Strategic Outbound Account Executive

Lightspeed Commerce, Inc.•Toronto, ON

7d•Remote

About The Position

We’re looking for a Strategic Account Executive to join our sales team in NOAM. As a Strategic Account Executive focused on new business, you will be at the forefront of our company's growth in Retail, driving revenue by identifying, pursuing, and closing strategic deals with high-value new clients in the retail network division. This role demands a proactive and results-oriented professional, with a demonstrated ability to consistently exceed sales targets within a direct sales environment. You will act as a trusted advisor, understanding potential clients' complex business needs and delivering tailored solutions that resonate and close.

Requirements

4 years + experience in direct, outbound sales with a proven record of managing the entire sales cycle and exceeding targets.
Experience in IT solutions, software sales, e-commerce, cloud applications, SaaS, POS, retail, or related technology sectors.
Expertise in leading high-value negotiations and securing strategic deals.
Proficient critical thinking skills to assess complex situations and deliver effective, results-orientated solutions.
Exceptional verbal and written presentation skills to engage and persuade senior stakeholders.
Skilled at fostering trust with decision-makers through emotional intelligence and active listening.
CRM & Pipeline Management: Proficient in Salesforce or similar tools to track leads and streamline sales processes.
Thrives in fast-paced, evolving environments with persistence and a results-focused mindset.
Fluency in English as a working language is required for this position.

Responsibilities

Proactively spot high-potential retail prospects and show how Lightspeed optimises operations and elevates guest satisfaction.
Craft and execute sales strategies to win key retail accounts using Lightspeed’s POS, online ordering, and inventory tools.
Deliver compelling demonstrations that highlight how Lightspeed streamlines workflows and enhances guest experiences.
Guide complex deals from first contact through negotiation and closing, showcasing Lightspeed’s integrated payments and efficiency.
Consistently surpass quarterly and annual goals, driving adoption of Lightspeed’s transformative retail technology
Cultivate trust with owners, managers, and decision-makers, aligning Lightspeed solutions with their unique needs.
Understand business goals and pain points, leveraging Lightspeed’s analytics and reporting to create seamless onboarding and long-term success.
Work on other sales/marketing campaigns designed to improve the customer experience as well as grow Lightspeed MRR in the process.
Maintain accurate records of sales activities and prospect interactions within the CRM system
Contributing as part of the wider team to achieve organisational targets, even if this means doing things that aren’t strictly within the scope of your role.

Benefits

Flexible work environment
Culture that celebrates performance
Career-defining opportunities
Flexible paid time off
Remote work policies
Equity options
Contributions to your pension plan
Training opportunities
Health and wellness credit
Time off to volunteer
Interest groups, employee led networks, social committees to sponsored sports teams
Computer purchase program
Enhanced parental leave
Medical insurance
Dental insurance
Wellness insurance
Life insurance
Disability insurance
RRSP plan and match
Paid parental leave top-up
Paid time off