing company, this is the role for you.

What You’ll Be Doing

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.

What You’ll Be Bringing

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.
As a global company with employees and clients outside of Quebec, fluency in English as a working language is required for this position.

Even Better If You 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 know that people are more than what’s on their CV. If you’re unsure that you have the right profile for the role… hit the ‘Apply’ button and give it a try!

What’s in it for you?

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 to sponsored sports teams
Computer purchase program to get your personal Macbook
Enhanced parental leave to support growing families

Fuel your growth. Find your people.

At Lightspeed, your growth is our priority. We invest in you with continuous learning opportunities, global mobility and benefits designed to support you - all within a driven, diverse and inclusive team that’s passionate about empowering our communities

At Lightspeed, we carefully consider a wide range of factors when determining compensation, including your skill set, qualifications, experience, and market data. These considerations can cause your compensation to vary. We reasonably expect the total compensation for this position to be in the range of $40,000 - $80,000 CAD. 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.Please note that this compensation information is solely for candidates hired to perform work within Ontario and reflects the amount Lightspeed is willing to pay at the time of this posting. This role represents an existing vacancy at Lightspeed. Lightspeed uses artificial intelligence–enabled tools to support certain aspects of the recruitment process; all hiring decisions are made by our recruiting and hiring teams.

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.

Where to from here?

Obviously, this has to be mutually beneficial: we want you to step into a role you love, and we want to offer you a place you’re proud to come to every day. For a glimpse into our world check out our career page here.

Lightspeed is building communities through commerce, and we need people from all backgrounds and lived experiences to do that. We were founded in 2005, in Montreal’s gay village and our original members were all part of the LGBTQ+ community. The ethos of our business has been about inclusion from the very beginning, and we strive to provide a workplace where everyone belongs.

Who We Are

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.

Lightspeed handles your information in accordance with our Applicant Privacy Statement.

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More about this job

Responsibilities

Prospect SMB and mid-market retail accounts through phone, email, social media, and other outbound channels, qualifying leads and building relationships with stakeholders. Collaborate with Account Executives and sales and marketing teams to support lead handoffs, refine outbound strategies, and meet sales targets.

Requirements

Candidates need at least one year of sales or customer-facing experience, a strong understanding of the sales cycle, and effective communication and relationship-building skills. SaaS outbound sales, retail experience, familiarity with POS or enterprise software, and knowledge of MEDDPICC or BANT are advantageous; English fluency is required.

Skills

Outbound Prospecting
Lead Generation
Lead Qualification
Cold Calling
Email Outreach
Social Media Outreach
Sales Cycle Knowledge
Relationship Building
Stakeholder Engagement
Consultative Selling
Account Navigation
Sales Account Handoff
Sales Goal Achievement
Strategic Thinking
Communication
Adaptability

Benefits

Flexible Paid Time Off
Remote Work Policies
Equity Options
Pension Plan Contributions
Training Opportunities
Health and Wellness Credit
Volunteer Time Off
Employee Interest Groups and Networks
Social Committees
Sponsored Sports Teams
Computer Purchase Program
Enhanced Parental Leave
Medical Insurance
Dental Insurance
Wellness Insurance
Life Insurance
Disability Insurance
RRSP Plan and Match
Paid Parental Leave Top-Up

Visa sponsorship

Not detected in the job text

Keywords

SaaS
Retail
SMB
Mid-Market
Outbound Sales
Sales Development
Lead Generation
Lead Qualification
Cold Calling
Email Outreach
Social Media
Sales Cycle
Consultative Selling
MEDDPICC
BANT
POS Systems
Account Executives
Stakeholder Engagement
Sales Strategy
Commerce Platform
Cloud Commerce
Multichannel Sales
Payments
Supplier Networks

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