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Outbound Account Executive – West Coast

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Remote from
Canada
Salary
CAD 57k–99,750 / yr
Department
Sales
Employment
Full Time
Experience
Director
Published
Apply before
22 Nov 2026
Listing views
53
Application actions
2
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AI Summary

The role, at a glance.

Lightspeed is seeking an outbound Account Executive to own the full SMB sales cycle within a defined West Coast territory. The role focuses on prospecting, creating pipeline, conducting consultative discovery and product demos, negotiating, and closing SaaS commerce-platform deals. Success depends on disciplined Salesforce pipeline management, accurate forecasting, and consistent attainment of monthly and quarterly revenue targets. Candidates should bring proven outbound sales performance, confidence running complex deal processes, and a self-directed, high-accountability approach. The remote position is available to candidates based in British Columbia, Alberta, or Manitoba.

Role DNA

A quick view of the complexity, pace, ownership and collaboration implied by the job description.

Job Complexity

4/5
EasyHard

Pace & Pressure

5/5
RelaxedFast-paced

Autonomy Level

5/5
GuidedFull ownership

Communication Load

5/5
IndependentCollaborative
AI insightThis is a demanding quota-carrying role that requires the employee to generate their own pipeline rather than relying on inbound leads. It combines high-volume strategic outreach with consultative selling, forecasting discipline, product demonstrations, and negotiations.

Salary analysis

Estimated compensation compared with the broader CA market for similar roles.

Estimated job median (per year)Market rate
C$78,375
CA market range (per year)C$60k–C$110k
AI insightThe yearly pay period is inferred from the job context; it was not explicitly stated by the employer. Lightspeed explicitly states total compensation of CAD 57,000 to CAD 99,750 per year; the annual cadence is inferred from the professional full-time role and the annual-scale range, as no pay period is stated. The midpoint is CAD 78,375. A reasonable estimated Canadian annual market range for an outbound SMB Account Executive is CAD 60,000 to CAD 110,000, with actual earnings varying by experience, territory, commission structure, and quota attainment.

Core skills

Skills and capabilities most closely associated with this opportunity.

Sample interview questions
How have you built pipeline through outbound sales motions?

I segment accounts by fit and potential value, develop targeted messaging around relevant business challenges, and use structured multichannel cadences. I review conversion metrics weekly, refine my approach, and focus effort on the accounts most likely to progress into qualified opportunities.

How do you run an effective discovery call for an SMB prospect?

I begin by setting an agenda and understanding the prospect's business model, current workflow, goals, and constraints. I ask open-ended questions to uncover the impact of the problem, confirm decision criteria and timeline, and connect the product's capabilities to measurable outcomes before proposing next steps.

What steps do you take to maintain an accurate sales forecast?

I keep Salesforce updated after every meaningful interaction and assess each opportunity against verified qualification criteria, stakeholder engagement, timeline, and next steps. I separate optimism from evidence, identify risks early, and communicate a clear, realistic forecast to leadership.

Describe how you would handle a prospect who challenges your pricing.

I would first clarify the concern and revisit the value tied to their priorities, such as operational efficiency, revenue growth, or customer experience. Rather than discounting immediately, I would reinforce the business case, explore packaging or implementation needs, and use approved commercial options only when they support a mutual close plan.

How do you prioritize a territory when managing many outbound prospects?

I prioritize using fit, potential value, urgency, buying signals, and the likelihood of reaching the right stakeholders. I dedicate focused time to high-value accounts while maintaining scalable cadences for the broader territory, then adjust priorities as new engagement and qualification data emerges.

This analysis is generated from the job description. Salary estimates, role characteristics and sample answers are guidance, not employer-provided facts.
Opportunity details

About this role.

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!

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 remote, based in British Columbia, Alberta, and Manitoba.

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 Salesforce.com

  • Experience with SaaS

  • Retail experience

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!

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 $57,000 – $99,750 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 (update to BC if posted in Vancouver) 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.

#LI-TL2

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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This job listing has been manually reviewed by the Jobicy Trust & Safety Team for compliance with our posting guidelines, including verification of the company's legitimacy, accuracy of job details, clarity of remote work policy, and absence of misleading or fraudulent content.

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