Braun Board

Outbound Account Executive (Hospitality)

Lightspeed · Hybrid · Toronto, ON, Canada

Base
Not disclosed
OTE
Not disclosed
Quota attainment
Not disclosed
Posted
2h ago

Why it matters: OTE tells you what you could earn. Attainment tells you how realistic it is.

Ask: “What percentage of fully ramped reps hit quota last year?”

Still open · checked 2h agoon Lightspeed's careers page

What Lightspeed sells

Tools to help small shops compete

Small businesses need a way to compete with big box stores. Lightspeed gives these owners tools to do that, including hospitality and retail businesses. The tools work together so owners can grow and win against the bigger players.

In plain English, from their own job posts. Something wrong? Tell us

More Industry-specific software companies →

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
Brand new.
Company hiring
Ramping up: posted 10 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 percentage of fully ramped reps hit quota last year?

    OTE is what you could earn. This is how likely you are to earn it.

  2. 2.

    What percentage of reps on the team have been here more than 18 months?

    Tenure shows whether people stay long enough to get paid.

  3. 3.

    Has the comp plan changed in the last 12 to 18 months? What changed?

    A plan that changes every year means the goalposts keep moving.

  4. 4.

    Who sits with reps and reviews calls each week?

    Coaching is often what's behind a good or bad attainment number.

  5. 5.

    What are the base and the OTE for this role?

    No point investing hours before you know the number.

  6. 6.

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

    New headcount is growth. A replacement means someone left. Ask why.

When the offer comes

Save these for later. They land better once they've said yes to you.

  1. 1.

    Can I see the full comp plan in writing, including clawbacks and accelerators?

    What's in writing is what gets paid. Read it before you sign.

  2. 2.

    Can I see the actual comp distribution for the team last year, not just the OTE?

    The spread shows what most reps really take home. OTE is just the target.

  3. 3.

    I'd be walking away from earned commission to join. Is there room for a sign-on bonus to help cover that?

    Leaving money behind is a fair reason to ask. The worst answer is no.

Josh's top five questions for any sales interview →

Going for your first AE role? Get the free interview kit → 24 questions, what good and bad answers sound like, and an offer comparison sheet.

Got an offer from Lightspeed? Not sure about it?Ask me. I read every message myself. · JoshAsk Josh
+ Add offer details (optional)

Goes straight to my inbox. I never share it with employers or recruiters.

The role

Full-cycle outbound AE selling Lightspeed POS and payments to hospitality venues across North America. You build pipeline through cold calling, email, and social selling, then run demos and close.

New Logo · Outbound

Selling motion

New Logo

Who you're selling to

Buyer:
Hospitality venuesIn their words: “Proactively identify and engage high-potential hospitality venues across the NOAM market”
Industry:
HospitalityIn their words: “high performing hospitality sales team in NOAM”

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! We’re looking for an Outbound Account Executive to join our high performing hospitality sales team in NOAM. This is a full cycle Account Executive (AE) role. AE’s will be generating a pipeline through prospecting, booking meetings and owning the sales processing from initial outreach to demo and close. You’ll be part of an evolving and disruptive company that is changing the way that business owners and their customers engage with each other in Hospitality. What you’ll be doing: Strategic Prospecting & Pipeline Growth - Drive Market Expansion: Proactively identify and engage high-potential hospitality venues across the NOAM market to position Lightspeed as the premier POS and Payments solution. - Execute Multi-Channel Outreach: Build a robust, self-sustained pipeline through a high-volume, strategic mix of cold calling, personalised emailing, and social selling. - Optimize the Funnel: Continuously refine your outreach cadences by analyzing engagement data, A/B testing messaging, and sharing successful "plays" with the broader team. - Full-Cycle Ownership: Manage the end-to-end sales process from initial discovery to close, ensuring a seamless transition for new partners. Consultative Selling & Demonstrations - Deliver High-Impact Solutions: Lead tailored one-on-one or group demonstrations (via screen-share) that map Lightspeed’s features to the specific operational pains of the hospitality sector. - Architect Ecosystems: Act as a trusted advisor by understanding third-party integrations (e.g., Deputy, Xero, SevenRooms) to provide venues with a holistic, "all-in-one" technology stack. - Financial Fluency: Confidently navigate pricing negotiations and the value-add of integrated payments, working closely with management to secure "win-win" commercial terms. Performance & Operational Excellence - Surpass Targets: Maintain a relentless focus on hitting and exceeding monthly and quarterly revenue & new business location quotas. - CRM Discipline: Uphold impeccable Salesforce hygiene, ensuring all lead data, activities, and opportunity stages are accurate for precise executive forecasting. - Adhere to SLAs: Consistently meet or exceed Service Level Agreements regarding lead response times, business qualification criteria, and deployment timelines. Team Collaboration & Values - Embody Lightspeed Values: Work as a high-integrity team member, fostering a culture of transparency, inclusion, and a "customer-first" mindset in every interaction. - Cross-Functional Partnership: Collaborate effectively with Lead Development, Onboarding, and Account Management teams to ensure long-term customer success and business growth. - Market Intelligence: Stay at the forefront of the NOAM hospitality landscape by monitoring competitor moves, industry trends, and local market dynamics to sharpen our competitive edge. 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 - As a global company with employees and clients outside of Quebec, fluency in English as a working language is required for this position.   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!   Be a changemaker 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 parental leave to support growing families Fuel your growth. Find your people. 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 $65,550 - $109,250 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. 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/.  
Apply →