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Strategic Outbound Account Executive

1 month ago
Canada
Full-time
Mid Level
Account Executive
Sales and Business Development
CRM E-commerce Salesforce
Apply Now
Lightspeed

Lightspeed

Lightspeed is a leading point of sale (POS) and commerce platform that provides independent businesses with end-to-end solutions to manage inventory, customer management, sales, and analytics across all channels. With offices worldwide, Lightspeed help...

Professional Services
1K-5K
Founded 2005
View All Jobs 66

Description

  • Identify and pursue high-potential retail prospects and new business opportunities.
  • Develop and execute sales strategies to win key retail accounts.
  • Deliver product demonstrations that show the value of Lightspeed’s retail solutions.
  • Manage complex deals from first contact through negotiation and closing.
  • Build trusted relationships with owners, managers, and decision-makers.
  • Understand client goals and pain points to tailor solutions and support long-term success.
  • Use analytics and reporting to support onboarding and customer outcomes.
  • Maintain accurate records of sales activities and prospect interactions in the CRM.
  • Contribute to sales and marketing campaigns that improve customer experience and grow MRR.

Requirements

  • 4+ years of experience in direct, outbound sales with a proven record of managing the full sales cycle and exceeding targets.
  • Experience in IT solutions, software sales, e-commerce, cloud applications, SaaS, POS, retail, or related technology sectors.
  • Experience leading high-value negotiations and securing strategic deals.
  • Strong critical thinking skills to assess complex situations and recommend effective solutions.
  • Exceptional verbal and written presentation skills for engaging senior stakeholders.
  • Ability to build trust with decision-makers through emotional intelligence and active listening.
  • Proficiency with Salesforce or similar CRM and pipeline management tools.
  • Ability to thrive in fast-paced, evolving environments with persistence and a results-focused mindset.
  • Fluency in English as a working language is required.
  • Experience with direct sales in a global company or multi-market environment is a plus.

Benefits

  • Flexible work environment, including remote work policies.
  • Flexible paid time off.
  • Equity options.
  • Pension plan contributions and matching.
  • Training opportunities and continuous learning support.
  • Health and wellness credit.
  • Time off to volunteer in the community.
  • Enhanced parental leave and paid parental leave top-up.
  • Medical, dental, life, and disability insurance.
  • Computer purchase program, including a personal MacBook.
  • Access to employee interest groups, networks, social committees, and sponsored sports teams.

Interested in this position?

Apply directly on the company website

Apply Now

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