What you’ll be doing:Proactively prospecting enterprise retail accounts via phone, email, social media, and other outbound channels.Reaching out to enterprise-level stakeholders (Directors and above) to understand their challenges and build strong relationships.Collaborating with Enterprise Account Executives to ensure smooth lead handoff and strategic follow‑up.Providing feedback to marketing and sales teams based on prospect conversations to help refine outbound strategies.Consistently achieving monthly, quarterly, and annual outbound sales goals in a high‑velocity environment.What you’ll be bringing:2–5 years of experience in SaaS outbound sales, preferably with enterprise or mid‑market retail clients.Proven ability to cold‑call, email, and engage enterprise stakeholders in complex sales cycles.Strong communication and relationship‑building skills, with the ability to explain complex solutions to multiple stakeholders.Tech‑savvy, strategic, and comfortable navigating enterprise accounts.Entrepreneurial mindset, bias toward action, and the ability to adapt quickly in a fast‑growing business.As a global company with employees and clients outside of Quebec,



fluency in English as a working language is required for this position.Even better if you have:Experience selling into enterprise retail clients.Familiarity with POS systems or other software platforms in large organizations.Experience with consultative selling approaches such as MEDDPICC or BANT.What’s in it for you?A adaptable 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.BenefitsFlexible 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 sponsor sports teams.Computer purchase program to get your personal Macbook.Enhanced parental leave to support growing families.CompensationWe reasonably expect the total compensation for this position to be in the range of $45,000 - $90,000 CAD.Equal OpportunityLightspeed 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.#J-18808-Ljbffr

📌 Enterprise Sales Development Representative - Retail - C$45,000 - C$90,000 A Year (Winnipeg)
🏢 Lightspeed
📍 Winnipeg