Outbound Account Executive (Retail)

TL;DR

Outbound Account Executive (Retail): Driving revenue growth by building and closing a sales pipeline for retail SMBs with an accent on outbound motion and consultative selling. Focus on managing the full sales cycle, executing structured discovery, and delivering high-impact product demos.

Location: Hybrid, based out of the Toronto office (in-office every Tuesday, Wednesday, and Thursday)

Company

A one-stop commerce platform helping merchants innovate to simplify, scale, and provide exceptional customer experiences globally.

What you will do

• Own the end-to-end pipeline from targeted outreach to closing and expanding deals within the territory.
• Execute outbound strategies and optimize cadences for defined market segments.
• Lead consultative discovery sessions and product demos to uncover real business challenges.
• Manage forecasts and pipeline accuracy using Salesforce to deliver against targets.
• Collaborate with SDRs and leadership to refine sales strategy and elevate team performance.
• Navigate pricing and negotiations using structured deal strategies to protect value.

Requirements

• Proven track record of building pipeline through outbound motion.
• Experience managing and forecasting a sales pipeline to consistently hit targets.
• Ability to own the full sales cycle from first touch to close.
• Strong discovery skills and a proactive approach to creating momentum.
• Must be based in or able to work from the Toronto office on the required hybrid schedule.

Nice to have

• Experience with Salesforce.com.
• Experience in the SaaS industry.
• Retail industry experience.

Culture & Benefits

• Flexible work environment and remote work policies.
• Equity options and contributions to a pension plan.
• Health and wellness credits and a computer purchase program for Macbooks.
• Enhanced parental leave and continuous training opportunities.
• Inclusive culture with employee-led networks and social committees.