Outbound Account Executive - Retail

Overview

This role is a true ownership position where you build and close your own pipeline, working within a defined market segment with a strong outbound motion. From first touch to close, you drive deals forward through structured discovery, tailored demos, and disciplined deal strategy.

• Own your pipeline end-to-end – generate opportunities through targeted outreach, close and expand 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 – run 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.

• 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 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 and 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.

• Experience with
• Experience with SaaS
• Retail experience

• 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 sponsor sports teams
• Computer purchase program to get your personal Mac Book
• Enhanced parental leave to support growing families

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.