---
title: 'Outbound Account Executive - Retail at Lightspeed Commerce, Inc.'
canonical: 'https://feeny.ai/job/outbound-account-executive-retail-lightspeed-commerce-inc-montreal-821snsn97am2'
type: 'job'
last_seen: '2026-09-09'
---

# Outbound Account Executive - Retail at Lightspeed Commerce, Inc.

- **Company:** [Lightspeed Commerce, Inc.](https://feeny.ai/companies/lightspeed-commerce-inc)
- **Location:** Montréal, Canada
- **Employment:** full-time
- **Work type:** hybrid
- **Posted:** 2026-05-27
- **Last confirmed live:** 2026-09-09
- **Apply:** https://jobs.ashbyhq.com/lightspeedhq/23e3c7f3-ae25-4014-b4af-7a65f9b5bbcf/application

**Skills:** Salesforce, SaaS sales, Outbound sales methodology, Pipeline management, Forecasting, Retail industry experience

> Own the full outbound sales cycle for retail SMBs, building pipeline through targeted outreach, conducting consultative demos, and closing deals. This hybrid role is based in Toronto with structured in-office days.

## Job description

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 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 Salesforce.com http://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!

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

## #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/.

## About Lightspeed Commerce, Inc.

## Company Overview
- **One-liner**: Lightspeed Commerce provides a unified cloud-based point-of-sale (POS) and payments platform that helps retail, hospitality, and golf businesses manage operations, accept payments, and grow across in-store and online channels.
- **Entity Type**: Public (NYSE: LSPD, TSX: LSPD)
- **Headquarters**: Montreal, Quebec, Canada
- **Founded**: 2005
- **Founders**: Dax Dasilva

## Core Business
- **Primary Industries**: Retail Technology, Hospitality Technology, Payments, Software Development
- **Target Customers**: B2B – small and medium-sized businesses (SMBs) in retail, restaurant, and golf sectors, from single-location independents to multi-location chains.
- **Mission / Purpose**: To empower in-person businesses that define local neighborhoods and thriving cities, helping them simplify operations, scale efficiently, and deliver exceptional customer experiences.

## Products & Services
- **Lightspeed Retail**: A POS system for retail stores with inventory management, omnichannel selling (in-store, online, social), customer management, and real-time analytics.
- **Lightspeed Restaurant**: POS and management platform for full-service and quick-service restaurants, including table management, menu customization, and online ordering.
- **Lightspeed Golf**: Specialized POS and booking system for golf courses, pro shops, and tee-time management.
- **Lightspeed Payments**: Integrated payment processing that works across all Lightspeed POS systems, enabling fast settlement and simplified reconciliation.
- **Lightspeed Insights (AI)**: AI-powered analytics that provide actionable business insights, inventory forecasting, and sales reporting.
- **Lightspeed eCommerce**: Online store builder that syncs inventory and orders with in-store operations.
- **Lightspeed Wholesale**: Platform for buying wholesale from top brands and syncing orders directly to the POS.
- **Integrations & Marketplace**: Extensive library of third-party integrations (accounting, marketing, loyalty, etc.) and a funding program for eligible merchants.

## Market Standing
- **Valuation / Market Cap**: Approximately USD 11.3 billion (as of mid-2026) [linkedin.com](https://www.linkedin.com/company/lightspeedcommerce)
- **Key Metric**: Annual Revenue of USD 1.08 billion (fiscal 2025); processed $91.3 billion in Gross Transaction Value (GTV) in fiscal 2025 [lightspeedhq.com](https://www.lightspeedhq.com/about/)
- **Notable Investors / Partners**: Series A led by Accel; Series B led by Inovia Capital; Series C led by Investissement Québec and La Caisse; Series D led by La Caisse; post-IPO equity round of $716M in 2021. Strategic acquisitions include Upserve, Kounta, ShopKeep, and Ecwid. [linkedin.com](https://www.linkedin.com/company/lightspeedcommerce)
- **Growth Signals**: ~144,000 merchant locations worldwide (fiscal 2025); headcount of ~2,676 employees (+12.9% YoY); expanded into 34 countries; active job postings up 42.8% quarter-over-quarter. [linkedin.com](https://www.linkedin.com/company/lightspeedcommerce)

## Competitive Advantages
- **Unified Platform**: Seamlessly connects POS, payments, eCommerce, inventory, and analytics in one system, reducing complexity for merchants.
- **Industry Specialization**: Dedicated solutions for retail, restaurant, and golf verticals with deep workflows and integrations tailored to each.
- **Global Scale & Local Support**: Operations in 34 countries with 24/7 customer support, serving merchants in over 100 countries.
- **Strong Ecosystem**: Large app marketplace, wholesale network, and funding program create stickiness and reduce churn.
- **20 Years of Domain Expertise**: Established brand trust and deep understanding of merchant pain points. [lightspeedhq.com](https://www.lightspeedhq.com/about/)

## Strategic Focus
- **Payments Growth**: Expanding Lightspeed Payments to increase revenue per merchant and capture transaction volume.
- **AI & Data Insights**: Investing in AI-powered tools (Lightspeed Insights) to help merchants make data-driven decisions and optimize inventory.
- **Multi-Channel Commerce**: Deepening integration between online and in-store selling, including social commerce partnerships (e.g., Meta).
- **Global Expansion**: Continuing to enter new geographic markets and verticals (e.g., CBD, bike, sports) while scaling existing ones.
- **Acquisitions & Integration**: Absorbing acquired companies (Upserve, Ecwid) into a single cohesive platform.

## Why Work Here
- **Flexible Work Policy**: Hybrid model with “flexible paid time off” and the option to work remotely up to two months per year. [lightspeedhq.com](https://www.lightspeedhq.com/careers/)
- **Equity & Benefits**: Stock options (equity in a public company), pension plan contributions, health and wellness credit, computer purchase program, and volunteer time off. [lightspeedhq.com](https://www.lightspeedhq.com/careers/)
- **Culture & Values**: Employee-led networks, office culture clubs, and special interest groups; strong emphasis on diversity, equity, and inclusion; collaborative environment that values “real people” beyond resumes. [lightspeedhq.com](https://www.lightspeedhq.com/careers/hiring/)
- **Growth Opportunities**: Continuous learning, global career development, and exposure to cutting-edge tech across retail, payments, and AI.
- **Interview Process**: Structured, transparent hiring with a work sample test and a focus on two-way conversation. [lightspeedhq.com](https://www.lightspeedhq.com/careers/hiring/)
- **Engineering Culture**: Team of 639 technical staff (18% of workforce); environment described as “infused with culture, just as much as code.” [linkedin.com](https://www.linkedin.com/company/lightspeedcommerce) [lightspeedhq.com](https://www.lightspeedhq.com/careers/)

## Sources
1. [lightspeedhq.com](https://www.lightspeedhq.com/about/) – About Lightspeed: GTV, locations, history, values
2. [lightspeedhq.com](https://www.lightspeedhq.com/careers/) – Careers page: benefits, remote policy, culture
3. [lightspeedhq.com](https://www.lightspeedhq.com/careers/hiring/) – Hiring FAQ: interview process, DEI, work style
4. [lightspeedhq.com](https://www.lightspeedhq.com/) – Product overview: POS, payments, AI, eCommerce
5. [linkedin.com](https://www.linkedin.com/company/lightspeedcommerce) – Company info: revenue, market cap, headcount, funding, acquisitions, employee growth

## Other roles at Lightspeed Commerce, Inc.

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- [Senior Product Designer](https://feeny.ai/job/senior-product-designer-lightspeed-commerce-inc-auckland-7gnn367m3vtf) — Auckland, New Zealand
- [Lead Business Analyst, Process & automation (London | remote)](https://feeny.ai/job/lead-business-analyst-process-automation-london-remote-lightspeed-commerce-inc-ngfqvyr194ym) — IN the, United Kingdom
- [Lead Business Analyst, Process & Automation (Berlin | remote)](https://feeny.ai/job/lead-business-analyst-process-automation-berlin-remote-lightspeed-commerce-inc-qqdgg08ej206) — IN, Germany
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- [Lead, Field Sales - The Netherlands](https://feeny.ai/job/lead-field-sales-the-netherlands-lightspeed-commerce-inc-amsterdam-baftwjb0rbbx) — Amsterdam, Netherlands
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- [Gestionnaire en Stratégie](https://feeny.ai/job/gestionnaire-en-strategie-lightspeed-commerce-inc-montreal-tbtfcsv4wf1y) — Montréal, Canada
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