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Outbound Account Executive - West Coast

Lightspeed · Remote · Canada

Base
Not disclosed
OTE
Not disclosed
Posted
22d ago

Still open · checked 7 min agoon Lightspeed's careers page

The Braun Read

Ask hard questions

Too much is left unsaid. Make them answer before you invest.

Pay
No pay listed at all.
Transparency
Shares 1 of 5: quota, attainment, deal size, territory, sales cycle.
Pipeline
Mostly self-sourced. Great if you like outbound, rough if you don't.
Time on market
Open 22 days. Normal, but not fresh.
Company hiring
Ramping up: posted 8 sales roles in the last 30 days.

Based only on what the posting says. Flags are a starting point for your first call, not a final judgment.

Questions to ask on the first call

Built from what this posting leaves out. How they answer tells you as much as what they say.

  1. 1.

    What percent of reps hit quota last year?

    Not in the posting

  2. 2.

    Who sits with reps and reviews calls each week?

    Explains the attainment number

  3. 3.

    What are the base and the OTE for this role?

    No pay listed

  4. 4.

    What's the annual quota, and how was it set?

    Not in the posting

  5. 5.

    What share of last year's closed deals did reps source themselves?

    Mostly self-sourced

  6. 6.

    Why is this role open? Did someone leave, or is it new?

    Always ask

The role

Outbound AE selling Lightspeed's commerce platform to SMBs in BC, Alberta and Manitoba. You build your own pipeline through cold outreach, run discovery and demos, and close deals.

SMB · New Logo · Outbound

Selling motion

New Logo

Who you are selling to

SMB

Pipeline expectations

Mostly self-sourced. Expect a lot of outbound.

Compensation

The posting doesn't list pay.

What is not disclosed

This posting doesn't tell you:

  • Base salary
  • OTE
  • Quota size
  • Quota attainment
  • Average deal size
  • Sales cycle length

The questions above cover the big ones.

Full posting
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 https://www.lightspeedhq.com/careers/. 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 https://www.lightspeedhq.com/legal/applicant-privacy-statement/.  
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