Outbound Account Executive - Retail

About the Position

Outbound Account Executive - Retail

Lightspeed Commerce, Inc. is looking for a driven and experienced Outbound Account Executive - Retail to join our team in Montreal, Quebec, Canada. This is a full-time, hybrid role within our Sales department.

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.

Nice to Have

• Experience with Salesforce.com
• Experience with SaaS
• Retail experience

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.
• 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.

About the Company

Lightspeed Commerce, Inc. is a leading commerce platform that 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.

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