Outbound Account Executive

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

This is a true ownership role
. You'll build and close your own pipeline, working a defined market segment with a strong outbound motion. From first touch to close, you're 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- performance comes from 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. You'll be at the forefront of those conversations. This role is hybrid, based out of our Toronto office (on Spadina), with in-office days every Tuesday, Wednesday, and Thursday.

What you'll be doing:

• 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.

What you need to bring:

• 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

Even better if you have, but not necessary:

• Experience with
• Experience with SaaS
• Retail experience

Be a change maker

You'll enjoy:

• 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…