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About the Role

This is a true ownership role where you will build and close your own pipeline, working a defined market segment with a strong outbound motion. You will be responsible for driving deals forward through structured discovery, tailored demos, and disciplined deal strategy. You'll be part of a team that treats outbound as a skill, not a volume game, focusing on understanding the customer, controlling the sales process, and consistently executing at a high level. Lightspeed gives SMBs tools to compete with big box stores and win.

Responsibilities

Own your pipeline end-to-end - from generating opportunities through targeted outreach to closing and expanding deals within your territory.
Drive outbound strategy into defined market segments, leveraging structured cadences while continuously testing and optimizing your approach.
Lead high-impact discovery and product demos - running consultative, screen-share sessions that uncover real business challenges and tie directly to value.
Manage a complex sales pipeline using Salesforce, maintaining accurate forecasts and consistently delivering against monthly and quarterly targets.
Qualify and prioritize opportunities effectively using key criteria such as GTV, business model, and buying timeline to focus on high-value deals.
Partner closely with SDRs to convert outbound interest into qualified opportunities and ultimately closed revenue.
Collaborate cross-functionally with leadership and peers to refine strategy, share insights, and elevate overall team performance.
Navigate pricing and negotiations with confidence, using structured deal strategy to protect value while driving deals forward.
Consistently exceed targets, taking ownership of your performance and contributing to broader team success.

Requirements

You’ve built pipeline through an outbound motion and know how to turn cold outreach into real opportunities.
You understand how to manage and forecast a pipeline, and you consistently hit or exceed your targets.
You’ve been a top performer before and can clearly speak to the results behind it.
You’re comfortable owning the full sales cycle from first touch to close.
You create your own momentum instead of waiting on inbound; you are not an ‘order taker’.
You know how to run strong discovery and guide deals forward with structure and intent.
You’re comfortable being challenged on your deals and can clearly defend your forecast.
You’re motivated to grow your career at Lightspeed Commerce and be part of a high-performance team.

Skills

Salesforce.com
SaaS
Retail experience

Location

Toronto

Work Type

Hybrid

Experience Level

Top performer
Experience with Salesforce.com
Experience with SaaS
Retail experience

Salary/Compensations

$65,550 - $109,250 CAD

Benefits

Flexible paid time off and remote work policies
Equity options
Contributions to your pension plan
Training opportunities to grow your skills and career
Health and wellness credit
Time off to volunteer and give back to your community
Interest groups, employee led networks, social committees to sponsored sports teams
Computer purchase program
Enhanced parental leave
Medical, dental, wellness, life and disability insurance
RRSP plan and match
Paid parental leave top-up
Paid time off

About the Company

Lightspeed gives SMBs tools to compete with big box stores; and win.
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.
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.
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.

Equal Opportunity

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.